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Sample records for piperazines

  1. 21 CFR 520.1806 - Piperazine suspension.

    Science.gov (United States)

    2010-04-01

    ... 21 Food and Drugs 6 2010-04-01 2010-04-01 false Piperazine suspension. 520.1806 Section 520.1806... DRUGS, FEEDS, AND RELATED PRODUCTS ORAL DOSAGE FORM NEW ANIMAL DRUGS § 520.1806 Piperazine suspension. (a) Specifications. Each milliliter of suspension contains piperazine monohydrochloride equivalent...

  2. 21 CFR 520.1803 - Piperazine citrate capsules.

    Science.gov (United States)

    2010-04-01

    ... 21 Food and Drugs 6 2010-04-01 2010-04-01 false Piperazine citrate capsules. 520.1803 Section 520... capsules. (a) Specifications. Piperazine citrate capsules contain piperazine citrate equivalent to 140 milligrams of piperazine base in each capsule. (b) Sponsor. See No. 021091 in § 510.600(c) of this chapter...

  3. Piperazine compounds as drugs of abuse.

    Science.gov (United States)

    Arbo, M D; Bastos, M L; Carmo, H F

    2012-05-01

    Synthetic drugs are among the most commonly abused drugs in the world. This abuse is widespread among young people, especially in the dance club and rave scenes. Over the last several years, piperazine derived drugs have appeared, mainly available via the internet, and sold as ecstasy pills or under the names of "Frenzy", "Bliss", "Charge", "Herbal ecstasy", "A2", "Legal X" and "Legal E". Although in the market piperazine designer drugs have the reputation of being safe, several experimental and epidemiological studies indicate risks for humans. Piperazine designer drugs can be divided into two classes, the benzylpiperazines such as N-benzylpiperazine (BZP) and its methylenedioxy analogue 1-(3,4-methylenedioxybenzyl)piperazine (MDBP), and the phenylpiperazines such as 1-(3-chlorophenyl)piperazine (mCPP), 1-(3-trifluoromethylphenyl)piperazine (TFMPP), and 1-(4-methoxyphenyl)piperazine (MeOPP). Toxicokinetic properties, including metabolic pathways, actions and effects in animals and humans, with some hypothesis of mechanism of action, and analytical approaches for the identification of these drugs are summarized in this review.

  4. Iridium catalysed synthesis of piperazines from diols

    DEFF Research Database (Denmark)

    Nordstrøm, Lars Ulrik Rubæk; Madsen, Robert

    2007-01-01

    A green and atom-economical method has been developed for the synthesis of piperazines by cyclocondensation of diols and amines in aqueous media in the presence of a catalytic amount of [Cp*IrCl2]2....

  5. 4-Nitrophenol–piperazine (2/1

    Directory of Open Access Journals (Sweden)

    Perumal Nagapandiselvi

    2013-07-01

    Full Text Available In the title adduct, C6H5NO3·0.5C4H10N2, the piperazine ring possesses inversion symmetry and has a chair conformation. Its mean plane makes a dihedral angle of 65.45 (7° with the 4-nitrophenol ring. In the crystal, the piperazine ring is linked to two 4-nitrophenol molecules via O—H...N hydrogen bonds. The molecules are also linked via bifurcated N—H...(O,O hydrogen bonds involving the NO2 O atoms, forming a two-dimensional network lying parallel to (102. The networks are linked via C—H...O hydrogen bonds, forming a three-dimensional structure.

  6. 21 CFR 520.1804 - Piperazine phosphate capsules.

    Science.gov (United States)

    2010-04-01

    ... 21 Food and Drugs 6 2010-04-01 2010-04-01 false Piperazine phosphate capsules. 520.1804 Section 520.1804 Food and Drugs FOOD AND DRUG ADMINISTRATION, DEPARTMENT OF HEALTH AND HUMAN SERVICES... phosphate capsules. (a) Specifications. Each capsule contains 120, 300, or 600 milligrams of piperazine...

  7. Piperazine scaffolds via isocyanide-based multicomponent reactions

    NARCIS (Netherlands)

    Dömling, Alexander; Huang, Yijun

    2010-01-01

    Piperazine scaffolds are amongst the most extensively used backbones in medicinal chemistry and many bioactive compounds are built upon this template. The physicochemical properties and the three-dimensional structures of the different piperazine chemotypes are of utmost importance to understanding

  8. Solubility of carbon dioxide in aqueous piperazine solutions

    NARCIS (Netherlands)

    Derks, P. W. J.; Dijkstra, H. B. S.; Hogendoorn, J. A.; Versteeg, G. F.

    2005-01-01

    In the present work, new experimental data are presented on the solubility of carbon dioxide in aqueous piperazine solutions, for concentrations of 0.2 and 0.6 molar piperazine and temperatures of 25, 40, and 70°C respectively. The present data, and other data available in the literature, were

  9. Kinetics of absorption of carbon dioxide in aqueous piperazine solutions

    NARCIS (Netherlands)

    Derks, P. W. J.; Kleingeld, T.; van Aken, C.; Hogendoorn, J. A.; Versteeg, G. F.

    2006-01-01

    In the present work the absorption of carbon dioxide into aqueous piperazine (PZ) solutions has been studied in a stirred cell, at low to moderate temperatures, piperazine concentrations ranging from 0.6 to 1.5 kmol m- 3, and carbon dioxide pressures up to 500 mbar, respectively. The obtained experi

  10. Solubility of carbon dioxide in aqueous piperazine solutions

    NARCIS (Netherlands)

    Derks, P. W. J.; Dijkstra, H. B. S.; Hogendoorn, J. A.; Versteeg, G. F.

    2005-01-01

    In the present work, new experimental data are presented on the solubility of carbon dioxide in aqueous piperazine solutions, for concentrations of 0.2 and 0.6 molar piperazine and temperatures of 25, 40, and 70°C respectively. The present data, and other data available in the literature, were corr

  11. Piperazine scaffolds via isocyanide-based multicomponent reactions

    NARCIS (Netherlands)

    Dömling, Alexander; Huang, Yijun

    2010-01-01

    Piperazine scaffolds are amongst the most extensively used backbones in medicinal chemistry and many bioactive compounds are built upon this template. The physicochemical properties and the three-dimensional structures of the different piperazine chemotypes are of utmost importance to understanding

  12. Contribution of artifacts to N-methylated piperazine cyanide adduct formation in vitro from N-alkyl piperazine analogs.

    Science.gov (United States)

    Zhang, Minli; Resuello, Christina M; Guo, Jian; Powell, Mark E; Elmore, Charles S; Hu, Jun; Vishwanathan, Karthick

    2013-05-01

    In the liver microsome cyanide (CN)-trapping assays, piperazine-containing compounds formed significant N-methyl piperazine CN adducts. Two pathways for the N-methyl piperazine CN adduct formation were proposed: 1) The α-carbon in the N-methyl piperazine is oxidized to form a reactive iminium ion that can react with cyanide ion; 2) N-dealkylation occurs followed by condensation with formaldehyde and dehydration to produce N-methylenepiperazine iminium ion, which then reacts with cyanide ion to form the N-methyl CN adduct. The CN adduct from the second pathway was believed to be an artifact or metabonate. In the present study, a group of 4'-N-alkyl piperazines and 4'-N-[¹³C]methyl-labeled piperazines were used to determine which pathway was predominant. Following microsomal incubations in the presence of cyanide ions, a significant percentage of 4'-N-[¹³C]methyl group in the CN adduct was replaced by an unlabeled natural methyl group, suggesting that the second pathway was predominant. For 4'-N-alkyl piperazine, the level of 4'-N-methyl piperazine CN adduct formation was limited by the extent of prior 4'-N-dealkylation. In a separate study, when 4'-NH-piperaziens were incubated with potassium cyanide and [¹³C]-labeled formaldehyde, 4'-N-[¹³C]methyl piperazine CN-adduct was formed without NADPH or liver microsome suggesting a direct Mannich reaction is involved. However, when [¹³C]-labeled methanol or potassium carbonate was used as the one-carbon donor, 4'-N-[¹³C]methyl piperazine CN adduct was not detected without liver microsome or NADPH present. The biologic and toxicological implications of bioactivation via the second pathway necessitate further investigation because these one-carbon donors for the formation of reactive iminium ions could be endogenous and readily available in vivo.

  13. Piperazine derivatives for therapeutic use: a patent review (2010-present).

    Science.gov (United States)

    Rathi, Anuj K; Syed, Riyaz; Shin, Han-Seung; Patel, Rahul V

    2016-07-01

    Piperazine, a six membered nitrogen containing heterocycle, is of great significance to the rational design of drugs. This moiety can be found in a plethora of well-known drugs with various therapeutic uses, such as antipsychotic, antihistamine, antianginal, antidepressant, anticancer, antiviral, cardio protectors, anti-inflammatory, and imaging agents. Slight modification to the substitution pattern on the piperazine nucleus facilitates a recognizable difference in the medicinal potential of the resultant molecules. Scifinder was the main source used to search for patents containing piperazine compounds with therapeutic uses. The article describes a variety of molecular designs bearing piperazine entity furnishing CNS agents, anticancer, cardio-protective agents, antiviral, anti-tuberculosis, anti-inflammatory, antidiabetic, and antihistamine profiles, as well as agents relieving pain and useful in imaging applications. The great interest gathered to explore piperazine based molecules in relatively few years reflects the broad potential of the entity. Earlier, this scaffold was considered to express CNS activity only. However, a significant increase in research covering studies of several different activities of piperazine ring suggest a successful emergence of the pharmacophore. Certain patents outlined in the present article recommend that piperazines can be a flexible building block to discover drug-like elements and modification of substituents present on the piperazine ring may have a significant impact on the pharmacokinetic and pharmacodynamics factors of the resulting molecules. This article aims to provide insights to piperazine based molecular fragments that would assist drug discoverers to rationally design molecules for various diseases. We anticipate, and highly recommend, further therapeutic investigations on this motif.

  14. Synthesis and opiate activity of pseudo-tetrapeptides containing chiral piperazin-2-one and piperazine derivatives.

    Science.gov (United States)

    Yamashita, T; Tsuru, E; Banjyo, E; Doe, M; Shibata, K; Yasuda, M; Gemba, M

    1997-12-01

    Enantiomeric piperazin-2-one derivatives, N,N'-ethylene-bridged alanylphenylalanines (1a or 1b), were synthesized using (S)- or (R)-alanine and phenylalanine as starting materials, and were inserted into the second and third positions of enantiomeric pseudo-tetrapeptides (P1a- or P1b-OEt). The corresponding piperazine derivatives (1a- or 1b-sRed) obtained by selective BH3 reduction of the amide carbonyl groups of 1a or 1b were similarly inserted into the same positions of tetrapeptides (P1a- and P1b-sRed). Enantiomeric N,N'-ethylene-bridged tyrosyltyrosine derivatives (2a or 2b) obtained from (S)- or (R)-tyrosine were also inserted into the first and second positions of two pairs of enantiomeric tetrapeptides (P2a- and P2b-OEt or P'2a- and P'2b-OEt). The opiate activities of the eight peptides thus obtained were studied by use of the mouse vas deferens and the guinea pig ilcum assays in order to elucidate the structure-activity relationships of these peptides, especially with respect to stereochemistry.

  15. Crosslinking in the diglycidyl ether oligoepichlorhydrin-piperazine

    Directory of Open Access Journals (Sweden)

    Konstantyn E. Varlan

    2014-03-01

    Full Text Available The possibility of acquiring film material from a mixture of oligoepichlorhydrin diglycidylether and piperazyne discussed. The process involves elongation of the chain by means of reaction of the oligomer terminal oxyran cycles with piperazine aminogrups, and the subsequent formation of crosslinked by tertiary amine alongthe chainsalkylation whis chlorometyl dand groups of macromolecules. With this purpose, the model system investigated: epichlorohydrin−piperidine, epichlorohydrin−piperazine, oligoetylenglikol glicidyl ether−piperazine. The possibility of regulating the contributions of reactions of epoxy group and alkylation on crosslinking primary stage is disclosed, as well as material properties. Taking into account the found regularities receive elastic film structured materials with quaternary nitrogen atoms in the nodes. The ratio of tertiary and quaternary structure of nitrogen depends on the process conditions. Films swell in polar solvents and has ion-exchange properties.

  16. De Novo Assembly of Highly Substituted Morpholines and Piperazines

    Science.gov (United States)

    2017-01-01

    The morpholine and piperazine with their remarkable physical and biochemical properties are popular heterocycles in organic and medicinal chemistry used in rational property design. However, in the majority of cases these rings are added to an existing molecule in a building block approach thus limiting their substitution pattern and diversity. Here we introduce a versatile de novo synthesis of the morpholine and piperazine rings using multicomponent reaction chemistry. The large scale amenable building blocks can be further substituted at up to four positions, making this a very versatile scaffold synthesis strategy. Our methods thus fulfill the increasing demand for novel building block design and nontraditional scaffolds which previously were not accessible PMID:28102692

  17. Cytotoxic activities of some benzothiazole-piperazine derivatives.

    Science.gov (United States)

    Gurdal, Enise Ece; Durmaz, Irem; Cetin-Atalay, Rengul; Yarim, Mine

    2015-01-01

    Synthesis, characterization and cytotoxic activities of ten benzothiazole-piperazine derivatives were reported. In vitro cytotoxic activities of compounds were screened against hepatocellular (HUH-7), breast (MCF-7) and colorectal (HCT-116) cancer cell lines by sulphorhodamine B assay. Based on the GI50 values of the compounds, most of the benzothiazole-piperazine derivatives are active against HUH-7, MCF-7 and HCT-116 cancer cell lines. Compound 1d is highly cytotoxic against all tested cancer cell lines. Further investigation of compound 1d by Hoechst Staining and Fluorescence-Activated Cell Sorting Analysis (FACS) revealed that this compound causes apoptosis by cell cycle arrest at subG1 phase.

  18. A novel and simple synthetic route for a piperazine derivative

    Energy Technology Data Exchange (ETDEWEB)

    Silva, Maria A.S. da; Pinheiro, Solange de O.; Francisco, Thiago dos S.; Silva, Francisco O.N. da; Carvalho, Idalina M.M.; Sousa, Jackson R. de; Dias-Filho, Francisco A.; Diogenes, Izaura C.N. [Universidade Federal do Ceara (UFC), Fortaleza, CE (Brazil). Dept. de Quimica Organica e Inorganica; Batista, Alzir A. [Universidade Federal de Sao Carlos (UFSCAR), Sao Carlos, SP (Brazil). Dept. de Quimica; Ellena, Javier [Universidade de Sao Paulo (USP), Sao Carlos, SP (Brazil). Inst. de Fisica; Longhinottid, Elisane, E-mail: izaura@dqoi.ufc.b [Universidade Federal do Ceara (UFC), Fortaleza, CE (Brazil). Dept. de Quimica Analitica e Fisico-Quimica

    2010-07-01

    A new derivative of piperazine, 5-oxopiperazinium-3-sulfonate monohydrate, was produced from a simple synthetic route as a result of the nucleophilic addition to HSO{sub 3} - bisulphite ion and of the nucleophilic attack of water molecules on pyrazine molecules. The isolated material was characterized by means of NMR, mass spectrometry, infrared, and X-ray diffraction. (author)

  19. New Conjugated Systems Derived from Piperazine-2,5-dione

    Directory of Open Access Journals (Sweden)

    Abdullah Mohamed Asiri

    2000-03-01

    Full Text Available The preparation of monoarylidene and both symmetrical and unsymmetrical bisarylidene derivatives of piperazine-2,5-dione is described. The use of 1,4-diacetylpiperazine-2,5-dione make it possible to prepare unsymmetrical bisarylidenes. The introduction of a dicyanomethylene moiety into the para position of one of the arylidene groups gave a remarkable deepening in the colour of the resulting compounds 11 and 16.

  20. Hepatotoxicity of piperazine designer drugs: up-regulation of key enzymes of cholesterol and lipid biosynthesis.

    Science.gov (United States)

    Arbo, Marcelo Dutra; Melega, Simone; Stöber, Regina; Schug, Markus; Rempel, Eugen; Rahnenführer, Jörg; Godoy, Patricio; Reif, Raymond; Cadenas, Cristina; de Lourdes Bastos, Maria; Carmo, Helena; Hengstler, Jan G

    2016-12-01

    The piperazine derivatives most frequently consumed for recreational purposes are 1-benzylpiperazine, 1-(3,4-methylenedioxybenzyl) piperazine, 1-(3-trifluoromethylphenyl) piperazine and 1-(4-methoxyphenyl) piperazine. Generally, they are consumed as capsules, tablets or pills but also in powder or liquid forms. Currently, the precise mechanism by which piperazine designer drugs induce hepatotoxicity and whether they act by a common pathway is unclear. To answer this question, we performed a gene array study with rat hepatocytes incubated with the four designer drugs. Non-cytotoxic concentrations were chosen that neither induce a decrease in reduced glutathione or ATP depletion. Analysis of the gene array data showed a large overlap of gene expression alterations induced by the four drugs. This 'piperazine designer drug consensus signature' included 101 up-regulated and 309 down-regulated probe sets (p cholesterol biosynthesis represented a dominant overrepresented motif. Key enzymes of cholesterol biosynthesis up-regulated by all four piperazine drugs include sterol C4-methyloxidase, isopentyl-diphosphate-Δ-isomerase, Cyp51A1, squalene epoxidase and farnesyl diphosphate synthase. Additionally, glycoprotein transmembrane nmb, which participates in cell adhesion processes, and fatty acid desaturase 1, an enzyme that regulates unsaturation of fatty acids, were also up-regulated by the four piperazine designer drugs. Regarding the down-regulated probe sets, only one gene was common to all four piperazine derivatives, the betaine-homocysteine-S-methyltransferase 2. Analysis of transcription factor binding sites of the 'piperazine designer drug consensus signature' identified the sterol regulatory element binding protein (SREBP-1) as strongly overrepresented in the up-regulated genes. SREBP transcription factors are known to regulate multiple genes of cholesterol metabolism. In conclusion, the present study shows that piperazine designer drugs act by up-regulating key

  1. Solubility of N2O in and density, viscosity, and surface tension of aqueous piperazine solutions

    NARCIS (Netherlands)

    Derks, P. W.; Hogendoorn, K. J.; Versteeg, G. F.

    2005-01-01

    The physical solubility of N2O in and the density and viscosity of aqueous piperazine solutions have been measured over a temperature range of (293.15 to 323.15) K for piperazine concentrations ranging from about (0.6 to 1.8) kmol·mr-3. Furthermore, the present study contains experimental surface

  2. Solubility of N2O in and density, viscosity, and surface tension of aqueous piperazine solutions

    NARCIS (Netherlands)

    Derks, P. W.; Hogendoorn, K. J.; Versteeg, G. F.

    2005-01-01

    The physical solubility of N2O in and the density and viscosity of aqueous piperazine solutions have been measured over a temperature range of (293.15 to 323.15) K for piperazine concentrations ranging from about (0.6 to 1.8) kmol·mr-3. Furthermore, the present study contains experimental surface t

  3. Solid formation in piperazine rate-based simulation

    DEFF Research Database (Denmark)

    Gaspar, Jozsef; Thomsen, Kaj; von Solms, Nicolas

    2014-01-01

    of view but also from a modeling perspective. The present work develops a rate-based model for CO2 absorption and desorption modeling for gas-liquid-solid systems and it is demonstrated for the piperazine CO2 capture process. This model is an extension of the DTU CAPCO2 model to precipitating systems....... It uses the extended UNIQUAC thermodynamic model for phase equilibria and thermal properties estimation. The mass and heat transfer phenomena is implemented in a film model approach, based on second order reactions kinetics. The transfer fluxes are calculated using the concentration of the dissolved...

  4. Novel Piperazine-based Gemini and Bola Surfactants

    Institute of Scientific and Technical Information of China (English)

    Qing Shan ZHANG; Hui Miao ZHANG; Bing Nan GUO

    2006-01-01

    A series of piperazine-based Gemini and Bola surfactants were synthesized. Gemini 1and 5 have well surface activities. Their critical micelle concentrations (cmc) is 6.47×10-4 mol/L and 1.17×10-3 mol/L, respectively. Bola surfactants 2 and compound 3, possessing better water solubility, have lower surface activities. Calculation, carried out by MM2 energy minimization,showed that compound with more hydrophobic chains in a spacer of limited length is difficult to be synthesized.

  5. Piperazine side-effects in a patient with pre-existing renal insufficiency

    Directory of Open Access Journals (Sweden)

    Majid Malaki

    2014-01-01

    Full Text Available Piperazine as an antihelminth has many adverse effects, especially on patients with renal insufficiency. We report the use of piperazine in a girl with a moderately severe kidney disease due to Biedl Bardet syndrome. She developed coma and acute kidney injury due to acute interstitial nephritis (AIN, anemia and thrombocytopenia. The presence of fever, proteinuria, acidosis, anemia, sterile pyuria and non-oliguric renal failure strongly suggested AIN. Her problems abated mostly by discontinuing of piperazine and supportive therapy, except anemia and thrombocytopenia.

  6. Opportunities and challenges for direct C–H functionalization of piperazines

    Directory of Open Access Journals (Sweden)

    Zhishi Ye

    2016-04-01

    Full Text Available Piperazine ranks within the top three most utilized N-heterocyclic moieties in FDA-approved small-molecule pharmaceuticals. Herein we summarize the current synthetic methods available to perform C–H functionalization on piperazines in order to lend structural diversity to this privileged drug scaffold. Multiple approaches such as those involving α-lithiation trapping, transition-metal-catalyzed α-C–H functionalizations, and photoredox catalysis are discussed. We also highlight the difficulties experienced when successful methods for α-C–H functionalization of acyclic amines and saturated mono-nitrogen heterocyclic compounds (such as piperidines and pyrrolidines were applied to piperazine substrates.

  7. Heteroleptic titanium(IV) catecholato/piperazine systems and their anti-cancer properties.

    Science.gov (United States)

    Hancock, Stuart L; Gati, Rachel; Mahon, Mary F; Tshuva, Edit Y; Jones, Matthew D

    2014-01-21

    In this paper we report the synthesis and full characterisation of a range of Ti(IV)-catecholato systems complexed to piperazine or homopiperazine salan ligands. The steric/electronic environment of the catecholate moiety has been varied and the effect this has on cytotoxicity discussed. It was observed that the 7-membered homopiperazine complexes are more stable to hydrolysis than their piperazine cousins in biological media. In general the homopiperazine complexes show higher cytotoxicity than the piperazine complexes, with the most cytotoxic complex exhibiting IC50 (μM) values of 3 ± 0.5 μM (HT-29) and 4 ± 1 μM (OVCAR).

  8. Characterization of inward-rectifier K+ channel inhibition by antiarrhythmic piperazine.

    Science.gov (United States)

    Xu, Yanping; Lu, Zhe

    2004-12-14

    Strong inward-rectifier K(+) (Kir) channels play a significant role in shaping the cardiac action potential: they help produce its long plateau and accelerate its rate of repolarization. Consequently, genetic deletion of the gene encoding the strongly rectifying K(+) channel IRK1 (Kir2.1) prolongs the cardiac action potential in mice. In principle, broadening the action potential lengthens the refractory period, which may in turn be antiarrhythmogenic. Interestingly, previous studies showed that piperazine, an inexpensive and safe anthelmintic, both inhibits IRK1 channels and is antiarrhythmic in some animal preparations. This potential pharmacological benefit motivated us to further characterize the energetic, kinetic, and molecular properties of IRK1 inhibition by piperazine. We show how its blocking characteristics, in particular, its shallow voltage dependence, allow piperazine to be effective even in the presence of high-affinity polyamine blockers. We also examine the channel selectivity of piperazine and its molecular determinants.

  9. Solids Modelling and Capture Simulation of Piperazine in Potassium Solvents

    DEFF Research Database (Denmark)

    Fosbøl, Philip Loldrup; Maribo-Mogensen, Bjørn; Thomsen, Kaj

    2012-01-01

    Piperazine is an amine which is used both as an activator or promoter, but also as active component in CO2 capture solvents. High concentrations are being formulated to draw benefit of the PZ properties. This results in a risk of precipitation of PZ and other solid phases during capture. It could...... be a benefit to the capture process, but it could also result in unforeseen situations of potential hazardous operation, clogging, equipment failure etc.Security of the PZ process needs to be in focus. Flow assurance requires additional attention, especially due to the precipitation phenomenon. This entails...... equilibrium (VLE) calculation, heat capacity determination, and similar thermodynamic properties. It especially allows for determination of solid liquid equilibria (SLE) and heat of absorption/heat of desorption which are core variables in the determination of energy requirements for CO2 capture. In this work...

  10. Ionexchanged film materials on basis of oligoepichlorohydrined epoxide and piperazine

    Directory of Open Access Journals (Sweden)

    Konstantyn E. Varlan

    2014-12-01

    Full Text Available The film materials with ion-exchanged properties on the basis of the polymer, obtained by condensation of oligoepichlorohydrined epoxide and piperazine with the subsequent chemical modification have been synthesized. Compounds which have different thermodynamic affinity with the polymer and each other have been used as modifiers. It has been shown that the possibility of overcoming the lack of compatibility of the components by selection of the order of their combination. The result of the combination can be predicted by the Hildebrand parameter values of the ingredients, intermediate products and prepolymers based on them. The properties of synthesized materials can be adjusted by selection of combinations of chemical modifiers: toluilenediisocyanate, epoxyed soybean oil and tetraethoxysilane.

  11. Solvent effects in the reaction between piperazine and benzyl bromide

    Indian Academy of Sciences (India)

    S Ranga Reddy; P Manikyamba

    2007-11-01

    The reaction between piperazine and benzyl bromide was studied conductometrically and the second order rate constants were computed. These rate constants determined in 12 different protic and aprotic solvents indicate that the rate of the reaction is influenced by electrophilicity (), hydrogen bond donor ability () and dipolarity/polarizability (*) of the solvent. The LSER derived from the statistical analysis indicates that the transition state is more solvated than the reactants due to hydrogen bond donation and polarizability of the solvent while the reactant is more solvated than the transition state due to electrophilicity of the solvent. Study of the reaction in methanol, dimethyl formamide mixtures suggests that the rate is maximum when dipolar interactions between the two solvents are maximum.

  12. Synthesis and characterization of Fe(III)-piperazine-derived complexes encapsulated in zeolite Y

    Energy Technology Data Exchange (ETDEWEB)

    Berezuk, Marcio E., E-mail: berezuk@utfpr.edu.br [Universidade Tecnologica Federal do Parana (UTFPR), Apucarana, PR (Brazil); Paesano Junior, Andrea [Dept. de Fisica, Universidade Estadual de Maringa, Maringa, (Brazil); Carvalho, Nakedia M.F. [Departament of Chemistry, Massachusetts Institute of Technology, Cambridge, MA (United States); Horn Junior, Adolfo; Arroyo, Pedro A. [Laboratorio de Ciencias Quimicas, Universidade Estadual do Norte Fluminense (UENF), Campos dos Goytacazes, RJ (Brazil); Cardozo-Filho, Lucio [Dept. de Engenharia Quimica, Universidade Estadual de Maringa, PR (Brazil)

    2012-07-01

    Zeolite-encapsulated complexes have been widely applied in hydrocarbon oxidation catalysis. The 'ship-in-a-bottle' encapsulation of iron(III) complexes containing piperazine and piperazine-derivative ligands in zeolite-Y is described. The flexible ligand methodology was employed and the efficiency and reproducibility of the procedure was investigated. The catalysts were characterized employing several techniques and the results indicate the presence of coordinated and uncoordinated iron(III) ions inside and outside the zeolitic cage. (author)

  13. Silicon Amine Reagents for the Photocatalytic Synthesis of Piperazines from Aldehydes and Ketones.

    Science.gov (United States)

    Hsieh, Sheng-Ying; Bode, Jeffrey W

    2016-05-06

    Silicon amine protocol (SLAP) reagents for photocatalytic cross-coupling with aldehydes and ketones to form N-unprotected piperazines have been developed. This blue light promoted process tolerates a wide range of heteroaromatic, aromatic, and aliphatic aldehydes and structurally and stereochemically complex SLAP reagents. It provides a tin-free alternative to SnAP (tin amine protocol) reagents for the synthesis of substituted piperazines.

  14. 1,1′-(Piperazine-1,4-diyldipropan-2-ol

    Directory of Open Access Journals (Sweden)

    Murat Türkyılmaz

    2011-07-01

    Full Text Available The asymmetric unit of the crystal contains one-fourth of the title compound, C10H22N2O2, with the centre of the piperazine ring located at a site of 2/m symmetry. The piperazine ring adopts a chair conformation. The methine and methylene C atoms of the 2-hydroxypropyl groups show symmetry-imposed disorder over two equally occupied and mutually exclusive sets of positions. Only intramolecular O—H...N contacts are observed.

  15. Molecular Dynamics Simulation Studies of Piperazine Activated MDEA Absorption Solution with Methane and Carbon Dioxide

    OpenAIRE

    2010-01-01

    Regenerative chemical absorption process is widely used in industry for removal of carbon dioxide from natural gas, with activated aqueous solutions of alkanolamines considered a beneficial blend. One of the most promising blends is the aqueous mixture of methyldiethanolamine (MDEA) activated by small amount of piperazine, due to the fairly high rate of reaction of piperazine as a cyclic diamine with carbon dioxide and the low heat of regeneration of MDEA as a te...

  16. Synthesis and characterization of Fe(III-piperazine-derived complexes encapsulated in zeolite Y

    Directory of Open Access Journals (Sweden)

    Márcio E. Berezuk

    2012-01-01

    Full Text Available Zeolite-encapsulated complexes have been widely applied in hydrocarbon oxidation catalysis. The "ship-in-a-bottle" encapsulation of iron(III complexes containing piperazine and piperazine-derivative ligands in zeolite-Y is described. The flexible ligand methodology was employed and the efficiency and reproducibility of the procedure was investigated. The catalysts were characterized employing several techniques and the results indicate the presence of coordinated and uncoordinated iron(III ions inside and outside the zeolitic cage.

  17. The 1:2 Complex of Piperazine with Some Phenols:Hydrogen Bonding Pattern Involved in Transition States in Solution

    Institute of Scientific and Technical Information of China (English)

    2000-01-01

    A novel model for the 1: 2 complex of piperazine with some phenols in solution is established and verified. In CDCl3 solution, one piperazine molecule is tied to two phenol molecules by hydrogen bonds of O-H---N and N-H---O. And the protons of >NH and -OH groups exchange quickly and simultaneously between the atoms of phenol oxygen and piperazine nitrogen.

  18. Microwave-assisted synthesis of new N4-[bi-(4-fluorophenyl)-methyl]-piperazine thiosemicarbazones under solvent-free conditions

    Institute of Scientific and Technical Information of China (English)

    Qing Han Li; Zhi Gang Zhao

    2008-01-01

    Six new N4-[bi-(4-fluorophenyl)-methyl]-piperazine thiosemicarbazones 3a-f have been prepared starting from [bi-(4-fluor-ophenyl)-methyl]-piperazine in solvent-free condition under microwave irradiation with excellent yields. Their structures have been determined by elemental analysis, IR, MS and 1H NMR data.

  19. Synthesis and action on the central nervous system of mescaline analogues containing piperazine or homopiperazine rings.

    Science.gov (United States)

    Majchrzak, M W; Kotełko, A; Guryn, R; Lambert, J B; Szadowska, A; Kowalczyk, K

    1983-03-01

    Structural juxtaposition of the 3,4,5-trimethoxyphenyl group in the same molecule with a piperazine or homopiperazine ring has been realized in a series of mescaline analogues (I-IV) as part of an investigation into the pharmacological properties of the seven-membered perhydro-1,4-diazepines (homopiperazines). The analogous six-membered piperazines were synthesized and tested as reference substances to determine whether the seven-membered ring conveyed special properties. A variety of pharmacological tests of action on the CNS showed that replacement of the amino group in mescaline by the heterocycles significantly alters the biological activity. In particular, both the piperazine and the homopiperazine derivatives displayed sedative activity to about the same extent.

  20. Synthesis of Azole-containing Piperazine Derivatives and Evaluation of their Antibacterial, Antifungal and Cytotoxic Activities

    Energy Technology Data Exchange (ETDEWEB)

    Gan, Lin Ling; Fang, Bo; Zhou, Cheng He [Southwest University, Chongqing (China)

    2010-12-15

    A series of azole-containing piperazine derivatives have been designed and synthesized. The obtained compounds were investigated in vitro for their antibacterial, antifungal and cytotoxic activities. The preliminary results showed that most compounds exhibited moderate to significant antibacterial and antifungal activities in vitro. 1-(4-((4-chlorophenyl) (phenyl)methyl)piperazin-1-yl)-2-(1H-imidazol-1-yl)ethanone and 1-(4-((4-Chlorophenyl)(phenyl)methyl)piperazin-1- yl)-2-(2-phenyl-1H-imidazol-1-yl)ethanone gave remarkable and broad-spectrum antimicrobial efficacy against all tested strains with MIC values ranging from 3.1 to 25 μg/mL, and exhibited comparable activities to the standard drugs chloramphenicol and fluconazole in clinic. Moreover, 2-((4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)methyl)- 1H-benzo[d]imidazole was found to be the most effective in vitro against the PC-3 cell line, reaching growth inhibition values (36.4, 60.1 and 76.5%) for each tested concentration: 25 μM, 50 μM and 100 μM in dose-dependent manner. The results also showed that the azole ring had noticeable effect on their antimicrobial and cytotoxic activities, and imidazole and benzimidazole moiety were much more favourable to biological activity than 1,2,4-triazole.

  1. Rhodium-catalyzed asymmetric ring opening of azabenzonorbornadiene with substituted piperazine nucleophiles

    Institute of Scientific and Technical Information of China (English)

    Lei Xie; Ding Qiao Yang; Shuang Qi Zhao; Huan Wang; Li Hua Liang; Ren Shi Luo

    2007-01-01

    We have developed an asymmetric ring opening reaction of azabenzonorbornadiene with substituted piperazine. By increasing the amount of catalyst (from 2.5 to 5%) and ligands (5 to 10%) as well as addition of ammonium iodide, the products can be obtained in high yield and the reaction time shortened dramatically, but the ee values were rather low.

  2. 21 CFR 520.1242c - Levamisole hydrochloride and piperazine dihydrochloride.

    Science.gov (United States)

    2010-04-01

    ... 21 Food and Drugs 6 2010-04-01 2010-04-01 false Levamisole hydrochloride and piperazine dihydrochloride. 520.1242c Section 520.1242c Food and Drugs FOOD AND DRUG ADMINISTRATION, DEPARTMENT OF HEALTH AND HUMAN SERVICES (CONTINUED) ANIMAL DRUGS, FEEDS, AND RELATED PRODUCTS ORAL DOSAGE FORM NEW ANIMAL DRUGS § 520.1242c Levamisole hydrochloride...

  3. Thermal decomposition reactions of cotton fabric treated with piperazine-phosphonates derivatives as a flame retardant

    Science.gov (United States)

    There has been a great scientific interest in exploring the great potential of the piperazine-phosphonates in flame retardant (FR) application on cotton fabric by investigating the thermal decomposition of cotton fabric treated with them. This research tries to understand the mode of action of the t...

  4. Energetic evaluation of a power plant integrated with a piperazine-based CO2 capture process

    NARCIS (Netherlands)

    Kvamsdal, H.M.; Romano, M.C.; Ham, L.V. van der; Bonalumi, D.; Os, P.J. van; Goetheer, E.L.V.

    2014-01-01

    Extensive research efforts have been applied to obtain more efficient and less cost-intensive absorption-based processes and solvent systems for CO2capture during the last 15–20 years. High concentratedaqueous solutions of piperazine (PZ) have been suggested as a good replacement for the current ben

  5. Energetic evaluation of a power plant integrated with a piperazine-based CO2 capture process

    NARCIS (Netherlands)

    Kvamsdal, H.M.; Romano, M.C.; Ham, L.V. van der; Bonalumi, D.; Os, P.J. van; Goetheer, E.L.V.

    2014-01-01

    Extensive research efforts have been applied to obtain more efficient and less cost-intensive absorption-based processes and solvent systems for CO2capture during the last 15–20 years. High concentratedaqueous solutions of piperazine (PZ) have been suggested as a good replacement for the current

  6. Piperazine-phosphonate derivatives: their flame retardant and thermal degradation properties on cotton fibers

    Science.gov (United States)

    It has been known that phosphorus-nitrogen system shows greater flame resistance in cotton textiles at a lower level than phosphorus used alone. This research aims to compare the effectiveness of Tetraethyl piperazine-1,4-diyldiphosphonate (TEPP) as a flame retardant (FR) for cotton fabric to a prev...

  7. Solid-phase polyamine synthesis using piperazine and piperidine building blocks

    DEFF Research Database (Denmark)

    Olsen, Christian A; Witt, Matthias; Jaroszewski, Jerzy W;

    2003-01-01

    [reaction: see text]. Polyamines containing piperidine and piperazine moieties have been synthesized on solid support using SN2 alkylation of resin-bound secondary amines with 2-nitrobenzenesulfonates (nosylates). The effect of solvent on this alkylation was investigated. The methodology was empl...

  8. Simulation and multivariable optimization of post-combustion capture using piperazine

    DEFF Research Database (Denmark)

    Gaspar, Jozsef; Fosbøl, Philip Loldrup

    2016-01-01

    Piperazine presents a great potential to develop an energy efficient solvent based CO2 post-combustion capture process. Recently 8 molal piperazine (PZ) has shown promising results, however it faces operational challenges due to limited solid solubility. The operating range can be extended......, to avoid clogging from solid formation. 5 m PZ is the most promising trade-off between energy efficiency and solid-free operation with a specific reboiler duty of 3.22 GJ/t CO2 at 0.34 lean loading. The performance of the process can be further improved by assuming a minimum temperature of 30 °C which...... gives an optimal specific reboiler duty of 3.09 GJ/t CO2 (8 m PZ, 0.334 lean loading) for conditions without advanced heat integration....

  9. Synthesis and anticancer activity evaluation of some benzothiazole-piperazine derivatives.

    Science.gov (United States)

    Gurdal, Enise Ece; Buclulgan, Ebru; Durmaz, Irem; Cetin-Atalay, Rengul; Yarim, Mine

    2015-01-01

    Synthesis, characterization and cytotoxic activities of ten benzothiazole-piperazine derivatives were reported. In vitro cytotoxic activities of compounds were screened against hepatocellular (HUH-7), breast (MCF-7) and colorectal (HCT-116) cancer cell lines by sulphorhodamine B assay. Based on the GI50 values of the compounds, most of the benzothiazole-piperazine derivatives are active against HUH-7, MCF-7 and HCT-116 cancer cell lines. Aroyl substituted compounds 1h and 1j were found to be the most active derivatives. In addition, further investigation of compounds 1h and 1j by Hoechst staining and FACS revealed that these compounds cause apoptosis by cell cycle arrest at subG1 phase.

  10. (4-Piperidinyl)-piperazine: a new platform for acetyl-CoA carboxylase inhibitors.

    Science.gov (United States)

    Chonan, Tomomichi; Oi, Takahiro; Yamamoto, Daisuke; Yashiro, Miyoko; Wakasugi, Daisuke; Tanaka, Hiroaki; Ohoka-Sugita, Ayumi; Io, Fusayo; Koretsune, Hiroko; Hiratate, Akira

    2009-12-01

    Acetyl-CoA carboxylases (ACCs), the rate limiting enzymes in de novo lipid synthesis, play important roles in modulating energy metabolism. The inhibition of ACC has demonstrated promising therapeutic potential for treating obesity and type 2 diabetes mellitus in transgenic mice and preclinical animal models. We describe herein the synthesis and structure-activity relationships of a series of disubstituted (4-piperidinyl)-piperazine derivatives as a new platform for ACC1/2 non-selective inhibitors.

  11. Scalable Synthesis of Piperazines Enabled by Visible-Light Irradiation and Aluminum Organometallics.

    Science.gov (United States)

    Suárez-Pantiga, Samuel; Colas, Kilian; Johansson, Magnus J; Mendoza, Abraham

    2015-11-16

    The development of more active C-H oxidation catalysts has inspired a rapid, scalable, and stereoselective assembly of multifunctional piperazines through a [3+3] coupling of azomethine ylides. A combination of visible-light irradiation and aluminum organometallics is essential to promote this transformation, which introduces visible-light photochemistry of main-group organometallics and sets the basis for new and promising catalysts.

  12. Integration of enabling methods for the automated flow preparation of piperazine-2-carboxamide.

    Science.gov (United States)

    Ingham, Richard J; Battilocchio, Claudio; Hawkins, Joel M; Ley, Steven V

    2014-01-01

    Here we describe the use of a new open-source software package and a Raspberry Pi(®) computer for the simultaneous control of multiple flow chemistry devices and its application to a machine-assisted, multi-step flow preparation of pyrazine-2-carboxamide - a component of Rifater(®), used in the treatment of tuberculosis - and its reduced derivative piperazine-2-carboxamide.

  13. Integration of enabling methods for the automated flow preparation of piperazine-2-carboxamide

    Directory of Open Access Journals (Sweden)

    Richard J. Ingham

    2014-03-01

    Full Text Available Here we describe the use of a new open-source software package and a Raspberry Pi® computer for the simultaneous control of multiple flow chemistry devices and its application to a machine-assisted, multi-step flow preparation of pyrazine-2-carboxamide – a component of Rifater®, used in the treatment of tuberculosis – and its reduced derivative piperazine-2-carboxamide.

  14. Piperazine sulfonamide BACE1 inhibitors: Design, synthesis, and in vivo characterization

    Energy Technology Data Exchange (ETDEWEB)

    Cumming, Jared; Babu, Suresh; Huang, Ying; Carrol, Carolyn; Chen, Xia; Favreau, Leonard; Greenlee, William; Guo, Tao; Kennedy, Matthew; Kuvelkar, Reshma; Le, Thuy; Li, Guoqing; McHugh, Nansie; Orth, Peter; Ozgur, Lynne; Parker, Eric; Saionz, Kurt; Stamford, Andrew; Strickland, Corey; Tadesse, Dawit; Voigta, Johannes; Zhang, Lili; Zhang, Qi (Ligand); (Merck)

    2010-08-17

    With collaboration between chemistry, X-ray crystallography, and molecular modeling, we designed and synthesized a series of novel piperazine sulfonamide BACE1 inhibitors. Iterative exploration of the non-prime side and S2{prime} sub-pocket of the enzyme culminated in identification of an analog that potently lowers peripheral A{beta}{sub 40} in transgenic mice with a single subcutaneous dose.

  15. A case of levocetirizine-induced fixed drug eruption and cross-reaction with piperazine derivatives

    Science.gov (United States)

    Kim, Mi-Yeong; Jo, Eun-Jung; Chang, Yoon-Seok; Cho, Sang-Heon; Min, Kyung-Up

    2013-01-01

    Fixed drug eruption is an uncommon adverse drug reaction caused by delayed cell-mediated hypersensitivity. Levocetirizine is an active (R)-enatiomer of cetirizine and there have been a few reports of fixed drug eruption related to these antihistamines. We experienced a case of levocetirizine-induced fixed drug eruption and cross-reaction with other piperazine derivatives confirmed by patch test. A 73-year-old female patient presented with recurrent generalized itching, cutaneous bullae formation, rash and multiple pigmentation at fixed sites after taking drugs for common cold. She took bepotastine besilate (Talion®) and levocetirizine (Xyzal®) as antihistamine. She took acetaminophen, pseudoephedrine 60 mg / triprolidine 2.5 mg (Actifed®), dihydrocodeinebitartrate 5 mg / di-methylephedrine hydrochloride 17.5 mg / chlorpheniramine maleate 1.5 mg / guaifenesin 50 mg (Codening®) and aluminium hydroxide 200 mg / magnesium carbonate 120 mg (Antad®) at the same time. Patch test was done with suspected drugs and the result was positive with levocetirizine. We additionally performed patch test for other antihistamines such as cetirizine, hydroxyzine, fexofenadine and loratadine. Piperazine derivatives (cetirizine and hydroxyzine) were positive, but piperidine derivatives (fexofenadine and loratadine) were negative to patch test. There was no adverse drug reaction when she was challenged with fexofenadine. We report a case of levocetirizine-induced fixed drug eruption confirmed by patch test. Cross-reactions were only observed in the piperazine derivatives and piperidine antihistamine was tolerant to the patient. PMID:24260733

  16. Multivariable Optimization of the Piperazine CO2 Post-Combustion Process

    DEFF Research Database (Denmark)

    Gaspar, Jozsef; von Solms, Nicolas; Thomsen, Kaj

    2016-01-01

    8 molal piperazine (PZ) is a promising solvent for developing an energy efficient CO2 post-combustion capture process. However, it has a limited operating range due to precipitation. The operating range can be extended by decreasing the piperazine concentration and/or increasing the CO2 loading...... which accounts for precipitation when estimating the heat and mass transfer rates. The results show that the 7 molal piperazine gives the lowest specific reboiler duty at 0.40 CO2 lean loading: 3.32 GJ/t CO2 and 4.05 GJ/t CO2 for the ASC case and NGCC cases. The analysis also reveals that the capture.......2 to 0.6 lean loading, and for two flue gas sources: natural gas combined cycle power plant (NGCC, 3.9 mol% CO2) and a coal based power plant (ASC, 13.25 mol% CO2). Special attention is given to the boundaries where precipitation may occur. The results are created by the hybrid CAPCO2 rate-based model...

  17. Enhanced CO2 Adsorption Affinity in a NbO-type MOF Constructed from a Low-Cost Diisophthalate Ligand with a Piperazine-Ring Bridge.

    Science.gov (United States)

    Mu, Qian; Wang, Haiyan; Li, Liangjun; Wang, Chao; Wang, Ying; Zhao, Xuebo

    2015-09-01

    A metal-organic framework (NPC-6) with an NbO topology based on a piperazine ring-bridged diisophthalate ligand was synthesized and characterized. The incorporated piperazine group leads to an enhanced adsorption affinity for CO2 in NPC-6, in which the CO2 uptake is 4.83 mmol g(-1) at 293 K and 1 bar, ranking among the top values of CO2 uptake on MOF materials. At 0.15 bar and 293 K, the NPC-6 adsorbs 1.07 mmol g(-1) of CO2 , which is about 55.1 % higher than that of the analogue MOF NOTT-101 under the same conditions. The enhanced CO2 uptake combined with comparable uptakes for CH4 and N2 leads to much higher selectivities for CO2 /CH4 and CO2 /N2 gas mixtures on NPC-6 than on NOTT-101. Furthermore, an N-alkylation is used in the synthesis of the PDIA ligand, leading to a much lower cost compared with that in the synthesis of ligands in the NOTT series, as the former does not require a palladium-based catalyst and borate esters. Thus, we conclude that NPC-6 is a promising candidate for CO2 capture applications. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

  18. Quantum Chemical Studies on Solvents for Post-Combustion Carbon Dioxide Capture: Calculation of pKa and Carbamate Stability of Disubtituted Piperazines

    NARCIS (Netherlands)

    Gangarapu, S.; Wierda, G.J.; Marcelis, A.T.M.; Zuilhof, H.

    2014-01-01

    Piperazine is a widely studied solvent for post-combustion carbon dioxide capture. To investigate the possibilities of further improving this process, the electronic and steric effects of CH3, CH2F, CH2OH, CH2NH2, COCH3, and CN groups of 2,5-disubstituted piperazines on the pKa and carbamate

  19. Synthesis and anti-inflammatory effects of new piperazine and ethanolamine derivatives of H(1)-antihistaminic drugs.

    Science.gov (United States)

    Ahmadi, Abbas; Khalili, Mohsen; Nafarie, Ali; Yazdani, Arash; Nahri-Niknafs, Babak

    2012-10-01

    In addition to their antihistamine effects, H1-receptor antagonists possess pharmacological properties that are not uniformly distributed among this class of drugs, such as anti-inflammatory, anti-allergic and antiplatelet activities. In this paper, Cyclizine (1-benzhydryl-4-methyl-piperazine, I), bromodiphenhydramine (2-[(4-bromophenyl)-phenylmethoxy]-N, N-dimethylethanamine, II) and some of their new piperazine and ethanolamine derivatives (III-VIII) inducing changes in substitution of phenyl and amine moieties were synthesized and their acute and chronic antiinflammatory effects were evaluated by standard pharmacological tests. The results showed that substitution of phenyl by tolyl, anisol and cumene groups in piperazine family could remarkably decrease acute inflammation in these new drugs. Also, substitution of dimethylamine by morpholine group could not decrease this inflammation in new synthesized ethanolamine family. But the results from the cotton pellet-induced granuloma formation in rats showed that none of drugs (I-VIII) were effective to reduce the chronic inflammation.

  20. Preparation and Characterization of Impregnated Commercial Rice Husks Activated Carbon with Piperazine for Carbon Dioxide (CO2) Capture

    Science.gov (United States)

    Masoum Raman, S. N.; Ismail, N. A.; Jamari, S. S.

    2017-06-01

    Development of effective materials for carbon dioxide (CO2) capture technology is a fundamental importance to reduce CO2 emissions. This work establishes the addition of amine functional group on the surface of activated carbon to further improve the adsorption capacity of CO2. Rice husks activated carbon were modified using wet impregnation method by introducing piperazine onto the activated carbon surfaces at different concentrations and mixture ratios. These modified activated carbons were characterized by using X-Ray Diffraction (XRD), Brunauer, Emmett and Teller (BET), Fourier Transform Infrared Spectroscopy (FTIR) and Field Emission Scanning Electron Microscopy (FESEM). The results from XRD analysis show the presence of polyethylene butane at diffraction angles of 21.8° and 36.2° for modified activated carbon with increasing intensity corresponding to increase in piperazine concentration. BET results found the surface area and pore volume of non-impregnated activated carbon to be 126.69 m2/g and 0.081 cm3/g respectively, while the modified activated carbons with 4M of piperazine have lower surface area and pore volume which is 6.77 m2/g and 0.015 cm3/g respectively. At 10M concentration, the surface area and pore volume are the lowest which is 4.48 m2/g and 0.0065 cm3/g respectively. These results indicate the piperazine being filled inside the activated carbon pores thus, lowering the surface area and pore volume of the activated carbon. From the FTIR analysis, the presence of peaks at 3312 cm-1 and 1636 cm-1 proved the existence of reaction between carboxyl groups on the activated carbon surfaces with piperazine. The surface morphology of activated carbon can be clearly seen through FESEM analysis. The modified activated carbon contains fewer pores than non-modified activated carbon as the pores have been covered with piperazine.

  1. 4-[Bis(4-fluorophenylmethyl]piperazin-1-ium 2-hydroxybenzoate 2-hydroxybenzoic acid monosolvate

    Directory of Open Access Journals (Sweden)

    A. S. Dayananda

    2012-04-01

    Full Text Available The title compound, C17H19F2N2+·C7H5O3−·C7H6O3, is a co-crystal from 4-[bis(4-fluorophenylmethyl]piperazin-1-ium, salicylate anion and salicylic acid in a 1:1:1 ratio. In addition to an intramolecular O—H...O hydrogen bond, the crystal packing shows hydrogen bonds between the piperazinium cation and salicylate anion (N—H...O, as well as between the salicylic acid molecule and anion (O—H...O, giving rise to a three-dimensional network.

  2. Controllability and flexibility analysis of CO2 post-combustion capture using piperazine and MEA

    DEFF Research Database (Denmark)

    Gaspar, Jozsef; Ricardez-Sandoval, Luis; Jørgensen, John Bagterp

    2016-01-01

    In this study, we developed a decentralized control scheme and investigate the performance of the piperazine (PZ) and monoethanolamine (MEA) CO2 capture process for industrially-relevant operation scenarios. The base for the design of the control schemes is Relative Gain Array (RGA) analysis...... a critical operational bottleneck, especially when PZ is being used. The MEA plant controllers drive the system towards drying out/flooding while the CO2 capture rate performance of the PZ plant reduces drastically in the presence of constraints in the availability of steam. These findings suggest the need...

  3. Synthesis and antimicrobial evaluation of new chalcones containing piperazine or 2,5-dichlorothiophene moiety.

    Science.gov (United States)

    Tomar, V; Bhattacharjee, G; Kamaluddin; Kumar, Ashok

    2007-10-01

    Two new series of chalcones have been synthesized by reacting 1-(4-piperazin-1-yl-phenyl)ethanone and 1-(2,5-dichloro-3-thienyl)-1-ethanone with different substituted benzaldehydes in turn by Claisen-Schmidt condensation. The compounds have been characterized by IR, (1)H NMR spectral and microanalysis data. All the synthesized compounds have been evaluated for antimicrobial activity. Some of these derivatives are potentially active against Gram-positive bacteria, Staphylococcus aureus and Escherichia coli while the most potent compound (1) in this study showed MIC(50) value of 2.22 microg/mL against Candida albicans.

  4. New Piperazine Derivatives Synthesized from Thio-Substituted Polyhalogeno-2-nitro-1,3-butadienes

    Directory of Open Access Journals (Sweden)

    S. Goksin Aydinli

    2010-01-01

    Full Text Available It is known that polyhalogeno-nitro-1,3-butadienes are important starting materials for the synthesis of polyfunctionalized bioactive heterocycles. Novel N,S-substituted nitrobutadienes (4a-j were synthesized from the reaction of the monothio-substituted nitrodiene derivatives (2a and (2b with some piperazine derivatives. These new compounds are stable and the structures of these products were characterized by spectroscopic data. The structure of the novel N,S-substituted nitrodiene compound (4g synthesized in this study was also elucidated by single crystal x-ray analysis.

  5. Measurement and Modelling of the Piperazine Potassium Carbonate Solutions for CO2 Capture

    DEFF Research Database (Denmark)

    Fosbøl, Philip Loldrup; Thomsen, Kaj; Waseem Arshad, Muhammad

    The climate is in a critical state due to the impact of pollution by CO2 and similar greenhouse gasses. Action needs to be taken in order reduce the emission of harmful components. CO2 capture is one process to help the world population back on track in order to return to normal condition, obtain...... with the purpose of simulating the CO2 capture process. This involves equilibrium studies on physical properties in the activated carbonate solvent. Energy consumption while applying the promoted carbonate solutions using piperazine is given in overview.......The climate is in a critical state due to the impact of pollution by CO2 and similar greenhouse gasses. Action needs to be taken in order reduce the emission of harmful components. CO2 capture is one process to help the world population back on track in order to return to normal condition......, obtaining a sustainable use of natural organic resources. In this work the solid solubility has been measured for the promoted hot carbonate process using piperazine and K2CO3/KHCO3. It entails a comparison of several newly developed methods in order to guarantee the accuracy of determined experimental work...

  6. Practical enhancement factor model based on GM for multiple parallel reactions: Piperazine (PZ) CO2 capture

    DEFF Research Database (Denmark)

    Gaspar, Jozsef; Fosbøl, Philip Loldrup

    2017-01-01

    Reactive absorption is a key process for gas separation and purification and it is the main technology for CO2 capture. Thus, reliable and simple mathematical models for mass transfer rate calculation are essential. Models which apply to parallel interacting and non-interacting reactions, for all......, desorption and pinch conditions.In this work, we apply the GM model to multiple parallel reactions. We deduce the model for piperazine (PZ) CO2 capture and we validate it against wetted-wall column measurements using 2, 5 and 8 molal PZ for temperatures between 40 °C and 100 °C and CO2 loadings between 0.......23 and 0.41 mol CO2/2 mol PZ. We show that overall second order kinetics describes well the reaction between CO2 and PZ accounting for the carbamate and bicarbamate reactions. Here we prove the GM model for piperazine and MEA but we expect that this practical approach is applicable for various amines...

  7. (4-(Bis(4-fluorophenyl)methyl)piperazin-1-yl)(cyclohexyl)methanone hydrochloride (LDK1229): a new cannabinoid CB1 receptor inverse agonist from the class of benzhydryl piperazine analogs.

    Science.gov (United States)

    Mahmoud, Mariam M; Olszewska, Teresa; Liu, Hui; Shore, Derek M; Hurst, Dow P; Reggio, Patricia H; Lu, Dai; Kendall, Debra A

    2015-02-01

    Some inverse agonists of cannabinoid receptor type 1 (CB1) have been demonstrated to be anorectic antiobesity drug candidates. However, the first generation of CB1 inverse agonists, represented by rimonabant (SR141716A), otenabant, and taranabant, are centrally active, with a high level of psychiatric side effects. Hence, the discovery of CB1 inverse agonists with a chemical scaffold distinct from these holds promise for developing peripherally active CB1 inverse agonists with fewer side effects. We generated a new CB1 inverse agonist, (4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)(cyclohexyl)methanone hydrochloride (LDK1229), from the class of benzhydryl piperazine analogs. This compound binds to CB1 more selectively than cannabinoid receptor type 2, with a Ki value of 220 nM. Comparable CB1 binding was also observed by analogs 1-[bis(4-fluorophenyl)methyl]-4-cinnamylpiperazine dihydrochloride (LDK1203) and 1-[bis(4-fluorophenyl)methyl]-4-tosylpiperazine hydrochloride (LDK1222), which differed by the substitution on the piperazine ring where the piperazine of LDK1203 and LDK1222 are substituted by an alkyl group and a tosyl group, respectively. LDK1229 exhibits efficacy comparable with SR141716A in antagonizing the basal G protein coupling activity of CB1, as indicated by a reduction in guanosine 5'-O-(3-thio)triphosphate binding. Consistent with inverse agonist behavior, increased cell surface localization of CB1 upon treatment with LDK1229 was also observed. Although docking and mutational analysis showed that LDK1229 forms similar interactions with the receptor as SR141716A does, the benzhydryl piperazine scaffold is structurally distinct from the first-generation CB1 inverse agonists. It offers new opportunities for developing novel CB1 inverse agonists through the optimization of molecular properties, such as the polar surface area and hydrophilicity, to reduce the central activity observed with SR141716A.

  8. Excretion of N-mononitrosopiperazine after low level exposure to piperazine in air: effects of dietary nitrate and ascorbate

    Energy Technology Data Exchange (ETDEWEB)

    Bellander, T.; Osterdahl, B.G.; Hagmar, L.

    1988-04-01

    The secondary amine piperazine may be nitrosated in vivo, following oral intake or occupational exposure by inhalation. The suspected carcinogen N-mononitrosopiperazine could be formed in the human stomach, and in part excreted in the urine. In this study, 0.4 microgram N-mononitrosopiperazine, determined by gas chromatography-Thermal Energy Analysis, was observed in the urine in one of four volunteers, at an experimental exposure by inhalation of 0.3 mg piperazine/m3. The intake of spinach and beetroot caused an increased nitrosation of piperazine, and up to 1.7 microgram N-mononitrosopiperazine was excreted in the urine in the four individuals. This excretion indicates that about 5% of the absorbed piperazine dose was converted to N-mononitrosopiperazine. With the same nitrate-rich diet, but with the addition of citrus fruits and fresh vegetables, the highest excretion was 0.6 microgram N-mononitrosopiperazine. The excretion was significantly correlated with the ratio between the maximum level of nitrite in saliva and the ascorbate level in plasma. There was also a significant interindividual variation. N,N'-Dinitrosopiperazine was not found in any sample of urine.

  9. Novel Substituted Heteroaromatic Piperazine and Piperidine Derivatives as Inhibitors of Human Enterovirus 71 and Coxsackievirus A16

    Directory of Open Access Journals (Sweden)

    Xian Zhang

    2013-04-01

    Full Text Available A series of substituted heteroaromatic piperazine and piperidine derivatives were found through virtual screening based on the structure of human enterovirus 71 capsid protein VP1. The preliminary biological evaluation revealed that compounds 8e and 9e have potent activity against EV71 and Coxsackievirus A16 with low cytotoxicity.

  10. DNA interactions of new cytotoxic tetrafunctional dinuclear platinum complex trans,trans-[{PtCl2(NH3)}2(piperazine)].

    Science.gov (United States)

    Brabec, Viktor; Christofis, Petros; Slámová, Martina; Kostrhunová, Hana; Nováková, Olga; Najajreh, Yousef; Gibson, Dan; Kaspárková, Jana

    2007-06-15

    A new tetrafunctional dinuclear platinum complex trans,trans-[{PtCl2(NH3)}2(piperazine)] with sterically rigid linking group was designed, synthesized and characterized. In this novel molecule, the DNA-binding features of two classes of the platinum compounds with proven antitumor activity are combined, namely trans oriented bifunctional mononuclear platinum complexes with a heterocyclic ligand and polynuclear platinum complexes. DNA-binding mode of this new complex was analyzed by various methods of molecular biology and biophysics. The complex coordinates DNA in a unique way and interstrand and intrastrand cross-links are the predominant lesions formed in DNA in cell-free media and in absence of proteins. An intriguing aspect of trans,trans-[{PtCl2(NH3)}2(piperazine)] is that, using a semi-rigid linker, interstrand cross-linking is diminished relative to other dinuclear platinum complexes with flexible linking groups and lesions that span several base pairs, such as tri- and tetrafunctional adducts, become unlikely. In addition, in contrast to the inability of trans,trans-[{PtCl2(NH3)}2(piperazine)] to cross-link two DNA duplexes, the results of the present work convincingly demonstrate that this dinuclear platinum complex forms specific DNA lesions which can efficiently cross-link proteins to DNA. The results substantiate the view that trans,trans-[{PtCl2(NH3)}2(piperazine)] or its analogues could be used as a tool for studies of DNA properties and their interactions or as a potential antitumor agent. The latter view is also corroborated by the observation that trans,trans-[{PtCl2(NH3)}2(piperazine)] is a more effective cytotoxic agent than cisplatin against human tumor ovarian cell lines.

  11. Copper(I) cyanide networks: synthesis, structure, and luminescence behavior. Part 2. Piperazine ligands and hexamethylenetetramine.

    Science.gov (United States)

    Lim, Mi Jung; Murray, Courtney A; Tronic, Tristan A; deKrafft, Kathryn E; Ley, Amanda N; deButts, Jordan C; Pike, Robert D; Lu, Haiyan; Patterson, Howard H

    2008-08-04

    A variety of photoluminescent, and in some cases thermochromic, metal-organic networks of CuCN were self-assembled in aqueous reactions with amine ligands: (CuCN) 2(Pip) ( 1a), (CuCN) 20(Pip) 7 ( 1b), (CuCN) 7(MePip) 2 ( 2), (CuCN) 2(Me 2Pip) ( 3a), (CuCN) 4(Me 2Pip) ( 3b), (CuCN) 7(EtPip) 2 ( 4), (CuCN) 4(Et 2Pip) ( 5), (CuCN) 3(BzPip) 2 ( 6a), (CuCN) 5(BzPip) 2 ( 6b), (CuCN) 7(BzPip) 2 ( 6c), (CuCN) 4(BzPip) ( 6d), (CuCN) 2(Bz 2Pip) ( 7), (CuCN)(Ph 2CHPip) ( 8a), (CuCN) 2(Ph 2CHPip) ( 8b), (CuCN) 3(HMTA) 2 ( 9a), (CuCN) 5(HMTA) 2 ( 9b), and (CuCN) 5(HMTA) ( 9c) (Pip = piperazine, MePip = N-methylpiperazine, Me 2Pip = N, N'-dimethylpiperazine, EtPip = N-ethylpiperazine, Et 2Pip = N, N'-diethylpiperazine, BzPip = N-benzylpiperazine, Bz 2Pip = N, N'-dibenzylpiperazine, Ph 2CHPip = N-(diphenylmethyl)piperazine, and HMTA = hexamethylenetetramine). New X-ray structures are reported for 1b, 2, 3b, 4, 5, 6a, 6d, 7, 8b, 9b, and 9c. An important structural theme is the formation of (6,3) (CuCN) 2(piperazine) sheets with or without threading of independent CuCN chains. Strong luminescence at ambient temperature is observed for all but complexes 6 and 7. All luminescent compounds show a broad emission band in the blue region at about 450 nm attributable to metal-to-ligand charge transfer behavior based on the large Stokes shift between excitation and emission maxima. 3, 8, and 9 are thermochromic due to an additional lower energy emission band, which is absent at 77 K.

  12. Design, synthesis, pharmacological evaluation and computational studies of 1-(biphenyl-4-yl)-2-[4-(substituted phenyl)-piperazin-1-yl]ethanones as potential antipsychotics.

    Science.gov (United States)

    Bhosale, Sharad H; Kanhed, Ashish M; Dash, Radha Charan; Suryawanshi, Mugdha R; Mahadik, K R

    2014-03-03

    This article describes the design of biphenyl moiety linked with aryl piperazine and syntheses of fourteen 1-(biphenyl-4-yl)-2-[4-(substituted phenyl)-piperazin-1-yl]ethanone derivatives along with their pharmacological evaluation for antipsychotic activity and computational studies including quantitative structure activity relationship (QSAR) and descriptor based similarity study. All compounds were found to exhibit considerable anti-dopaminergic and anti-serotonergic activity in behavioural models. Among all derivatives, compound 1-(biphenyl-4-yl)-2-[4-(2-methoxyphenyl)-piperazin-1-yl]ethanone (3c) and 1-(biphenyl-4-yl)-2-[4-(2,3-dichlorophenyl)-piperazin-1-yl]ethanone (3k) showed impressive antipsychotic profile with lower potency for catalepsy induction. These results were found to be sturdily matching with docking study in designing of compounds with homology model of human dopamine D2 receptor. Also the QSAR study strongly supports the obtained results.

  13. Synthesis and evaluation of radiolabeled piperazine derivatives of vesamicol as SPECT agents for cholinergic neurons

    Energy Technology Data Exchange (ETDEWEB)

    Bando, Kazunori E-mail: bkazunori@drl.co.jp; Taguchi, Kazumi; Ginoza, Yasushi; Naganuma, Tomoyoshi; Tanaka, Yoshitomo; Koike, Katsuo; Takatoku, Keizo

    2001-04-01

    To diagnose and investigate neurodegenerative diseases affecting cholinergic neuron density, piperazine derivatives of vesamicol were synthesized and evaluated. Previously, we reported that trans-5-iodo-2-hydroxy-3-[4-phenylpiperazinyl] tetralin (DRC140, 1) possessed high selectivity for vesicular acetylcholine transporter (VAChT). In present study of the effect of alkyl substituents, we observed that the introduction of a methyl group into the ortho or meta positions of the phenyl group of 1 increased affinity for VAChT. trans-5-Iodo-2-hydroxy-3-[4-[2-methylphenyl] piperazinyl]tetralin (2) displayed high affinity and specificity for VAChT. The regional distributions of radioactivity in the rat brain correlated well with known patterns of central cholinergic innervation. [{sup 123}I]2 is a potentially useful compound for SPECT imaging.

  14. Inhibition of adenovirus replication by a trisubstituted piperazin-2-one derivative

    Science.gov (United States)

    Sanchez-Cespedes, Javier; Moyer, Crystal L.; Whitby, Landon R.; Boger, Dale L.; Nemerow, Glen R.

    2014-01-01

    The number of disseminated adenovirus (Ad) infections continues to increase mostly due to the growing use of immunosuppressive treatments. Recipients of solid organ or hematopoietic stem cell transplants, mainly in pediatric units, exhibit a high morbidity and mortality due to these infections. Unfortunately, there are no Ad-specific antiviral drugs currently approved for medical use. To address this situation, we used high-throughput screening (HTS) of synthetic small molecule libraries to identify compounds that restrict Ad infection. Among the more than 25,000 compounds screened, we identified a hit compound that significantly inhibited Ad infection. The compound (15D8) is a trisubstituted piperazin-2-one derivative that showed substantial antiviral activity with little or no cytotoxicity at low micromolar concentrations. Compound 15D8 selectively inhibits Ad DNA replication in the nucleus, providing a potential candidate for the development of a new class of antiviral compounds to treat Ad infections. PMID:24907427

  15. Inhibition of adenovirus replication by a trisubstituted piperazin-2-one derivative.

    Science.gov (United States)

    Sanchez-Cespedes, Javier; Moyer, Crystal L; Whitby, Landon R; Boger, Dale L; Nemerow, Glen R

    2014-08-01

    The number of disseminated adenovirus (Ad) infections continues to increase mostly due to the growing use of immunosuppressive treatments. Recipients of solid organ or hematopoietic stem cell transplants, mainly in pediatric units, exhibit a high morbidity and mortality due to these infections. Unfortunately, there are no Ad-specific antiviral drugs currently approved for medical use. To address this situation, we used high-throughput screening (HTS) of synthetic small molecule libraries to identify compounds that restrict Ad infection. Among the more than 25,000 compounds screened, we identified a hit compound that significantly inhibited Ad infection. The compound (15D8) is a trisubstituted piperazin-2-one derivative that showed substantial antiviral activity with little or no cytotoxicity at low micromolar concentrations. Compound 15D8 selectively inhibits Ad DNA replication in the nucleus, providing a potential candidate for the development of a new class of antiviral compounds to treat Ad infections.

  16. Supramolecular Assemblies Using Piperazine with Dicarboxylic Acids and Hydroxy-carboxylic Acids

    Institute of Scientific and Technical Information of China (English)

    CHEN Zi-Yun; PENG Meng-Xia

    2008-01-01

    The molecular self-assembly of piperazine (pip) with 1,4-cyclohexanedicarboxylic acid (H2chda),m-phthalic acid (H2mpda),6-hydroxy-2-naphthalic acid (Hohna) and 1-hydroxy-2-naphthalic acid (Hshna) results in four new supramolecular networks formulated as H2pip·chda (1),H2pip·2Hmpda (2),HEpip·ohna·2H2O(3) and H2pip·shna (4),respectively.Single-crystal X-ray diffraction study reveals that compounds 1--3 are three-dimensional supramolecular networks,while 4 has a one-dimensional hydrogen-bonded chain-based structure,with CCDC:672051 (1),672052 (2),672053 (3) and 672054 (4).

  17. Synthesis and pharmacological evaluation of piperidine (piperazine)-substituted benzoxazole derivatives as multi-target antipsychotics.

    Science.gov (United States)

    Huang, Ling; Zhang, Wenjun; Zhang, Xiaohua; Yin, Lei; Chen, Bangyin; Song, Jinchun

    2015-11-15

    The present study describes the optimization of a series of novel benzoxazole-piperidine (piperazine) derivatives combining high dopamine D2 and serotonin 5-HT1A, 5-HT2A receptor affinities. Of these derivatives, the pharmacological features of compound 29 exhibited high affinities for the DA D2, 5-HT1A and 5-HT2A receptors, but low affinities for the 5-HT2C and histamine H1 receptors and human ether-a-go-go-related gene (hERG) channels. Furthermore, compound 29 reduced apomorphine-induced climbing and 1-(2,5-dimethoxy-4-iodophenyl)-2-aminopropane (DOI)-induced head twitching without observable catalepsy, even at the highest dose tested. Thus, compound 29 is a promising candidate as a multi-target antipsychotic treatment.

  18. Iridium‐Catalyzed Condensation of Amines and Vicinal Diols to Substituted Piperazines

    DEFF Research Database (Denmark)

    Lorentz-Petersen, Linda Luise Reeh; Nordstrøm, Lars Ulrik Rubæk; Madsen, Robert

    2012-01-01

    additives and only produces water as the byproduct. The reaction can be performed between a 1,2‐diamine and a 1,2‐diol or by a double condensation between a primary alkylamine and a 1,2‐diol. At least one substituent is required on the piperazine ring to achieve the cyclization in good yield. The mechanism...... is believed to involve dehydrogenation of the 1,2‐diol to the α‐hydroxy aldehyde, which condenses with the amine to form the α‐hydroxy imine. The latter rearranges to the corresponding α‐amino carbonyl compound, which then reacts with another amine followed by reduction of the resulting imine....

  19. First-principles assessment of CO2 capture mechanisms in aqueous piperazine solution.

    Science.gov (United States)

    Stowe, Haley M; Paek, Eunsu; Hwang, Gyeong S

    2016-09-14

    Piperazine (PZ) and its blends have emerged as attractive solvents for CO2 capture, but the underlying reaction mechanisms still remain uncertain. Our study particularly focuses on assessing the relative roles of PZCOO(-) and PZH(+) produced from the PZ + CO2 reaction. PZCOO(-) is found to directly react with CO2 forming COO(-)PZCOO(-), whereas PZH(+) will not. However, COO(-)PZCOO(-) appears very unlikely to be produced in thermodynamic equilibrium with monocarbamates, suggesting that its existence would predominantly originate from the surface reaction that likely occurs. We also find production of H(+)PZCOO(-) to be more probable with increasing CO2 loading, due partly to the thermodynamic favorability of the PZH(+) + PZCOO(-) → H(+)PZCOO(-) + PZ reaction; the facile PZ liberation may contribute to its relatively high CO2 absorption rate. This study highlights an accurate description of surface reaction and the solvent composition effect is critical in thermodynamic and kinetic models for predicting the CO2 capture processes.

  20. Piperazine/N-methylpiperazine/N,N’-dimethylpiperazine as an Aqueous Solvent for Carbon Dioxide Capture

    Directory of Open Access Journals (Sweden)

    Freeman Stephanie A.

    2014-09-01

    Full Text Available A blend of piperazine (PZ, N-methylpiperazine (MPZ and N,N’-dimethylpiperazine (DMPZ is described as a novel CO2 capture solvent for aqueous absorption-stripping. This blend provides improved solid solubility and heat of absorption compared to concentrated PZ. No insolubility was observed for regions of high CO2 loading, unlike PZ solvents. The blend performed like concentrated PZ in terms of CO2 capacity and CO2 absorption rate, both of which were more than double that of a traditional 7 molal (30 wt% MonoEthanolAmine (MEA. Thermal equilibrium was established between the three constituent amines that increases the thermal stability compared to traditional blended solvents. The primary drawback of this novel solvent system is enhanced amine volatility at absorber conditions compared with both concentrated PZ and MEA.

  1. Efficacy of fenbendazole and piperazine against developing stages of toxocara and toxascaris in dogs.

    Science.gov (United States)

    Fisher, M A; Jacobs, D E; Hutchinson, M J; Abbott, E M

    1993-05-08

    In a series of controlled trials involving 59 naturally infected greyhounds, fenbendazole at a dose rate of 50 mg/kg/day for three consecutive days reduced the overall numbers of third and fourth stage Toxocara canis by 94.0 per cent and third stage, fourth stage and immature adult stages of Toxascaris leonina by 92.4 per cent. In contrast, piperazine at 100 mg/kg had little or no useful effect against the larval stages of T canis and T leonina and variable efficacy against immature adult T leonina. Fenbendazole was also 100 per cent effective against immature Trichuris vulpis. In a separate controlled experiment, puppies in three litters exposed to reinfection with T canis were treated with fenbendazole at two weeks old and again only after their mean faecal egg counts exceeded 200 epg. Between one and three doses were required to suppress the output of eggs during the puppies' first 12 weeks of life.

  2. Synthesis of Some Unique Carbamate Derivatives bearing 2-Furoyl-1-piperazine as a Valuable Therapeutic Agents.

    Science.gov (United States)

    Abbasi, Athar; Hussain, Ghulam; Rehman, Aziz Ur; Siddiqui, Zahra; Shah, Adnan Ali; Lodhi, Arif; Khan, Ali; Ashraf, Muhammad; Ain, Qurat Ul; Ahmad, Irshad; Malik, Rabia; Shahid, Muhammad; Mushtaq, Zahid

    2017-01-01

    The aim of the research work was to synthesize different biologically active carbamate derivatives bearing 2-furoyl-1-piperazine and having modest toxicity. The synthesis was completed as a multiple sequence. The structural confirmation of all the synthesized compounds was obtained by EI-MS, IR and 1H-NMR spectral data. The enzyme inhibition and antibacterial potential of the synthesized compounds was evaluated. To find the utility of the prepared compounds as possible therapeutic agents their cytotoxicity was also checked. All the compounds were active against acetylcholinesterase enzyme, especially 12 and 14 showed very good inhibitory potential relative to Eserine, a reference standard. Almost all the compounds showed good activities against both Gram-positive and Gram-negative bacterial strains.

  3. LC-MS/MS screening method for designer amphetamines, tryptamines, and piperazines in serum.

    Science.gov (United States)

    Wohlfarth, Ariane; Weinmann, Wolfgang; Dresen, Sebastian

    2010-04-01

    Since the late 1990s and early 2000s, derivatives of well-known designer drugs as well as new psychoactive compounds have been sold on the illicit drug market and have led to intoxications and fatalities. The LC-MS/MS screening method presented covers 31 new designer drugs as well as cathinone, methcathinone, phencyclidine, and ketamine which were included to complete the screening spectrum. All but the last two are modified molecular structures of amphetamine, tryptamine, or piperazine. Among the amphetamine derivatives are cathinone, methcathinone, 3,4-DMA, 2,5-DMA, DOB, DOET, DOM, ethylamphetamine, MDDMA, 4-MTA, PMA, PMMA, 3,4,5-TMA, TMA-6 and members of the 2C group: 2C-B, 2C-D, 2C-H, 2C-I, 2C-P, 2C-T-2, 2C-T-4, and 2C-T-7. AMT, DPT, DiPT, MiPT, DMT, and 5MeO-DMT are contained in the tryptamine group, BZP, MDBP, TFMPP, mCPP, and MeOPP in the piperazine group. Using an Applied Biosystems LC-MS/MS API 365 TurboIonSpray it is possible to identify all 35 substances. After addition of internal standards and mixed-mode solid-phase extraction the analytes are separated using a Synergi Polar RP column and gradient elution with 1 mM ammonium formate and methanol/0.1% formic acid as mobile phases A and B. Data acquisition is performed in MRM mode with positive electro spray ionization. The assay is selective for all tested substances. Limits of detection were determined by analyzing S/N-ratios and are between 1.0 and 5.0 ng/mL. Matrix effects lie between 65% and 118%, extraction efficiencies range from 72% to 90%.

  4. Piperazine as counter ion for insulin-enhancing anions [VO2(dipic-OH)]-: Synthesis, characterization and X-ray crystal structure

    Science.gov (United States)

    Ghasemi, Fatemeh; Ghasemi, Khaled; Rezvani, Ali Reza; Graiff, Claudia

    2016-01-01

    The new complex [H2Pipz][VO2(dipic-OH)]2·2H2O (1), where H2dipic-OH = 4-hydroxypyridine-2,6-dicarboxylic acid and Pipz = piperazine, was synthesized and characterized by elemental analysis, FTIR, 1H NMR, 13C NMR and UV-Vis spectroscopy and single crystal X-ray diffraction. The crystal system is triclinic with space group Pī. In this compound, piperazine is diprotonated and acts as counter ion.

  5. Study of sulfur adlayers on Au(1 1 1) from basic hydrolysis of piperazine bis(dithiocarbamate) sodium salt

    Energy Technology Data Exchange (ETDEWEB)

    Martínez, Javier A. [Instituto de Ciencia y Tecnología de Materiales (IMRE), Universidad de La Habana, Zapata y G, El Vedado, Plaza de la Revolución, La Habana 10400 (Cuba); Valenzuela, José [Centro de Nanociencias y Nanotecnología (CNyN), Universidad Nacional Autónoma de México (UNAM), km 107 Carretera Tijuana-Ensenada, Ensenada, BC 22860 (Mexico); Hernandez-Tamargo, Carlos E. [Laboratorio de Química Computacional y Teórica (LQCT), Facultad de Química, Universidad de La Habana, Zapata y G, El Vedado, Plaza de la Revolución, La Habana 10400 (Cuba); Cao-Milán, Roberto [Laboratorio de Bioinorgánica (LBI), Facultad de Química, Universidad de La Habana, Zapata y G, El Vedado, Plaza de la Revolución, La Habana 10400 (Cuba); Herrera, José A. [Instituto de Ciencia y Tecnología de Materiales (IMRE), Universidad de La Habana, Zapata y G, El Vedado, Plaza de la Revolución, La Habana 10400 (Cuba); Díaz, Jesús A.; Farías, Mario H. [Centro de Nanociencias y Nanotecnología (CNyN), Universidad Nacional Autónoma de México (UNAM), km 107 Carretera Tijuana-Ensenada, Ensenada, BC 22860 (Mexico); Mikosch, Hans [Institute of Chemical Technologies and Analytics, Vienna University of Technology, Getreidemarkt 9/E164-EC, 1060 Vienna (Austria); and others

    2015-08-01

    Highlights: • S adlayer formation from descomposition of piperazine bis(dithiocarbamate) sodium salt under alkaline conditions. • Quasi-rectangular octomers (eight sulfur atoms) coexist with another phase. • A DFT surface model of four S-dimers arranged as octomers reproduced real STM images. - Abstract: Sulfur adlayers on Au(1 1 1) were obtained after the interaction of a gold substrate with an alkaline solution of piperazine bis(dithiocarbamate) sodium salt. Characterization of the sulfur modified gold surface was performed by means of X-Ray Photoelectron Spectroscopy (XPS), Scanning Tunneling Microscopy (STM) and Density Functional Theory (DFT) calculations. XPS signals indicated the presence of S–Au bonds, monomeric and polymeric sulfur, and absence of nitrogen and sodium. Images from STM showed the formation of quasi-rectangular octomers in coexistence with another phase. A DFT model using the arrangement of sulfur dimers on the Au(1 1 1) surface effectively reproduced the experimental STM images.

  6. Vibrational spectra, normal coordinate treatment and simulation of the vibrational spectra of piperazine glyoxime and its Co(III) complex

    Science.gov (United States)

    Özpozan, T.; Küçükusta, D.; Büyükmumcu, Z.

    2003-12-01

    Newly synthesized Co(III) complexes of piperazine glyoxime (PGO) are examined from the vibrational spectroscopy point of view. A complete interpretation of the vibrational spectra of both the ligand and the complex has been carried out on the basis of normal coordinate analysis. A valence force field has been developed for both of the compounds. The vibrational spectra of the compounds are simulated by a visual basic program prepared to run on an MS Excel data sheet.

  7. (E-1-{4-[Bis(4-bromophenylmethyl]piperazin-1-yl}-3-(4-methylphenylprop-2-en-1-one

    Directory of Open Access Journals (Sweden)

    Bin Wu

    2012-03-01

    Full Text Available In the title compound, C27H26Br2N2O, the piperazine ring adopts a chair conformation with the N—C bonds in equatorial orientations. The C=C double bond has an E configuration. The dihedral angle between the bromobenzene rings is 83.0 (4°. In the crystal, inversion dimers linked through pairs of C—H...O hydrogen bonds generate R22(10 loops.

  8. (E-1-{4-[Bis(4-bromophenylmethyl]piperazin-1-yl}-3-(4-ethoxyphenylprop-2-en-1-one

    Directory of Open Access Journals (Sweden)

    Bin Wu

    2012-03-01

    Full Text Available In the title compound, C28H28Br2N2O2, the C=C double bond has an E configuration and the piperazine ring has a chair conformation, with the N—C bonds in equatorial orientations. The dihedral angle between the bromobenzene rings is 83.1 (4°. In the crystal, molecules are linked by C—H...O and C—H...Br hydrogen bonds.

  9. Substituted piperazines as nootropic agents: 2- or 3-phenyl derivatives structurally related to the cognition-enhancer DM235.

    Science.gov (United States)

    Guandalini, Luca; Martino, Maria Vittoria; Di Cesare Mannelli, Lorenzo; Bartolucci, Gianluca; Melani, Fabrizio; Malik, Ruchi; Dei, Silvia; Floriddia, Elisa; Manetti, Dina; Orlandi, Francesca; Teodori, Elisabetta; Ghelardini, Carla; Romanelli, Maria Novella

    2015-04-15

    A series of 2-phenyl- or 3-phenyl piperazines, structurally related to DM235 and DM232, two potent nootropic agents, have been prepared and tested in the mouse passive-avoidance test, to assess their ability to revert scopolamine-induced amnesia. Although the newly synthesized molecules were less potent than the parent compounds, some useful information has been obtained from structure-activity relationships. A small but significant enantioselectivity has been found for the most potent compound 5a.

  10. Pharmacophore-based design, synthesis, and biological evaluation of novel chloro-pyridazine piperazines as human rhinovirus (HRV-3) inhibitors.

    Science.gov (United States)

    Wang, Hongliang; Xiao, Junhai; Gao, Dapeng; Zhang, Xian; Yan, Hui; Gong, Zehui; Sun, Tinmin; Li, Song

    2011-02-01

    A series of chloro-pyridazine piperazines were developed based on the structure of human rhinovirus (HRV) capsid-binding inhibitors with proven activity using a pharmacophore model. A preliminary evaluation demonstrated potent activity against HRV-3 with low cytotoxicity. A docking analysis indicated that 8a could fit into, and form tight interactions (e.g., H-bonds, σ-π effect) with the active site in VP1.

  11. Efficacy and safety of Linkus, Aminophylline diphenhydramine and acefyllin piperazine for the treatment of cough in children.

    Science.gov (United States)

    Rehman, Hina; Naveed, Safila; Usmanghani, Khan

    2016-05-01

    To evaluate the safety and efficacy of Linkus, Aminophylline with Diphenhydramine group and Acefyllin Piperazine with Diphenhydramine cough syrup on children having cough and sleep difficulty associated with cough. To determine the effects of Linkus polyherbal syrup (group A) and compared with other parallel allopathic groups (Group B and C) for cough on children and associated sleep quality and improvement. 360 children having cough inducted in 3 different groups randomly selected. Three parallel groups were the part of the study. The first study group was the herbal syrup Linkus, second group of children were taking a syrup of multinational pharmaceutical industry having Aminophylline plus Diphenhydramine however the third group received another famous brand having Acefyllin Piperazine with Diphenhydramine. Informed assent and informed consent have taken from the study subjects and their parents. Subjects with acute cough were included in the study however the subjects with chronic cough considered to be excluded. Every group of individual in the study was informed about the investigational drugs provided. Ethnic groups, frequency of cough and diseases illness (Cough impact on child and its sleep of three different syrups (every group) were assessed on day1 and day 14(pcough including side effects as compare to the other parallel groups B and C (Aminophylline with Diphenhydramine and Acefyllin Piperazine with Diphenhydramine). For nocturnal sleep Linkus providing better results in cough and associated problems. Pain were significantly reduce on day 14 with the herbal Linkus syrup group A (coughs and benefit lung functions and better sleep facilitation.

  12. Thermodynamic, kinetic and mechanistic investigations of Piperazine oxidation by Diperiodatocuprate(III) complex in aqueous alkaline medium

    Indian Academy of Sciences (India)

    Vijay P Pattar; Prashant A Magdum; Deepa G Patil; Sharanappa T Nandibewoor

    2016-03-01

    The kinetics of oxidation of piperazine by the copper complex, diperiodatocuprate(III) in alkaline medium was studied at 298 K, at an ionic strength of 2.0*10-2 mol dm-3. The reaction between piperazine and diperiodatocuprate(III) in aqueous alkaline medium exhibited 1:2 stoichiometry. The oxidation products were identified by UV-Visible, GC-MS and IR spectral studies. In the present study we have obtained different kinetic observations. The reaction exhibited unit order in case of diperiodatocuprate(III), while less than unit order with respect to piperazine. The addition of alkali and periodate retarded the rate of reaction. The effects of added products, ionic strength and dielectric constant on the rate of the reaction were also studied. The active species of diperiodatocuprate(III) in alkaline media is [Cu(OH)2(H3IO6)]-. The activation parameters with respect to the rate determining step and the thermodynamic quantities with respect to the equilibrium steps were evaluated and discussed. The plausible mechanism consistent with the experimental results was proposed and discussed in detail.

  13. New urea and thiourea derivatives of piperazine doped with febuxostat: synthesis and evaluation of anti-TMV and antimicrobial activities.

    Science.gov (United States)

    Krishna Reddy, Reddivari Chenna; Rasheed, Syed; Subba Rao, Devineni; Adam, Shaik; Venkata Rami Reddy, Yellala; Raju, Chamarthi Naga

    2013-01-01

    A series of new 4-(5-(3-cyano-4-isobutoxyphenyl)-4-methylthiazole-2-carbonyl)-N-(substituted phenyl)piperazine-1-carboxamides 8(a-e)/carbothioamides 8(f-j) were accomplished for biological interest by the simple addition of active functionalized arylisocyanates 7(a-e)/arylisothiocyanates 7(f-j) with 2-isobutoxy-5-(4-methyl-2-(piperazine-1-carbonyl)thiazol-5-yl)benzonitrile (4). Compound 4 was synthesized in high yields (94%) by the condensation reaction of febuxostat (1) with piperazine using a selective reagent such as propylphosphonic anhydride (T3P). Antiviral activity against Tobacco mosaic virus (TMV) and antimicrobial activity of the synthesized compounds were evaluated. Biological data revealed that 4-nitrophenyl substituted urea 8d, and 3-bromophenyl substituted thiourea 8f exhibited promising antiviral activities. Moreover, 4-fluorophenyl substituted urea 8a, 4-nitrophenyl substituted urea 8d, 3-bromophenyl substituted thiourea 8f, and 2,4-dichlorophenyl substituted thiourea 8j exhibited potent antimicrobial activity.

  14. Equilibrium solubility of carbon dioxide in the amine solvent system of (triethanolamine + piperazine + water)

    Energy Technology Data Exchange (ETDEWEB)

    Chung, P.-Y. [R and D Center for Membrane Technology and Department of Chemical Engineering, Chung Yuan Christian University, Chung Li 32023, Taiwan (China); Soriano, Allan N. [R and D Center for Membrane Technology and Department of Chemical Engineering, Chung Yuan Christian University, Chung Li 32023, Taiwan (China); School of Chemical Engineering and Chemistry, Mapua Institute of Technology, Manila 1002 (Philippines); Leron, Rhoda B. [R and D Center for Membrane Technology and Department of Chemical Engineering, Chung Yuan Christian University, Chung Li 32023, Taiwan (China); Li, M.-H., E-mail: mhli@cycu.edu.t [R and D Center for Membrane Technology and Department of Chemical Engineering, Chung Yuan Christian University, Chung Li 32023, Taiwan (China)

    2010-06-15

    In this study, a new set of data for the equilibrium solubility of carbon dioxide in the amine solvent system that consists of triethanolamine (TEA), piperazine (PZ), and water is presented. Equilibrium solubility values were obtained at T = (313.2, 333.2, and 353.2) K and pressures up to 153 kPa using the vapour-recirculation equilibrium cell. The TEA concentrations in the considered ternary (solvent) mixture were (2 and 3) kmol . m{sup -3} and those of PZ's were (0.5, 1.0, and 1.5) kmol . m{sup -3}. The solubility data (CO{sub 2} loading in the amine solution) obtained were correlated as a function of CO{sub 2} partial pressure, system temperature, and amine composition via the modified Kent-Eisenberg model. Results showed that the model applied is generally satisfactory in representing the CO{sub 2} absorption into mixed aqueous solutions of TEA and PZ.

  15. Liquid heat capacity of the solvent system (piperazine + 2-amino-2-methyl-l-propanol + water)

    Energy Technology Data Exchange (ETDEWEB)

    Chen, Y.-R. [R and D Center for Membrane Technology and Department of Chemical Engineering, Chung Yuan Christian University, Chung Li 32023, Taiwan (China); Caparanga, Alvin R.; Soriano, Allan N. [R and D Center for Membrane Technology and Department of Chemical Engineering, Chung Yuan Christian University, Chung Li 32023, Taiwan (China); School of Chemical Engineering and Chemistry, Mapua Institute of Technology, Intramuros, Manila 1002 (Philippines); Li, M.-H., E-mail: mhli@cycu.edu.t [R and D Center for Membrane Technology and Department of Chemical Engineering, Chung Yuan Christian University, Chung Li 32023, Taiwan (China)

    2010-04-15

    This report presents a new set of heat capacity data for the system piperazine left brace(PZ) + 2-amino-2-methyl-1-propanol (AMP) + water (H{sub 2}O)right brace, measured using the differential scanning calorimetry technique, over the temperature range 303.2 K to 353.2 K and at fourteen (14) different concentrations in which the water mole fractions, x{sub 3}'s, were fixed at 0.60, 0.70, 0.80, and 0.90. Heat capacity for the binary system left bracePZ (1) + AMP (2)right brace at x{sub 1} = 0.05, 0.10, 0.15, and 0.20 were, likewise, measured to generate parameters necessary in the Redlich-Kister-type model, which was used to estimate excess molar heat capacities. Such estimates were then used to predict the values of the molar heat capacity at the corresponding sets of temperature and concentration. The predicted values were subsequently compared against the measured values and the results are satisfactory.

  16. Equilibrium solubility of carbon dioxide in (2-amino-2-methyl-1-propanol + piperazine + water)

    Energy Technology Data Exchange (ETDEWEB)

    Yang, Z.-Y. [R and D Center for Membrane Technology and Department of Chemical Engineering, Chung Yuan Christian University, Chung Li 32023, Taiwan (China); Soriano, Allan N.; Caparanga, Alvin R. [R and D Center for Membrane Technology and Department of Chemical Engineering, Chung Yuan Christian University, Chung Li 32023, Taiwan (China); School of Chemical Engineering and Chemistry, Mapua Institute of Technology, Manila 1002 (Philippines); Li, M.-H., E-mail: mhli@cycu.edu.t [R and D Center for Membrane Technology and Department of Chemical Engineering, Chung Yuan Christian University, Chung Li 32023, Taiwan (China)

    2010-05-15

    In this work, a new set of values for the solubility of carbon dioxide in aqueous mixture containing different concentrations of 2-amino-2-methyl-1-propanol (AMP), a sterically-hindered amine, and piperazine (PZ), an activator, are presented. The results were carefully determined using a 1.0 dm{sup 3} stainless steel vapour-recirculation equilibrium cell at T = (313.2, 333.2, and 353.2) K, and pressures up to 152 kPa. The AMP concentrations in the ternary (solvent) mixture were (2 and 3) kmol . m{sup -3}; those of PZ's were (0.5, 1.0, and 1.5) kmol . m{sup -3}. The measured equilibrium loading (solubility)/partial pressure pairs at different temperatures and concentration levels were generally consistent with the corresponding values correlated from the Kent-Eisenberg model that has been adapted for the system in the study, where the parameters of the models were determined using the results from this study and relevant data from literature.

  17. Mechanism of action of novel piperazine containing a toxicant against human liver cancer cells

    Science.gov (United States)

    Kanthimathi, MS; Haerian, Batoul Sadat

    2016-01-01

    The purpose of this study was to assess the cytotoxic potential of a novel piperazine derivative (PCC) against human liver cancer cells. SNU-475 and 423 human liver cancer cell lines were used to determine the IC50 of PCC using the standard MTT assay. PCC displayed a strong suppressive effect on liver cancer cells with an IC50 value of 6.98 ± 0.11 µM and 7.76 ± 0.45 µM against SNU-475 and SNU-423 respectively after 24 h of treatment. Significant dipping in the mitochondrial membrane potential and elevation in the released of cytochrome c from the mitochondria indicated the induction of the intrinsic apoptosis pathway by PCC. Activation of this pathway was further evidenced by significant activation of caspase 3/7 and 9. PCC was also shown to activate the extrinsic pathways of apoptosis via activation of caspase-8 which is linked to the suppression of NF-κB translocation to the nucleus. Cell cycle arrest in the G1 phase was confirmed by flow cytometry and up-regulation of glutathione reductase expression was quantified by qPCR. Results of this study suggest that PCC is a potent anti-cancer agent inducing both intrinsic and extrinsic pathways of apoptosis in liver cancer cell lines. PMID:27019772

  18. Foaming of aqueous piperazine and monoethanolamine for CO{sub 2} capture

    Energy Technology Data Exchange (ETDEWEB)

    Chen, X.; Freeman, S.A.; Rochelle, G.T. [University of Texas Austin, Austin, TX (United States). Dept. of Chemical Engineering

    2011-03-15

    The cause of foaming in aqueous amines used for CO{sub 2} absorption was investigated in this study. The effect on foaming of amine concentration and various additives, including electrolytes, liquid hydrocarbon, and degradation products, was measured by a standard method. Both aqueous piperazine (PZ) with 0.3 mole CO{sub 2}/mole alkalinity {alpha} and 7 m monoethanolamine (MEA, {alpha} = 0.4)) were studied. Formaldehyde at 270 mM substantially increases foaming in PZ. PZ foamed after 163 h of oxidative degradation, but this effect was greatly mitigated with an oxidation inhibitor. Silicone antifoam of 1 ppm reduced the foaminess by 20 times. The tendency of 8 m PZ to foam was increased by 40% with the addition of iron (II) up to a concentration of 1.5 mM, but dissolved iron had no significant effect on 7 in MEA. The tendency to foam and foam stability of 8 m PZ solutions was only slightly affected by 1 mM iron (III), 0.1% heptane in water, 5 mM of copper sulfate, or 100 mM of an oxidation inhibitor.

  19. Synthesis of N-Mannich bases of berberine linking piperazine moieties revealing anticancer and antioxidant effects

    Directory of Open Access Journals (Sweden)

    Bhupendra Mistry

    2017-01-01

    Full Text Available A new Mannich base series of piperazine linked berberine analogues was furnished in this study to screen the antioxidant and anticancer potential of the resultant analogues. Alkoxy group at a C-9 position of berberine was converted to hydroxyl functionality to enhance the ability of final scaffolds binding to the target of drug action mainly through hydrophobic effect, conjugation effect, whereas Mannich base functionality was introduced on the C-12 position of berberine. Scaffolds were investigated for their free radical scavenging antioxidant potential in FRAP and DPPH assay, whereas tested to check their Fe+3 reducing power in ABTS assay. The radical scavenging potential of the final derivatives 4a–j was found excellent with IC50s, 30 of therapeutic indices, thus exerting low cytotoxic values against Malin–Darby canine kidney (MDCK cell lines at CC50s >125 μg/mL. Hence, from the bioassay outcomes it can be stated that these analogues are dual active agents as the scavengers of reactive oxygen species and inhibitors of the cancerous cells as compounds with halogen functional group have overall good pharmacological potential in assays studied in this research. Correct structure of the final compounds was adequately confirmed on the basis of FT-IR and 1H NMR as well as elemental analyses.

  20. Design, synthesis, and AChE inhibitory activity of new benzothiazole-piperazines.

    Science.gov (United States)

    Demir Özkay, Ümide; Can, Özgür Devrim; Sağlık, Begüm Nurpelin; Acar Çevik, Ulviye; Levent, Serkan; Özkay, Yusuf; Ilgın, Sinem; Atlı, Özlem

    2016-11-15

    In the current study, 14 new benzothiazole-piperazine compounds were designed to meet the structural requirements of acetylcholine esterase (AChE) inhibitors. The target compounds were synthesised in three steps. Structures of the newly synthesised compounds (7-20) were confirmed using IR, (1)H NMR, (13)C NMR, and HRMS methods. The inhibitory potential of the compounds on AChE (E.C.3.1.1.7, from electric eel) was then investigated. Among the compounds, 19 and 20 showed very good activity on AChE enzyme. Kinetics studies were performed to observe the effects of the most active compounds on the substrate-enzyme relationship. Cytotoxicity studies, genotoxicity studies, and theoretical calculation of pharmacokinetics properties were also carried out. The compounds 19 and 20 were found to be nontoxic in both of the toxicity assays. A good pharmacokinetics profile was predicted for the synthesised compounds. Molecular docking studies were performed for the most active compounds, 19 and 20, and interaction modes with enzyme active sites were determined. Docking studies indicated a strong interaction between the active sites of AChE enzyme and the analysed compounds.

  1. Dimethyl phenyl piperazine iodide (DMPP) induces glioma regression by inhibiting angiogenesis.

    Science.gov (United States)

    He, Yan-Qing; Li, Yan; Wang, Xiao-Yu; He, Xiao-Dong; Jun, Li; Chuai, Manli; Lee, Kenneth Ka Ho; Wang, Ju; Wang, Li-Jing; Yang, Xuesong

    2014-01-15

    1,1-Dimethyl-4-phenyl piperazine iodide (DMPP) is a synthetic nicotinic acetylcholine receptor (nAChR) agonist that could reduce airway inflammation. In this study, we demonstrated that DMPP could dramatically inhibit glioma size maintained on the chick embryonic chorioallantoic membrane (CAM). We first performed MTT and BrdU incorporation experiments on U87 glioma cells in vitro to understand the mechanism involved. We established that DMPP did not significantly affect U87 cell proliferation and survival. We speculated that DMPP directly caused the tumor to regress by affecting the vasculature in and around the implanted tumor on our chick CAM model. Hence, we conducted detailed analysis of DMPP's inhibitory effects on angiogenesis. Three vasculogenesis and angiogenesis in vivo models were used in the study which included (1) early chick blood islands formation, (2) chick yolk-sac membrane (YSW) and (3) CAM models. The results revealed that DMPP directly suppressed all developmental stages involved in vasculogenesis and angiogenesis - possibly by acting through Ang-1 and HIF-2α signaling. In sum, our results show that DMPP could induce glioma regression grown on CAM by inhibiting vasculogenesis and angiogenesis.

  2. 2,2′-(Piperazine-1,4-diyldiethanaminium dibenzoate

    Directory of Open Access Journals (Sweden)

    Ignacy Cukrowski

    2012-08-01

    Full Text Available The asymmetric unit of the title salt C8H22N42+·2C7H5O2−, comprises two independent pairs of half a 2,2′-(piperazine-1,4-diyldiethanaminium dication plus a benzoate anion. The dications are symmetrical and lie across crystallographic centres of inversion. The crystal structure was refined as a two-component pseudo-merohedral twin using the twin law 001 0-10 100 [he domain fractions are 0.8645 (8 and 0.1355 (8]. The anions and cations are linked by N—H...O hydrogen bonds and weak N—H...O intermolecular interactions to form infinite two-dimensional networks parallel to [101]. The conformation adopted by the cation in the crystal structure is very similar to that adopted by the same cation in the structures of the 2-hydroxybenzoate [Cukrowski et al. (2012. Acta Cryst, E68, o2387], the nitrate and the tetrahydrogen pentaborate salts.

  3. Aqueous Solubility of Piperazine and 2-Amino-2-methyl-1-propanol plus Their Mixtures Using an Improved Freezing-Point Depression Method

    DEFF Research Database (Denmark)

    Fosbøl, Philip Loldrup; Neerup, Randi; Waseem Arshad, Muhammad

    2011-01-01

    In this work the solid–liquid equilibrium (SLE) and freezing-point depression (FPD) in the electrolytic binary aqueous systems piperazine (PZ, CAS No. 110-85-0) and aqueous 2-amino-2-methyl-1-propanol (AMP, CAS No. 124-68-5) were measured. The FPD and solubility were also determined in the ternary...... AMP–PZ–H2O system. A method was developed by which solubility can be determined at higher temperatures using the FPD setup. A total of 86 data points are listed in the full concentration range from (−35 to 90) °C. The solid phases piperazine hexahydrate (PZ·6H2O), piperazine hemihydrate (PZ·1/2H2O...

  4. Selectively N-protected enantiopure 2,5-disubstituted piperazines: avoiding the pitfalls in solid-phase Fukuyama-Mitsunobu cyclizations.

    Science.gov (United States)

    Ottesen, Lars K; Olsen, Christian A; Witt, Matthias; Jaroszewski, Jerzy W; Franzyk, Henrik

    2009-01-01

    An efficient solid-phase route to ring-substituted piperazines from O-linked resin-bound (S)-aziridine-2-methanol is described. Regioselective microwave-assisted aminolysis followed by intramolecular Fukuyama-Mitsunobu cyclization constitute the key features of the protocol. Simple piperazines and diazepanes were readily obtained without preceding N-protection of the acyclic intermediate, whereas attempts to extend this protocol to chiral 2,5-disubstituted piperazines failed. Modifications encompassing N-carbamoylation prior to ring-closure were therefore investigated. However, standard carbamoylating agents, for example, Fmoc-Cl and Alloc-Cl tended to give bis-protected by-products. Thus, novel microwave-assisted solid-phase N-protection procedures were developed for efficient introduction of Fmoc, Boc and Alloc groups. The subsequent cyclization proceeded in moderate to excellent yields depending on the bulk of the side chain and type of N-protecting group. This protocol readily provided novel cis- and trans-2,5-disubstituted piperazines displaying a variety of N-protecting group patterns after further on-resin manipulations. Also, unexpected by-products obtained during these optimization studies were identified and characterized. This includes nosylated ureas arising from an alternative cyclization pathway. Finally, post-cleavage oxidation gave access to the Fmoc/Boc-protected alpha-amino acid as well as the corresponding aldehyde. The chiral piperazines described in this work will enable construction of combinatorial libraries with a higher chemical diversity compared to those containing simple N,N'-difunctionalized piperazines, often present in drug-like compounds.

  5. N-substituted piperazines abused by humans mimic the molecular mechanism of 3,4-methylenedioxymethamphetamine (MDMA, or 'Ecstasy').

    Science.gov (United States)

    Baumann, Michael H; Clark, Robert D; Budzynski, Allison G; Partilla, John S; Blough, Bruce E; Rothman, Richard B

    2005-03-01

    3,4-Methylenedioxymethamphetamine (MDMA, or 'Ecstasy') is an illicit drug that stimulates the release of serotonin (5-HT) and dopamine (DA) from neurons. Recent evidence reveals that drug users are ingesting piperazine analogs, like 1-benzylpiperazine (BZP, or 'A2') and 1-(m-trifluoromethylphenyl)piperazine (TFMPP, or 'Molly'), to mimic psychoactive effects of MDMA. In the present study, we compared the neurochemistry of MDMA, BZP, and TFMPP in rats. The effects of MDMA, BZP, and TFMPP on transporter-mediated efflux of [3H]5-HT and [3H]MPP+ (DA transporter substrate) were determined in synaptosomes. The effects of drugs on extracellular levels of 5-HT and DA were examined using in vivo microdialysis in conscious rats. MDMA evoked transporter-mediated release of [3H]5-HT and [3H]MPP+. BZP released [3H]MPP+, whereas TFMPP was a selective releaser of [3H]5-HT. MDMA (1-3 mg/kg, i.v.) increased dialysate 5-HT and DA in a dose-related fashion, with actions on 5-HT being predominant. BZP (3-10 mg/kg, i.v.) elevated dialysate DA and 5-HT, while TFMPP (3-10 mg/kg, i.v.) elevated 5-HT. Administration of BZP plus TFMPP at a 1:1 ratio (BZP/TFMPP) produced parallel increases in dialysate 5-HT and DA; a 3 mg/kg dose of BZP/TFMPP mirrored the effects of MDMA. At a 10 mg/kg dose, BZP/TFMPP increased dialysate DA more than the summed effects of each drug alone, and some rats developed seizures. Our results show that BZP/TFMPP and MDMA share the ability to evoke monoamine release, but dangerous drug-drug synergism may occur when piperazines are coadministered at high doses.

  6. Synthesis, dynamic NMR characterization and XRD studies of novel N,N’-substituted piperazines for bioorthogonal labeling

    Directory of Open Access Journals (Sweden)

    Constantin Mamat

    2016-11-01

    Full Text Available Novel, functionalized piperazine derivatives were successfully synthesized and fully characterized by 1H/13C/19F NMR, MS, elemental analysis and lipophilicity. All piperazine compounds occur as conformers resulting from the partial amide double bond. Furthermore, a second conformational shape was observed for all nitro derivatives due to the limited change of the piperazine chair conformation. Therefore, two coalescence points were determined and their resulting activation energy barriers were calculated using 1H NMR. To support this result, single crystals of 1-(4-nitrobenzoylpiperazine (3a, monoclinic, space group C2/c, a = 24.587(2, b = 7.0726(6, c = 14.171(1 Å, β = 119.257(8°, V = 2149.9(4 Å3, Z = 4, Dobs = 1.454 g/cm3 and the alkyne derivative 4-(but-3-yn-1-yl-1-(4-fluorobenzoylpiperazine (4b, monoclinic, space group P21/n, a = 10.5982(2, b = 8.4705(1, c = 14.8929(3 Å, β = 97.430(1°, V = 1325.74(4 Å3, Z = 4, Dobs = 1.304 g/cm3 were obtained from a saturated ethyl acetate solution. The rotational conformation of these compounds was also verified by XRD. As proof of concept for future labeling purposes, both nitropiperazines were reacted with [18F]F–. To test the applicability of these compounds as possible 18F-building blocks, two biomolecules were modified and chosen for conjugation either using the Huisgen-click reaction or the traceless Staudinger ligation.

  7. Design, Synthesis, and Cytotoxicity of 5-Fluoro-2-methyl-6-(4-aryl-piperazin-1-yl Benzoxazoles

    Directory of Open Access Journals (Sweden)

    Thuraya Al-Harthy

    2016-09-01

    Full Text Available To design new compounds suitable as starting points for anticancer drug development, we have synthesized a novel series of benzoxazoles with pharmaceutically advantageous piperazine and fluorine moieties attached to them. The newly synthesized benzoxazoles and their corresponding precursors were evaluated for cytotoxicity on human A-549 lung carcinoma cells and non-cancer HepaRG hepatocyes. Some of these new benzoxazoles show potential anticancer activity, while two of the intermediates show lung cancer selective properties at low concentrations where healthy cells are unaffected, indicating a selectivity window for anticancer compounds.

  8. Design and synthesis of disubstituted (4-piperidinyl)-piperazine derivatives as potent acetyl-CoA carboxylase inhibitors.

    Science.gov (United States)

    Chonan, Tomomichi; Tanaka, Hiroaki; Yamamoto, Daisuke; Yashiro, Miyoko; Oi, Takahiro; Wakasugi, Daisuke; Ohoka-Sugita, Ayumi; Io, Fusayo; Koretsune, Hiroko; Hiratate, Akira

    2010-07-01

    Acetyl-CoA carboxylases (ACCs), the rate limiting enzymes in de novo lipid synthesis, play important roles in modulating energy metabolism. The inhibition of ACC has demonstrated promising therapeutic potential for treating obesity and type 2 diabetes mellitus in transgenic mice and preclinical animal models. We describe herein the structure-based design and synthesis of a novel series of disubstituted (4-piperidinyl)-piperazine derivatives as ACC inhibitors. Our structure-based approach led to the discovery of the indole derivatives 13i and 13j, which exhibited potent in vitro ACC inhibitory activity.

  9. Study of sulfur adlayers on Au(1 1 1) from basic hydrolysis of piperazine bis(dithiocarbamate) sodium salt

    Science.gov (United States)

    Martínez, Javier A.; Valenzuela, José; Hernandez-Tamargo, Carlos E.; Cao-Milán, Roberto; Herrera, José A.; Díaz, Jesús A.; Farías, Mario H.; Mikosch, Hans; Hernández, Mayra P.

    2015-08-01

    Sulfur adlayers on Au(1 1 1) were obtained after the interaction of a gold substrate with an alkaline solution of piperazine bis(dithiocarbamate) sodium salt. Characterization of the sulfur modified gold surface was performed by means of X-Ray Photoelectron Spectroscopy (XPS), Scanning Tunneling Microscopy (STM) and Density Functional Theory (DFT) calculations. XPS signals indicated the presence of S-Au bonds, monomeric and polymeric sulfur, and absence of nitrogen and sodium. Images from STM showed the formation of quasi-rectangular octomers in coexistence with another phase. A DFT model using the arrangement of sulfur dimers on the Au(1 1 1) surface effectively reproduced the experimental STM images.

  10. Synthesis of N-(6-(4-(Piperazin-1-ylphenoxypyridin-3-ylbenzenesulfonamide Derivatives for the Treatment of Metabolic Syndrome

    Directory of Open Access Journals (Sweden)

    Nabajyoti Deka

    2013-01-01

    Full Text Available Metabolic syndrome is a widely prevalent multifactorial disorder associated with an increased risk of cardiovascular disease and type 2 diabetes mellitus. High plasma levels of insulin and glucose due to insulin resistance are a major component of the metabolic disorder. Thiazolidinediones (TZDs are potent PPARγ ligand and used as insulin sensitizers in the treatment of type 2 diabetes mellitus. They are potent insulin-sensitizing agents but due to adverse effects like hepatotoxicity, a safer alternative of TZDs is highly demanded. Here we report synthesis of N-(6-(4-(piperazin-1-ylphenoxypyridin-3-ylbenzenesulfonamide derivatives as an alternate remedy for insulin resistance.

  11. A CLINICAL STUDY OF THE USE OF PYRVINIUM PAMOATE WITH PIPERAZINE (VANPAR® IN THE TREATMENT OF OXYURIASIS AND ASCARIASIS

    Directory of Open Access Journals (Sweden)

    M.A. Barzgar

    1974-07-01

    Full Text Available In this study oxyuris and ascaris infections alone or in combination were treated with Vanapar a combination of Pyrvinium Pamoate and Piperazine administered in two successive daily doses. This resulted in a 100% cure rate of oxyuriasis as well as a substantial reduction in ova count for ascaris, amounting to 97% success rate in achieving ova count reduction. Vanapar was highly effective for the management of pinworm and roundworm infections in this study. The drug was well tolerated with only seven patients (8.8% displaying drug-attributable adverse experiences.

  12. Anti-hypertensive property of a nickel-piperazine/NO donor in spontaneously hypertensive rats.

    Science.gov (United States)

    Monti, Martina; Ciccone, Valerio; Pacini, Aurora; Roggeri, Riccardo; Monzani, Enrico; Casella, Luigi; Morbidelli, Lucia

    2016-05-01

    The nickel-piperazine/NO donor compound, Ni(PipNONO)Cl, belonging to the family of compounds labelled as "metal-nonoates", due to its promising vasodilating activity, has been considered as a potential drug candidate in anti-hypertensive therapy. Drug efficacy has been evaluated in spontaneously hypertensive rats (SHR) in comparison with normotensive animals (C57BL/6 mice and WKY rats). In normotensive animals the metal-nonoate maintained blood pressure at basal level both following acute administration and after 30 days of treatment. In SHR, Ni(PipNONO)Cl reduced blood pressure in the dose range of 3-10mg/kg. When compared with a commercial NONOate, DETA/NO, used at the same doses, Ni(PipNONO)Cl was more active in reducing blood pressure in SHR than DETA/NO in the first two weeks, while the effect of the two molecules was similar in the third and fourth week. The degradation and control compound Ni(Pip)Cl2 had no effect on blood pressure and heart rate in same animal models. Remarkably, the blood pressure reduction induced by the new NO-donor Ni(PipNONO)Cl does not evoke changes in the heart rate and tolerance. Considering the mechanisms of vascular protection, 30 days of administration of Ni(PipNONO)Cl improved endothelial function in SHR by upregulating endothelial NO synthase (eNOS) through increased eNOS protein levels and downregulated Caveolin-1 (Cav-1), and by increasing superoxide dismutase 1 (SOD1) protein level in aortae. In cultured endothelial cells Ni(PipNONO)Cl restored the cell functions (cytoskeletal protein expression, migration and proliferation) altered by the inflammatory mediator interleukin-1β (IL-1β), impairing the endothelial to mesenchimal transition. In conclusion, Ni(PipNONO)Cl maintained unaltered blood pressure in normotensive mice and rats, and it exerted anti-hypertensive effect in SHR through the restoration of vascular endothelial protective functions.

  13. Computational investigation of the nitrosation mechanism of piperazine in CO2 capture.

    Science.gov (United States)

    Yu, Qi; Wang, Pan; Ma, Fangfang; Xie, Hong-Bin; He, Ning; Chen, Jingwen

    2017-11-01

    Quantum chemistry calculations and kinetic modeling were performed to investigate the nitrosation mechanism and kinetics of diamine piperazine (PZ), an alternative solvent for widely used monoethanolamine in postcombustion CO2 capture (PCCC), by two typical nitrosating agents, NO2(-) and N2O3, in the presence of CO2. Various PZ species and nitrosating agents formed by the reactions of PZ, NO2(-), and N2O3 with CO2 were considered. The results indicated that the reactions of PZ species having NH group with N2O3 contribute the most to the formation of nitrosamines in the absorber unit of PCCC and follow a novel three-step nitrosation mechanism, which is initiated by the formation of a charge-transfer complex. The reactions of all PZ species with NO2(-) proceed more slowly than the reactions of PZ species with ONOCO2(-), formed by the reaction of NO2(-) with CO2. Therefore, the reactions of PZ species with ONOCO2(-) contribute more to the formation of nitrosamines in the desorber unit of PCCC. In view of CO2 effect on the nitrosation reaction of PZ, the effect through the reaction of PZ with CO2 shows a completely different tendency for different nitrosating agents. More importantly, CO2 can greatly accelerate the nitrosation reactions of PZ by NO2(-) through the formation of ONOCO2(-) in the reaction of CO2 with NO2(-). This work can help to better understand the nitrosation mechanism of diamines and in the search for efficient methods to prevent the formation of carcinogenic nitrosamines in CO2 capture unit. Copyright © 2017 Elsevier Ltd. All rights reserved.

  14. Dimethyl phenyl piperazine iodide (DMPP) induces glioma regression by inhibiting angiogenesis

    Energy Technology Data Exchange (ETDEWEB)

    He, Yan-qing; Li, Yan; Wang, Xiao-yu [Key Laboratory for Regenerative Medicine of the Ministry of Education, Division of Histology and Embryology, Medical College, Jinan University, Guangzhou 510632 (China); He, Xiao-dong [Institute of Vascular Biological Sciences, Guangdong Pharmaceutical University, Guangzhou 510006 (China); Jun, Li [Guangdong Provincial Key Laboratory of Bioengineering Medicine, National Engineering Research Centre of Genetic Medicine, College of Life Science and Technology, Jinan University, Guangzhou 510632 (China); Chuai, Manli [Division of Cell and Developmental Biology, University of Dundee, Dundee, DD1 5EH (United Kingdom); Lee, Kenneth Ka Ho [Key Laboratory for Regenerative Medicine of the Ministry of Education, School of Biomedical Sciences, Chinese University of Hong Kong, Shatin (Hong Kong); Wang, Ju [Guangdong Provincial Key Laboratory of Bioengineering Medicine, National Engineering Research Centre of Genetic Medicine, College of Life Science and Technology, Jinan University, Guangzhou 510632 (China); Wang, Li-jing, E-mail: wanglijing62@163.com [Institute of Vascular Biological Sciences, Guangdong Pharmaceutical University, Guangzhou 510006 (China); Yang, Xuesong, E-mail: yang_xuesong@126.com [Key Laboratory for Regenerative Medicine of the Ministry of Education, Division of Histology and Embryology, Medical College, Jinan University, Guangzhou 510632 (China)

    2014-01-15

    1,1-Dimethyl-4-phenyl piperazine iodide (DMPP) is a synthetic nicotinic acetylcholine receptor (nAChR) agonist that could reduce airway inflammation. In this study, we demonstrated that DMPP could dramatically inhibit glioma size maintained on the chick embryonic chorioallantoic membrane (CAM). We first performed MTT and BrdU incorporation experiments on U87 glioma cells in vitro to understand the mechanism involved. We established that DMPP did not significantly affect U87 cell proliferation and survival. We speculated that DMPP directly caused the tumor to regress by affecting the vasculature in and around the implanted tumor on our chick CAM model. Hence, we conducted detailed analysis of DMPP's inhibitory effects on angiogenesis. Three vasculogenesis and angiogenesis in vivo models were used in the study which included (1) early chick blood islands formation, (2) chick yolk-sac membrane (YSW) and (3) CAM models. The results revealed that DMPP directly suppressed all developmental stages involved in vasculogenesis and angiogenesis – possibly by acting through Ang-1 and HIF-2α signaling. In sum, our results show that DMPP could induce glioma regression grown on CAM by inhibiting vasculogenesis and angiogenesis. - Highlights: ●We demonstrated that DMPP inhibited the growth of glioma cells on chick CAM. ●DMPP did not significantly affect the proliferation and survival of U87 cells. ●We revealed that DMPP suppressed vasculogenesis and angiogenesis in chick embryo. ●Angiogenesis in chick CAM was inhibited by DMPP via most probably Ang-1 and HIF-2α. ●DMPP could be potentially developed as an anti-tumor drug in the future.

  15. Discovery of novel lead in the group of N-substituted piperazine ether derivatives with potential histamine H3 receptor activity.

    Science.gov (United States)

    Kuder, Kamil J; Stachnik, Marta; Schunack, Walter; Szymańska, Ewa; Kieć-Kononowicz, Katarzyna

    2014-01-01

    The search for novel lead from the group of various substituted N-piperazine ether derivatives was performed. Acyl- and pyridylpiperazine ethyl/propyl ethers were obtained via three different synthetic pathways. Affinity to histamine H3 receptor was established, as well as, for selected compounds, selectivity towards histamine H4R. Docking studies to the histamine H3R homology model strengthened the position of (4-(3-(4-(3-chlorobenzoyl)piperazin-1- yl)propoxy)phenyl)(cyclopropyl)methanone (compound 26) as a novel lead for further studies on histamine H3 receptor antagonist/inverse agonist.

  16. Protective effects of a piperazine derivative [N-{4-[4-(2-methoxy-phenyl)-piperazin-1-yl]-phenyl} carbamic acid ethyl ester] against aluminium-induced neurotoxicity: insights from in silico and in vivo studies.

    Science.gov (United States)

    Meena, Poonam; Manral, Apra; Saini, Vikas; Tiwari, Manisha

    2015-04-01

    The cholinergic hypothesis associated with Alzheimer's disease has spurred the development of numerous structural classes of compounds with different pharmacological profiles aimed at increasing central cholinergic neurotransmission. In the present study, six synthetic piperazine derivatives D1-D6 were screened for their efficacy as acetylcholinesterase inhibitors (AChEIs) through in silico and in vitro studies. Compound D2 was found to be a potential AChEI with adequate pharmacokinetic properties, as supported by in silico study. Further, in vivo studies were designed to examine the protective effect of piperazine derivative D2 (3 and 5 mg/kg for 6 weeks) in ameliorating the alterations induced by aluminium chloride (AlCl(3)) on behavioural and neurochemical indices. Behavioural tests (Morris water maze and elevated plus maze) revealed significant alterations in the short-term memory and anxiety levels in rats treated with AlCl(3), which was further improved after D2 treatment. Further, D2 treatment attenuated the neurotoxic effects of AlCl(3) as shown by the improvement in rats performance in Water maze test and in lowering AChE activity. Besides preventing lipid peroxidation and protein damage, changes in the levels of endogenous antioxidant enzymes (GST, GPx, GR and GSH) associated with AlCl3 administration were also restored upon treatment with D2. Thus, our results support the neuroprotective potential of compound D2, thus validating its use in alleviating toxic effects of aluminium.

  17. Synthesis and characterization of two organic cation hydrogensulfates: 1-(2,5-dimethylphenyl)piperazine-1,4-diium bis(hydrogensulfate) monohydrate (SI) and 1-(2,3-dimethylphenyl)piperazine-1,4-diium bis(hydrogensulfate) (SII)

    Science.gov (United States)

    Arbi, M.; Khedhiri, L.; Wojtaś, M.; Jeanneau, E.; Lefebvre, F.; Ben Nasr, C.

    2017-04-01

    Treatment of 1-(2,5-dimethylphenyl)piperazine and 1-(2,3-dimethylphenyl)piperazine with H2SO4 in 2:1 molar ratio at RT affords the corresponding sulfate salts [C12H20N2][HSO4]2·H2O (SI) and [C12H20N2][HSO4]2 (SII). These compounds have been characterized by X-ray diffraction, thermal analysis and spectroscopic investigations (IR and NMR). In the atomic arrangement of (SI) the HSO4- anions are associated by pairs linked to the water molecules forming corrugated ribbons, while in the (SII) structure, the pairs of the HSO4- anions form corrugated chains. Solid-state 13C and 15N CP-MAS NMR spectroscopies are in agreement with the X-ray structure. The vibrational absorption bands were identified by infrared spectroscopy. NMR peaks were attributed with the aid of DFT calculations. The electronic properties such as HOMO and LUMO energies were determined.

  18. 3D-QSAR and molecular docking analysis of (4-piperidinyl-piperazines as acetyl-CoA carboxylases inhibitors

    Directory of Open Access Journals (Sweden)

    Udghosh Singh

    2017-02-01

    Full Text Available Acetyl-CoA carboxylase (ACC is a crucial metabolic enzyme, which plays a vital role in fatty acid metabolism and obesity induced type 2 diabetes. Herein, we have performed 3D-QSAR and molecular docking analysis on a novel series of (4-piperidinyl-piperazines to design potent ACC inhibitors. This study correlates the ACC inhibitory activities of 68 (4-piperidinyl-piperazine derivatives with several stereo-chemical parameters representing steric, electrostatic, hydrophobic, hydrogen bond donor and acceptor fields. The CoMFA and CoMSIA models exhibited excellent rncv2 values of 0.974 and 0.985, and rcv2 values of 0.671 and 0.693, respectively. CoMFA predicted rpred2 of 0.910 and CoMSIA predicted rpred2 of 0.963 showed that the predicted values were in good agreement with experimental values. Glide5.5 program was used to explore the binding mode of inhibitors inside the active site of ACC. We have accordingly designed novel ACC inhibitors by utilising the LeapFrog and predicted with excellent inhibitory activity in the developed models.

  19. Expedite Protocol for Construction of Chiral Regioselectively N-Protected Monosubstituted Piperazine, 1,4-Diazepane, and 1,4-Diazocane Building Blocks

    DEFF Research Database (Denmark)

    Crestey, François; Witt, Matthias; Jaroszewski, Jerzy W.

    2009-01-01

    This paper describes the first study of solution-phase synthesis of chiral monosubstituted piperazine building blocks from nosylamide-activated aziridines. The protocol, involving aminolysis of the starting aziridines with ω-amino alcohols and subsequent Fukuyama−Mitsunobu cyclization, offers...

  20. Bis[N-(2-hydroxyethyl-N-isopropyldithiocarbamato-κ2S,S′](piperazine-κNcadmium: crystal structure and Hirshfeld surface analysis

    Directory of Open Access Journals (Sweden)

    Siti Artikah M. Safbri

    2016-02-01

    Full Text Available The title compound, [Cd(C6H12NOS22(C4H10N2], features a distorted square-pyramidal coordination geometry about the central CdII atom. The dithiocarbamate ligands are chelating, forming similar Cd—S bond lengths and define the approximate basal plane. One of the N atoms of the piperazine molecule, which adopts a chair conformation, occupies the apical site. In the crystal, supramolecular layers propagating in the ac plane are formed via hydroxy-O—H...O(hydroxy, hydroxy-O—H...N(terminal-piperazine and coordinated-piperazine-N—H...O(hydroxy hydrogen bonds; the layers also feature methine-C—H...S interactions and S...S [3.3714 (10 Å] short contacts. The layers stack along the b-axis direction with very weak terminal-piperazine-N—H...O(hydroxy interactions between them. An evaluation of the Hirshfeld surfaces confirms the importance of intermolecular interactions involving oxygen and sulfur atoms.

  1. Design, synthesis and biological estimation of 1-(benzoxazole-2-y1)piperazine and 4-(benzoxazole-2-yl)piperidine derivatives as potential α1-AR antagonists

    Institute of Scientific and Technical Information of China (English)

    Jia Bin Li; Lin Xia; Bin Wu; Tao Wang; Zhen Zhou Jiang

    2008-01-01

    Two series of 1-(benzoxazole-2-yl)piperazine(8a-i)and 4-(benzoxazole-2-yl)piperidine compounds(10a-i)were designed,synthesized and evaluated for their α1-AR antagonistic activities.Biological assay in vitro indicated that 10h showed slightly stronger α1-AR antagonistic activity to that of our lead compound 1.

  2. Coordination Chemistry and Structural Dynamics of a Long and Flexible Piperazine-Derived Ligand.

    Science.gov (United States)

    Hawes, Chris S; Hamilton, Sophie E; Hicks, Jamie; Knowles, Gregory P; Chaffee, Alan L; Turner, David R; Batten, Stuart R

    2016-07-05

    A long and highly flexible internally functionalized dipyridyl ligand α,α'-p-xylylenebis(1-(4-pyridylmethylene)-piper-4-azine), L, has been employed in the synthesis of a series of coordination polymer materials with Co(II), Cd(II), and Ag(I) ions. In poly-[Cd(L)(TPA)] 1 and poly-[Co(L)(IPA)], 2, (TPA = terephthalate, IPA = isophthalate) the ligand adopts a similar linear conformation to that seen in the structure of the unbound molecule and provides a long (2.6 nm) metal-metal bridging distance. Due to the mismatch of edge lengths with that provided by the carboxylate coligands, geometric distortions from the regular dia and (4,4) network geometries for 1 and 2, respectively, are observed. In poly-[Ag2(CF3SO3)2(L)], 3, the ligand coordinates through both pyridine groups and two of the four piperazine nitrogen donors, forming a high-connectivity 2-dimensional network. The compound poly-[Ag2(L)](BF4)2·2MeCN, 4, a porous 3-dimensional cds network, undergoes a fascinating and rapid single-crystal-to-single-crystal rearrangement on exchange of the acetonitrile guests for water in ambient air, forming a nonporous hydrated network poly-[Ag2(L)](BF4)2·2H2O, 5, in which the well-ordered guest water molecules mediate the rearrangement of the tetrafluoroborate anions and the framework itself through hydrogen bonding. The dynamics of the system are examined in greater detail through the preparation of a kinetic product, the dioxane-solvated species poly-[Ag2(L)](BF4)2·2C4H8O2, 6, which undergoes a slow conversion to 5 over the course of approximately 16 h, a transition which can be monitored in real time. The reverse transformation can also be observed on immersing the hydrate 5 in dioxane. The structural features and physical properties of each of the materials can be rationalized based on the flexible and multifunctional nature of the ligand molecule, as well as the coordination behavior of the chosen metal ions.

  3. Acemetacin cocrystals and salts: structure solution from powder X-ray data and form selection of the piperazine salt.

    Science.gov (United States)

    Sanphui, Palash; Bolla, Geetha; Nangia, Ashwini; Chernyshev, Vladimir

    2014-03-01

    Acemetacin (ACM) is a non-steroidal anti-inflammatory drug (NSAID), which causes reduced gastric damage compared with indomethacin. However, acemetacin has a tendency to form a less soluble hydrate in the aqueous medium. We noted difficulties in the preparation of cocrystals and salts of acemetacin by mechanochemical methods, because this drug tends to form a hydrate during any kind of solution-based processing. With the objective to discover a solid form of acemetacin that is stable in the aqueous medium, binary adducts were prepared by the melt method to avoid hydration. The coformers/salt formers reported are pyridine carboxamides [nicotinamide (NAM), isonicotinamide (INA), and picolinamide (PAM)], caprolactam (CPR), p-aminobenzoic acid (PABA), and piperazine (PPZ). The structures of an ACM-INA cocrystal and a binary adduct ACM-PABA were solved using single-crystal X-ray diffraction. Other ACM cocrystals, ACM-PAM and ACM-CPR, and the piperazine salt ACM-PPZ were solved from high-resolution powder X-ray diffraction data. The ACM-INA cocrystal is sustained by the acid⋯pyridine heterosynthon and N-H⋯O catemer hydrogen bonds involving the amide group. The acid⋯amide heterosynthon is present in the ACM-PAM cocrystal, while ACM-CPR contains carboxamide dimers of caprolactam along with acid-carbonyl (ACM) hydrogen bonds. The cocrystals ACM-INA, ACM-PAM and ACM-CPR are three-dimensional isostructural. The carboxyl⋯carboxyl synthon in ACM-PABA posed difficulty in assigning the position of the H atom, which may indicate proton disorder. In terms of stability, the salts were found to be relatively stable in pH 7 buffer medium over 24 h, but the cocrystals dissociated to give ACM hydrate during the same time period. The ACM-PPZ salt and ACM-nicotinamide cocrystal dissolve five times faster than the stable hydrate form, whereas the ACM-PABA adduct has 2.5 times faster dissolution rate. The pharmaceutically acceptable piperazine salt of acemetacin exhibits superior

  4. Synthesis and Crystal Structure of 1-[4-(Pyrimidin-2-yl)piperazin-1-ylmethyl]-1H-benzotriazole

    Institute of Scientific and Technical Information of China (English)

    HE Feng-Qi; WANG Bao-Lei; LI Zheng-Ming; SONG Hai-Bin

    2006-01-01

    The crystal structure of the title compound (C15H17N7, Mr = 295.36) has been determined by single-crystal X-ray diffraction. The crystal belongs to triclinic, space group (P) with a = 6.370(2), b = 9.830(3), c = 11.821(4) (A), α = 89.603(6), β = 86.018(6), γ = 85.850(6)°, V = 736.5(4) (A)3, Z = 2, F(000) = 312, Dc = 1.332 g/cm3, μ = 0.087 mm-1, the final R = 0.0476 and wR = 0.1079 for 1494 observed reflections with I > 2σ(I). X-ray analysis reveals that the piperazine ring of the title compound is in a chair conformation. In addition, in the crystal structure there also exist intramo- lecular C-H…N hydrogen bonds and intermolecular π-π interactions between benzotriazole rings.

  5. Effect of three component (aniline–formaldehyde and piperazine polymer on mild steel corrosion in hydrochloric acid medium

    Directory of Open Access Journals (Sweden)

    K.R. Ansari

    2015-10-01

    Full Text Available Polymeric Schiff base containing aniline, formaldehyde and piperazine (AFPP was synthesized and investigated as corrosion inhibitor for mild steel in 1 M HCl by weight loss measurements, electrochemical impedance spectroscopy (EIS and potentiodynamic polarization techniques. Experimental results showed that AFPP is an effective inhibitor for mild steel in 1 M HCl and exhibited 98% inhibition efficiency. Potentiodynamic polarization studies showed that AFPP is a mixed-type inhibitor predominantly cathodic type. The adsorption of inhibitor on the mild steel surface followed Langmuir adsorption isotherm. Activation energy (Ea, standard energy of adsorption (ΔG°ads, enthalpy of activation (ΔH∗, and entropy of activation (ΔS∗ of corrosion process were calculated and discussed.

  6. Dynamic simulation and analysis of a pilot-scale CO2 post-combustion capture unit using piperazine and MEA

    DEFF Research Database (Denmark)

    Gaspar, Jozsef; Ricardez-Sandoval, Luis; Jørgensen, John Bagterp

    2016-01-01

    show the results for the baseline 30 wt% MEA and the low energy piperazine (PZ) solutions. This analysis reveals that the absorber reaches steady-state faster using MEA compared to PZ. This is related to the shift of the mass transfer zone due to changes in temperature. The transient operation...... in the regeneration unit is somewhat similar while using both solvents: an initial fast decrease of the lean loading is followed by a slow transient period as the system approaches steady-state conditions. We show the presence of inverse response in the stripper column when the rich loading decreases or the feed......Post-combustion capture is a promising technology-for developing CO2 neutral power plants. However, to make it economically and technically feasible, capture plants must follow the fast and large load changes of the power plants without decreasing the overall performance of the plant. Dynamic...

  7. Proton-transfer supramolecular salts of D-/L-tartaric acid and 1-(2-Pyrimidyl)piperazine

    Science.gov (United States)

    Ding, Xue-Hua; Li, Yong-Hua; Wang, Shi; Huang, Wei

    2014-03-01

    Ionic supramolecular salts 1 and 2 were prepared by single-proton transfer reactions between 1-(2-pyrimidyl)piperazine and D-/L-tartaric acid. An interesting feature in the tartrate is the head-to-tail arrangement and very wide range of anionic substructures observed through hydrogen-bonding interactions, including ring motifs, infinite double zigzag chain and three-dimensional supramolecular framework. Thermal analysis revealed that salts 1 and 2 undergo an irreversible phase transition at about 158 °C, which is ascribed to the loss of water molecule. The temperature- and frequency-dependent dielectric constants in 2 suggested a low-frequency thermal fluctuation above 100 °C.

  8. Identification of high-affinity P2Y₁₂ antagonists based on a phenylpyrazole glutamic acid piperazine backbone.

    Science.gov (United States)

    Zech, Gernot; Hessler, Gerhard; Evers, Andreas; Weiss, Tilo; Florian, Peter; Just, Melitta; Czech, Jörg; Czechtizky, Werngard; Görlitzer, Jochen; Ruf, Sven; Kohlmann, Markus; Nazaré, Marc

    2012-10-25

    A series of novel, highly potent P2Y₁₂ antagonists as inhibitors of platelet aggregation based on a phenylpyrazole glutamic acid piperazine backbone is described. Exploration of the structural requirements of the substituents by probing the structure-activity relationship along this backbone led to the discovery of the N-acetyl-(S)-proline cyclobutyl amide moiety as a highly privileged motif. Combining the most favorable substituents led to remarkably potent P2Y₁₂ antagonists displaying not only low nanomolar binding affinity to the P2Y₁₂ receptor but also a low nanomolar inhibition of platelet aggregation in the human platelet rich plasma assay with IC₅₀ values below 50 nM. Using a homology and a three-dimensional quantitative structure-activity relationship model, a binding hypothesis elucidating the impact of several structural features was developed.

  9. Highly Stable Porous Covalent Triazine-Piperazine Linked Nanoflower as a Feasible Adsorbent for Flue Gas CO2 Capture

    KAUST Repository

    Das, Swapan Kumar

    2016-02-11

    Here, we report a porous covalent triazine-piperazine linked polymer (CTPP) featuring 3D nanoflower morphology and enhanced capture/removal of CO2, CH4 from air (N2), essential to control greenhouse gas emission and natural gas upgrading. 13C solid-state NMR and FTIR analyses and CHN and X-ray photoelectron spectroscopy (XPS) elemental analyses confirmed the integration of triazine and piperazine components in the network. Scanning electron microscopic (SEM) and transmission electron microscopic (TEM) analyses revealed a relatively uniform particle size of approximately 400 to 500 nm with 3D nanoflower microstructure, which was formed by the self-assembly of interwoven and slight bent nanoflake components. The material exhibited outstanding chemical robustness under acidic and basic medium and high thermal stability up to 773 K. The CTPP possess high surface area (779 m2/g) and single-component gas adsorption study exhibited enhanced CO2 and CH4 uptake of 3.48 mmol/g, 1.09 mmol/g, respectively at 273 K, 1 bar; coupled with high sorption selectivities for CO2/N2 and CH4/N2 of 128 and 17, respectively. The enriched Lewis basicity of the CTPP favors the interaction with CO2, which results in an enhanced CO2 adsorption capacity and high CO2/N2 selectivity. The binary mixture breakthrough study for the flue gas composition at 298 K showed a high CO2/N2 selectivity of 82. CO2 heats of adsorption for the CTPP (34 kJ mol−1) were realized at the borderline between strong physisorption and weak chemisorption (QstCO2; 25−50 kJ mol−1) and low Qst value for N2 (22.09 kJ mol−1), providing the ultimate validation for the high selectivity of CO2 over N2.

  10. (E-1-{4-[Bis(4-bromophenylmethyl]piperazin-1-yl}-3-(4-ethoxy-3-methoxyphenylprop-2-en-1-one

    Directory of Open Access Journals (Sweden)

    Yan Zhong

    2012-01-01

    Full Text Available In the title molecule, C29H30Br2N2O3, the piperazine ring has a chair conformation and the C=C double bond has an E conformation. The dihedral angle between the bromobenzene rings is 79.1 (3°. In the crystal, molecules are linked through C—H...O and C—H...Br hydrogen bonds.

  11. Development of a high-performance liquid chromatography with fluorescence detection method for quantification of piperazine in animal products by using precolumn derivatization.

    Science.gov (United States)

    Park, Jin-A; Zhang, Dan; Kim, Dong-Soon; Kim, Seong-Kwan; Cho, Sang-Hyun; Jeong, Daun; Kim, Jin-Suk; Shim, Jae-Han; Abd El-Aty, A M; Shin, Ho-Chul

    2016-04-01

    A new high-performance liquid chromatography with ​fluorescence detection (HPLC-FLD) method was developed for determination of piperazine residues in food animal products. Samples were extracted with formic acid in water and purified using the PCX cartridge. Following purification, the samples were derivatized using dansyl chloride, and the analyte was separated using water/acetonitrile as a mobile phase. The calibration curves showed good linearity over a concentration range of 20-120 ng/g with coefficient of determination (R(2))⩾0.996. The intra-day accuracy (presented as recovery %) and precision (presented as relative standard deviation, RSD %) were 81-97.3% and 0.83-6.87%, whereas, the inter-day values were 80.5-96.8% and 1.7-6.8%, respectively. The limit of quantification (LOQ) was 20 ng/g, which was considerably lower than the maximum residue limit (MRL). The developed method was used to monitor market samples, and piperazine was not detected in any of the samples. To our knowledge, this is the first study in which the detection of piperazine in various food and animal products by using a sensitive and reliable analytical method has been described.

  12. Design, synthesis, and structure-affinity relationships of regioisomeric N-benzyl alkyl ether piperazine derivatives as sigma-1 receptor ligands.

    Science.gov (United States)

    Moussa, Iman A; Banister, Samuel D; Beinat, Corinne; Giboureau, Nicolas; Reynolds, Aaron J; Kassiou, Michael

    2010-08-26

    A series of N-(benzofuran-2-ylmethyl)-N'-benzylpiperazines bearing alkyl or fluoroalkyl aryl ethers were synthesized and evaluated at various central nervous system receptors. Examination of in vitro sigma1 {[3H]+-pentazocine} and sigma2 ([3H]DTG) receptor binding profiles of piperazines 11-13 and 25-36 revealed several highly potent and sigma1 selective ligands, notably, N-(benzofuran-2-ylmethyl)-N'-(4'-methoxybenzyl)piperazine (13, Ki=2.7 nM, sigma2/sigma1=38) and N-(benzofuran-2-ylmethyl)-N'-(4'-(2''-fluoroethoxy)benzyl)piperazine (30, Ki=2.6 nM, sigma2/sigma1=187). Structural features for optimal sigma1 receptor affinity and selectivity over the sigma2 receptor were identified. On the basis of its favorable log D value, 13 was selected as a candidate for the development of a sigma1 receptor positron emission tomography radiotracer. [11C]13 showed high uptake in the brain and other sigma receptor-rich organs of a Papio hamadryas baboon. The in vivo evaluation of [11C]13 indicates that this radiotracer is a suitable candidate for imaging the sigma1 receptor in neurodegenerative processes.

  13. Embryonation and infectivity of Ascaris suum eggs isolated from worms expelled by pigs treated with albendazole , pyrantel pamoate, ivermectin or piperazine dihydrochloride.

    Science.gov (United States)

    Boes, J; Eriksen, L; Nansen, P

    1998-02-28

    The effect of anthelmintic treatment of pigs on the embryonation and infectivity of Ascaris suum eggs isolated from expelled worms was investigated. Four groups of two naturally infected pigs were dosed with albendazole, pyrantel pamoate, ivermectin or piperazine dihydrochloride, respectively. Following worm expulsion, the eggs were removed from the uteri of female worms and embryonated in sulphuric acid. The infectivity of the embryonated eggs was tested through mouse inoculation. Egg development appeared normal in cultures from worms of the piperazine. pyrantel and ivermectin treated groups. In the albendazole cultures, egg development was largely arrested at the one-cell stage (81%). Where development occurred, irregular cell division was observed and only 7% of the eggs in the culture developed into fullgrown larvae. Following mouse inoculation with 2500 embryonated eggs, significantly lower lung larval counts on day 8 post inoculation (p.i.) were observed for mice in the piperazine and pyrantel treated groups (P eggs from ivermectin and albendazole treated groups appeared fully infective for mice. It was concluded that ovicidal activity of albendazole in vivo inhibits subsequent A. suum egg development in vitro; albendazole is, therefore, not suitable to obtain worms for egg embryonation to produce experimental inoculums. The anthelmintic treatment of pigs with ivermectin had only a limited effect on both embryonation and infectivity of A. suum eggs isolated from expelled worms.

  14. Novel heteroleptic lanthanide organic frameworks containing pyridine-2,5-dicarboxylic acid and in situ generated piperazine-2,5-dicarboxylic acid from piperazine: Hydrothermal synthesis and luminescent properties

    Energy Technology Data Exchange (ETDEWEB)

    Ay, Burak [Department of Chemistry, Arts and Science Faculty, Çukurova University, 01330, Adana (Turkey); Yildiz, Emel, E-mail: eeyildiz@cu.edu.tr [Department of Chemistry, Arts and Science Faculty, Çukurova University, 01330, Adana (Turkey); Kani, İbrahim [Department of Chemistry, Anadolu University,26470, Eskişehir (Turkey)

    2016-01-15

    Two novel 3D lanthanide metal-organic frameworks [Ln(pydc)(pip){sub 1/2}(H{sub 2}O] (Ln=Ce (1) and Pr (2), H{sub 2}pydc=2,5-pyridinedicarboxylic acid, H{sub 2}pip=2,5-piperazinedicarboxylic acid have been synthesized under hydrothermal conditions and characterized by elemental analysis, IR spectroscopy, thermogravimetric analysis (TGA), powder X-ray diffractions (PXRD), and single-crystal X-ray diffractions. Field emission scanning electron microscopy (FESEM) was used for morphological analysis. Complexes are isostructural and feature interesting 3D frameworks. Both compounds crystallize in the monoclinic system, space group P2{sub 1}/c. Structural analyses of 1 and 2 show that Ln{sup 3+} ions connect with each other through H{sub 2}pydc and H{sub 2}pip. To the best of our knowledge, they are the first heteroleptic lanthanide polymers obtained through in situ 2,5-piperazinedicarboxylic acid syntheses. Moreover, thermal and luminescent properties of the compounds have been investigated. - Graphical abstract: Two novel 3D lanthanide metal-organic frameworks have been synthesized under hydrothermal conditions. Luminescent properties of the compounds in different temperatures have been also investigated. - Highlights: • New cerium and praseodymium coordination polymers based on N-O-bifunctional ligands have been synthesized In situ hydrothermal decarboxylation. • 2,5-pyridinedicarboxylic acid and piperazine were used as ligands. • In situ hydrothermal decarboxylation and formation of ligands were observed.

  15. 2-Benzazolyl-4-Piperazin-1-Ylsulfonylbenzenecarbohydroxamic Acids as Novel Selective Histone Deacetylase-6 Inhibitors with Antiproliferative Activity.

    Science.gov (United States)

    Wang, Lei; Kofler, Marina; Brosch, Gerald; Melesina, Jelena; Sippl, Wolfgang; Martinez, Elisabeth D; Easmon, Johnny

    2015-01-01

    We have screened our compound collection in an established cell based assay that measures the derepression of an epigenetically silenced transgene, the locus derepression assay. The screen led to the identification of 4-[4-(1-methylbenzimidazol-2-yl)piperazin-1-yl]sulfonylbenzenecarbohydroxamic acid (9b) as an active which was found to inhibit HDAC1. In initial structure activity relationships study, the 1-methylbenzimidazole ring was replaced by the isosteric heterocycles benzimidazole, benzoxazole, and benzothiazole and the position of the hydroxamic acid substituent on the phenyl ring was varied. Whereas compounds bearing a para substituted hydroxamic acid (9a-d) were active HDAC inhibitors, the meta substituted analogues (8a-d) were appreciably inactive. Compounds 9a-d selectively inhibited HDAC6 (IC50 = 0.1-1.0 μM) over HDAC1 (IC50 = 0.9-6 μM) and moreover, also selectively inhibited the growth of lung cancer cells vs. patient matched normal cells. The compounds induce a cell cycle arrest in the S-phase while induction of apoptosis is neglible as compared to controls. Molecular modeling studies uncovered that the MM-GBSA energy for interaction of 9a-d with HDAC6 was higher than for HDAC1 providing structural rationale for the HDAC6 selectivity.

  16. 2-Benzazolyl-4-Piperazin-1-Ylsulfonylbenzenecarbohydroxamic Acids as Novel Selective Histone Deacetylase-6 Inhibitors with Antiproliferative Activity

    Science.gov (United States)

    Wang, Lei; Kofler, Marina; Brosch, Gerald; Melesina, Jelena; Sippl, Wolfgang; Martinez, Elisabeth D.; Easmon, Johnny

    2015-01-01

    We have screened our compound collection in an established cell based assay that measures the derepression of an epigenetically silenced transgene, the locus derepression assay. The screen led to the identification of 4-[4-(1-methylbenzimidazol-2-yl)piperazin-1-yl]sulfonylbenzenecarbohydroxamic acid (9b) as an active which was found to inhibit HDAC1. In initial structure activity relationships study, the 1-methylbenzimidazole ring was replaced by the isosteric heterocycles benzimidazole, benzoxazole, and benzothiazole and the position of the hydroxamic acid substituent on the phenyl ring was varied. Whereas compounds bearing a para substituted hydroxamic acid (9a-d) were active HDAC inhibitors, the meta substituted analogues (8a-d) were appreciably inactive. Compounds 9a-d selectively inhibited HDAC6 (IC50 = 0.1–1.0μM) over HDAC1 (IC50 = 0.9–6μM) and moreover, also selectively inhibited the growth of lung cancer cells vs. patient matched normal cells. The compounds induce a cell cycle arrest in the S-phase while induction of apoptosis is neglible as compared to controls. Molecular modeling studies uncovered that the MM-GBSA energy for interaction of 9a-d with HDAC6 was higher than for HDAC1 providing structural rationale for the HDAC6 selectivity. PMID:26698121

  17. Formation of Diastereoisomeric Piperazine-2,5-dione from dl-Alanine in the Presence of Olivine and Water

    Science.gov (United States)

    Fuchida, Shigeshi; Naraoka, Hiroshi; Masuda, Harue

    2017-03-01

    dl-Alanine (Ala) was heated with/without powdered olivine and water at 120 °C for 8 days to investigate the formation of the diastereoisomers of piperazine-2,5-dione (diketopiperazine, DKP). When only dl-Ala was heated with a small amount of water, 3.0 % of dl-Ala changed to cis- and trans-DKP after 8 days. DKPs were not detected after heating when no water was added. The presence of a small amount of water is important factor controlling peptide production rates under thermal conditions. When DL-Ala was heated with olivine powder for 8 days, the yields of cis- and trans-DKP were 6.8 and 4.9 %, respectively. The high yield of cis-DKP compared with trans-DKP was attributed to greater thermal stability of cis-DKP. After heating for 8 days, the diastereoisomeric excess of cis-DKP without olivine was 7.3 %, whereas a much higher value of 16.3 % was obtained in the presence of olivine. Taken together, these results show that olivine is not only an efficient catalyst for the formation of DKPs but that it also play a significant role in determining the diastereoisomer selectivity of these cyclic dipeptides.

  18. Formation of Diastereoisomeric Piperazine-2,5-dione from uc(dl)-Alanine in the Presence of Olivine and Water

    Science.gov (United States)

    Fuchida, Shigeshi; Naraoka, Hiroshi; Masuda, Harue

    2016-04-01

    uc(dl)-Alanine (Ala) was heated with/without powdered olivine and water at 120 °C for 8 days to investigate the formation of the diastereoisomers of piperazine-2,5-dione (diketopiperazine, DKP). When only uc(dl)-Ala was heated with a small amount of water, 3.0 % of uc(dl)-Ala changed to cis- and trans-DKP after 8 days. DKPs were not detected after heating when no water was added. The presence of a small amount of water is important factor controlling peptide production rates under thermal conditions. When DL-Ala was heated with olivine powder for 8 days, the yields of cis- and trans-DKP were 6.8 and 4.9 %, respectively. The high yield of cis-DKP compared with trans-DKP was attributed to greater thermal stability of cis-DKP. After heating for 8 days, the diastereoisomeric excess of cis-DKP without olivine was 7.3 %, whereas a much higher value of 16.3 % was obtained in the presence of olivine. Taken together, these results show that olivine is not only an efficient catalyst for the formation of DKPs but that it also play a significant role in determining the diastereoisomer selectivity of these cyclic dipeptides.

  19. Experimental and In-Silico Investigation of Anti-Microbial Activity of 1-Chloro-2-Isocyanatoethane Derivatives of Thiomorpholine, Piperazine and Morpholine

    Science.gov (United States)

    Nwuche, Charles O.; Ujam, Oguejiofo T.; Ibezim, Akachukwu; Ujam, Ifeoma B.

    2017-01-01

    The Antibiogram properties of 1-chloro-2-isocyanatoethane derivatives of thiomorpholine (CTC), piperazine (CPC) and morpholine (CMC) were evaluated by the approved agar well diffusion, the minimum inhibitory concentration (MIC) and in silico techniques. A total of fourteen microbial cultures consisting of ten bacteria and four yeast strains were used in the biological study while affinity of the compounds for DNA gyrase, a validated antibacterial drug target, was investigated by docking method. Results indicate that both thiomorpholine and piperazine had zero activity against the Gram negative organisms tested. With morpholine, similar result was obtained except that cultures of Escherichia coli (ATCC 15442) and Salmonella typhi (ATCC 6539) presented with weak sensitivity (7–8 mm) as shown by the inhibition zone diameter (IZD) measurement. The Gram positive organisms were more sensitive to morpholine than the other compounds. The highest IZD values of 15–18 mm were achieved except for Streptococcus pneumoniae (ATCC 49619) in which mobility of the compound stopped after 12 mm. S. pneumoniae was resistant to both thiomorpholine and piperazine. The yeast strains were not sensitive to any of the studied compounds investigated. The MIC tests evaluated against a reference antibiotic show that while morpholine was most active at 4 μg.ml-1 against both B. cereus ATCC (14579) and B. subtilis, the least active compound was thiomorpholine which inhibited S. aureus (ATCC 25923) at 64 μg.ml-1. The three compounds demonstrated high affinity for the target protein (DNA gyrase) ranging from -4.63 to -5.64 Kcal/mol and even showed better ligand efficiencies than three known antibiotics; chlorobiocin, ciprofloxacin and tetracycline. This study identified the studied compounds as potential antibiotic leads with acceptable physicochemical properties and gave the molecular basis for the observed interactions between the compounds and the target protein which can be harnessed in

  20. Crystal structure of an unknown solvate of (piperazine-κN{5,10,15,20-tetrakis[4-(benzoyloxyphenyl]porphyrinato-κ4N}zinc

    Directory of Open Access Journals (Sweden)

    Soumaya Nasri

    2016-07-01

    Full Text Available The title compound, [Zn(C72H44N4O8(C4H10N2] or [Zn(TPBP(pipz] (where TPBP and pipz are 5,10,15,20-tetrakis[4-(benzoyloxyphenyl]porphyrinato and piperazine ligands respectively, features a distorted square-pyramidal coordination geometry about the central ZnII atom. This central atom is chelated by the four N atoms of the porphyrinate anion and further coordinated by a nitrogen atom of the piperazine axial ligand, which adopts a chair confirmation. The average Zn—N(pyrrole bond length is 2.078 (7 Å and the Zn— N(pipz bond length is 2.1274 (19 Å. The zinc cation is displaced by 0.4365 (4 Å from the N4C20 mean plane of the porphyrinate anion toward the piperazine axial ligand. This porphyrinate macrocycle exhibits major saddle and moderate ruffling deformations. In the crystal, the supramolecular structure is made by parallel pairs of layers along (100, with an interlayer distance of 4.100 Å while the distance between two pairs of layers is 4.047 Å. A region of electron density was treated with the SQUEEZE [Spek (2015. Acta Cryst. C71, 9–18] procedure in PLATON following unsuccessful attempts to model it as being part of disordered n-hexane solvent and water molecules. The given chemical formula and other crystal data do not take into account these solvent molecules.

  1. Strong effect of copper(II) coordination on antiproliferative activity of thiosemicarbazone-piperazine and thiosemicarbazone-morpholine hybrids.

    Science.gov (United States)

    Bacher, Felix; Dömötör, Orsolya; Chugunova, Anastasia; Nagy, Nóra V; Filipović, Lana; Radulović, Siniša; Enyedy, Éva A; Arion, Vladimir B

    2015-05-21

    In this study, 2-formylpyridine thiosemicarbazones and three different heterocyclic pharmacophores were combined to prepare thiosemicarbazone–piperazine mPip-FTSC (HL1) and mPip-dm-FTSC (HL2), thiosemicarbazone–morpholine Morph-FTSC (HL3) and Morph-dm-FTSC (HL4), thiosemicarbazone–methylpyrrole-2-carboxylate hybrids mPyrr-FTSC (HL5) and mPyrr-dm-FTSC (HL6) as well as their copper(II) complexes [CuCl(mPipH-FTSC-H)]Cl (1 + H)Cl, [CuCl(mPipH-dm-FTSC-H)]Cl (2 + H)Cl, [CuCl(Morph-FTSC-H)] (3), [CuCl(Morph-dm-FTSC-H)] (4), [CuCl(mPyrr-FTSC-H)(H2O)] (5) and [CuCl(mPyrr-dm-FTSC-H)(H2O)] (6). The substances were characterized by elemental analysis, one- and two-dimensional NMR spectroscopy (HL1–HL6), ESI mass spectrometry, IR and UV–vis spectroscopy and single crystal X-ray diffraction (1–5). All compounds were prepared in an effort to generate potential antitumor agents with an improved therapeutic index. In addition, the effect of structural alterations with organic hybrids on aqueous solubility and copper(II) coordination ability was investigated. Complexation of ligands HL2 and HL4 with copper(II) was studied in aqueous solution by pH-potentiometry, UV–vis spectrophotometry and EPR spectroscopy. Proton dissociation processes of HL2 and HL4 were also characterized in detail and microscopic constants for the Z/E isomers were determined. While the hybrids HL5, HL6 and their copper(II) complexes 5 and 6 proved to be insoluble in aqueous solution, precluding antiproliferative activity studies, the thiosemicarbazone–piperazine and thiosemicarbazone–morpholine hybrids HL1–HL4, as well as copper(II) complexes 1–4 were soluble in water enabling cytotoxicity assays. Interestingly, the metal-free hybrids showed very low or even a lack of cytotoxicity (IC50 values > 300 μM) in two human cancer cell lines HeLa (cervical carcinoma) and A549 (alveolar basal adenocarcinoma), whereas their copper(II) complexes were cytotoxic showing IC50 values from 25.5 to 65.1

  2. Review of New Piperazine-type Psychoactive Substances%哌嗪类新精神活性物质综述

    Institute of Scientific and Technical Information of China (English)

    常颖; 胡羽鹏; 赵阳; 贺剑锋; 郑珲; 高利生

    2016-01-01

    新精神活性物质是通过对现有管制的毒品分子结构进行微小修饰或改变的化合物,其毒性和危害性不亚于传统毒品,但未受到法律管制。新精神活性物质主要分为7大类,哌嗪类是其中较重要的一类。哌嗪类新精神活性物质是2000年初在新西兰作为摇头丸的替代品大规模使用,2004年后在欧洲普遍流行。本文着重对哌嗪类新精神活性物质进行了详细地综述,并选取哌嗪类的典型代表——1-卞基哌嗪(简称BZP),从概述、合法用途、非法生产和使用、药理学、药效学、吸食效果、毒性、成瘾性和法律监管等方面进行详细阐述。%ABSTRACT:New psychoactive substance, made from a slight modiifcation or change through the drug molecular structure, shows its toxicity and harmfulness no less than the traditional drugs, yet not under legal control. New psychoactive substance can be divided into seven categories, with piperazine as the one of more important. The large scale use of synthetic derivatives of piperazine as substitutes or mimics of “ecstasy” started in New Zealand in the early 2000s and became common in Europe after 2004. In this paper, the information about the piperazine-type substances was summarized, and 1-benzyl piperazine (BZP) setected as a typical representative. This review includes the conception, legal use, illegal production, pharmacology, pharmacodynamics, effects, toxicity, addictive effects and legal surveillance.

  3. Investigation of the mode of binding of a novel series of N-benzyl-4-heteroaryl-1-(phenylsulfonyl)piperazine-2-carboxamides to the hepatitis C virus polymerase

    Energy Technology Data Exchange (ETDEWEB)

    Gentles, Robert G.; Sheriff, Steven; Beno, Brett R.; Wan, Changhong; Kish, Kevin; Ding, Min; Zheng, Xiaofan; Chupak, Louis; Poss, Michael A.; Witmer, Mark R.; Morin, Paul; Wang, Ying-Kai; Rigat, Karen; Lemm, Julie; Voss, Stacey; Liu, Mengping; Pelosi, Lenore; Roberts, Susan B.; Gao, Min; Kadow, John F. (BMS)

    2013-11-20

    Structure based rationales for the activities of potent N-benzyl-4-heteroaryl-1-(phenylsulfonyl)piperazine-2-carboxamide inhibitors of the hepatitis C viral polymerase are described herein. These compounds bind to the hepatitis C virus non-structural protein 5B (NS5B), and co-crystal structures of select examples from this series with NS5B are reported. Comparison of co-crystal structures of a potent analog with both NS5B genotype 1a and genotype 1b provides a possible explanation for the genotype-selectivity observed with this compound class and suggests opportunities for the further optimization of the series.

  4. N-phenylpropyl-N'-substituted piperazines occupy sigma receptors and alter methamphetamine-induced hyperactivity in mice.

    Science.gov (United States)

    Miller, Dennis K; Park, Eric S; Lever, Susan Z; Lever, John R

    This study examined the effect of the N-phenylpropyl-N'-substituted piperazine ligands SA4503 (3.4-dimethoxyphenethyl), YZ-067 (4-methoxyphenethyl), YZ-185 (3-methoxyphenethyl) and Nahas-3h (4-methoxybenzyl) on methamphetamine-induced hyperactivity in mice. In a previous study in rats, SA4503 increased methamphetamine-induced hyperactivity at a lower ligand dose and enhanced it at a higher dose. The other ligands have not been investigated in this assay. Presently, mice were administered sigma ligands, and specific [(125)I]E-IA-DM-PE-PIPZE and [(125)I]RTI-121 binding was measured to determine σ1 sigma receptor and dopamine transporter occupancy, respectively. Mice were also administered sigma ligands followed by methamphetamine, and locomotor activity was measured. Each of the ligands occupied σ1 sigma receptors (ED50=0.2-0.6μmol/kg) with similar potency, but none occupied the transporter (ED50>10μmol/kg). At the highest dose tested (31.6μmol/kg) all four sigma ligands significantly attenuated methamphetamine-induced hyperactivity. Interestingly, SA4503, YZ-067 and Nahas-3h, but not YZ-185, enhanced methamphetamine-induced hyperactivity at lower ligand doses (1-3.16μmol/kg). These results suggest that these ligands function as stimulant agonists at lower doses and as antagonists at higher does, with subtle changes in the substitution pattern at the 3- and 4-positions of the phenethyl group contributing to the nature of the interactions. Overall, these data indicate a complex role for σ1 sigma receptor ligands in methamphetamine's behavioral effects. Copyright © 2016 Elsevier Inc. All rights reserved.

  5. Synthesis and anticancer activities of 4-(4-substituted piperazin)-5,6,7-trialkoxy quinazoline derivatives.

    Science.gov (United States)

    Zhang, Ying; Huang, Yin-Jiu; Xiang, Hong-Mei; Wang, Pei-Yi; Hu, De-Yu; Xue, Wei; Song, Bao-An; Yang, Song

    2014-05-01

    A series of 4-(4-substituted piperazin)-5,6,7-trialkoxy quinazoline was prepared by conventional heating methods. Among these compounds, the crystal structure of compound 10o (CCDC: 916922) was determined by X-ray crystallography. Bioassay results showed that most target compounds had certain inhibition activities against proliferation of tumor cells, and some compounds even had good broad-spectrum inhibition activities. The ethoxyl series of compounds possessed higher inhibition activities against tumor cells than the methoxyl series of compounds. Bioactivity tests showed that the IC50 values of compound 10s against PC3, MGC803, A375, and A549 cells were 1.8, 2.8, 1.3, and 2.9 μΜ, respectively, which were much higher than those of commercial gefitinib (7.2, 7.6, 7.2, and 9.8 μM, respectively). Conversely, the IC50 values of compound 10s were very low against NH3T3, indicating only weak effect on normal cells as also proven by lactate dehydrogenase and acridine orange/ethidium bromide staining. Analyses of cell configuration and cell cycle revealed that compound 10s possibly caused cells to remain at G0/G1 phase by inhibiting cell proliferation for 24 h. Compound 10s also inhibited the phosphorylation of ERK1/2 and P38 with obvious concentration dependence. Thus, these compounds can inhibit the proliferation of A549 cells through the interruption of ERK1/2 and P38signaling pathways.

  6. Synthesis and Structure-Activity Relationship Analysis of 5-HT7 Receptor Antagonists: Piperazin-1-yl Substituted Unfused Heterobiaryls

    Directory of Open Access Journals (Sweden)

    Lucjan Strekowski

    2016-03-01

    Full Text Available A series of piperazin-1-yl substituted unfused heterobiaryls was synthesized as ligands of the 5-HT7 receptors. The goal of this project was to elucidate the structural features that affect the 5-HT7 binding affinity of this class of compounds represented by the model ligand 4-(3-furyl-2-(4-methylpiperazin-1-ylpyrimidine (2. The SAR studies included systematical structural changes of the pyrimidine core moiety in 2 to quinazoline, pyridine and benzene, changes of the 3-furyl group to other heteroaryl substituents, the presence of various analogs of the 4-methylpiperazin-1-yl group, as well as additional substitutions at positions 5 and 6 of the pyrimidine. Substitution of position 6 of the pyrimidine in the model ligand with an alkyl group results in a substantial increase of the binding affinity (note a change in position numbers due to the nomenclature rules. It was also demonstrated that 4-(3-furyl moiety is crucial for the 5-HT7 binding affinity of the substituted pyrimidines, although, the pyrimidine core can be replaced with a pyridine ring without a dramatic loss of the binding affinity. The selected ethylpyrimidine (12 and butylpyrimidine (13 analogs of high 5-HT7 binding affinity showed antagonistic properties in cAMP functional test and varied selectivity profile—compound 12 can be regarded as a dual 5-HT7/5-HT2AR ligand, and 13 as a multi-receptor (5-HT7, 5-HT2A, 5-HT6 and D2 agent.

  7. Synthesis, crystal structure and magnetic properties of 1-(2,5-dimethylphenyl)piperazine-1,4-dium tetrachloridocuprate(II)

    Indian Academy of Sciences (India)

    L KHEDHIRI; JIN-XIAO MI; M RZAIGUI; C BEN NASR

    2016-06-01

    The synthesis and physico-chemical characterization of a novel organic-inorganic hybrid material,1-(2,5-dimethylphenyl)piperazine-1,4-dium tetrachloridocuprate(II), have been reported. This compoundcrystallizes in the monoclinic system with the space group of P21/n and cell parameters a = 9.833(3),b = 16.337(2), c = 10.452(3) Å,β = 102.13(4) ◦, Z = 4 and V = 1641.5(7)Å3. In the title salt,$(C_{12}H_{20}N_{2})$ $[CuCl^{4}]$, the geometry of the $CuCl^{ 2−}$4 ion is intermediate between tetrahedral and square planar. Inthe atomic arrangement tetrachlorocuprate anions and the piperazine-1,4-dium cations are held together via NH. . .Cl and C-H. . .Cl to give a 1-D hybrid chain running along the a-axis. The six-membered piperazinediumring adopts a chair conformation. The vibrational absorption bands were identified by infrared spectroscopy.Magnetic measurements reveal that moderate antiferromagnetic (AF) Cu–Cu interactions dominate in thetitle compound.

  8. 1-[Bis(4-fluorophenylmethyl]-4-[(2Z-3-phenylprop-2-en-1-yl]piperazine-1,4-diium dichloride hemihydrate

    Directory of Open Access Journals (Sweden)

    S. Shivaprakash

    2014-06-01

    Full Text Available The asymmetric unit of the title monohydrated salt, 2C26H28F2N22+·4Cl−.H2O, consists of a 1-[bis(4-fluorophenylmethyl]-4-[(2Z-3-phenylprop-2-en-1-yl]piperazine-1,4-diium cation with a diprotonated piperizine ring in close proximity to two chloride anions and a single water molecule that lies on a twofold rotation axis. In the cation, the piperazine ring adopts a slightly distorted chair conformation. The dihedral angles between the phenyl ring and the 4-fluorophenyl rings are 89.3 (9 and 35.0 (5°. The two fluorophenyl rings are inclined at 65.0 (5° to one another. In the crystal, N—H...Cl hydrogen bonds and weak C—H...Cl intermolecular interactions link the molecules into chains along [010]. In addition, weak C—H...O interactions between the piperizine and prop-2-en-1-yl groups with the water molecule, along with weak C—H...Cl interactions between the prop-2en-1-yl and methyl groups with the chloride ions, weak C—H...F interactions between the two fluorophenyl groups and weak O—H...Cl interactions between the water molecule and chloride ions form a three-dimensional supramolecular network.

  9. Synthesis and evaluation of 1-[2-(4-[(11)C]methoxyphenyl)phenyl]piperazine for imaging of the serotonin 5-HT7 receptor in the rat brain.

    Science.gov (United States)

    Shimoda, Yoko; Yui, Joji; Xie, Lin; Fujinaga, Masayuki; Yamasaki, Tomoteru; Ogawa, Masanao; Nengaki, Nobuki; Kumata, Katsushi; Hatori, Akiko; Kawamura, Kazunori; Zhang, Ming-Rong

    2013-09-01

    1-[2-(4-Methoxyphenyl)phenyl]piperazine (4) is a potent serotonin 5-HT7 receptor antagonist (Ki=2.6nM) with a low binding affinity for the 5-HT1A receptor (Ki=476nM). As a potential positron emission tomography (PET) radiotracer for the 5-HT7 receptor, [(11)C]4 was synthesized at high radiochemical yield and specific activity, by O-[(11)C]methylation of 2'-(piperazin-1-yl)-[1,1'-biphenyl]-4-ol (6) with [(11)C]methyl iodide. Autoradiography revealed that [(11)C]4 showed in vitro specific binding with 5-HT7 in the rat brain regions, such as the thalamus which is a region with high 5-HT7 expression. Metabolite analysis indicated that intact [(11)C]4 in the brain exceeded 90% of the radioactive components at 15min after the radiotracer injection, although two radiolabeled metabolites were found in the rat plasma. The PET study of rats showed moderated uptake of [(11)C]4 in the brain (1.2SUV), but no significant regional difference in radioactivity in the brain. Pretreatment with 5-HT7-selective antagonist SB269970 (3) did not decrease the uptake of [(11)C]4 in the rat brain. Further studies are warranted that focus on the development of PET ligand candidates with higher binding affinity for 5-HT7 and higher in vivo stability in brain than 4.

  10. Here today, gone tomorrow…and back again? A review of herbal marijuana alternatives (K2, Spice), synthetic cathinones (bath salts), kratom, Salvia divinorum, methoxetamine, and piperazines.

    Science.gov (United States)

    Rosenbaum, Christopher D; Carreiro, Stephanie P; Babu, Kavita M

    2012-03-01

    Despite their widespread Internet availability and use, many of the new drugs of abuse remain unfamiliar to health care providers. The herbal marijuana alternatives, like K2 or Spice, are a group of herbal blends that contain a mixture of plant matter in addition to chemical grade synthetic cannabinoids. The synthetic cathinones, commonly called "bath salts," have resulted in nationwide emergency department visits for severe agitation, sympathomimetic toxicity, and death. Kratom, a plant product derived from Mitragyna speciosa Korth, has opioid-like effects, and has been used for the treatment of chronic pain and amelioration of opioid-withdrawal symptoms. Salvia divinorum is a hallucinogen with unique pharmacology that has therapeutic potential but has been banned in many states due to concerns regarding its psychiatric effects. Methoxetamine has recently become available via the Internet and is marked as "legal ketamine." Moreover, the piperazine derivatives, a class of amphetamine-like compounds that includes BZP and TMFPP, are making a resurgence as "legal Ecstasy." These psychoactives are available via the Internet, frequently legal, and often perceived as safe by the public. Unfortunately, these drugs often have adverse effects, which range from minimal to life-threatening. Health care providers must be familiar with these important new classes of drugs. This paper discusses the background, pharmacology, clinical effects, detection, and management of synthetic cannabinoid, synthetic cathinone, methoxetamine, and piperazine exposures.

  11. Synthesis and Characterization of Polystyrene-Supported Piperazine-Substituted Triazoles by CuAAC and First Evaluation for Metal Ion Extraction

    Directory of Open Access Journals (Sweden)

    Riadh Slimi

    2016-05-01

    Full Text Available The goal of this work was to synthesize substituted polystyrene for metal extraction and/or depollution by introduction of substituted piperazines as chelatants starting from Merrifield polymer. After transformation of Merrifield’s resin in azidomethyl polystyrene, click-chemistry using copper (I-catalyzed Huisgen’s reaction (CuAAC was performed to prepare different polymers grafted with 1,4-triazoles bearing the piperazines, containing an alkyne as the other counterpart in the CuAAC. The polymers were then first tested for their efficiency to remove various metal ions from neutral aqueous solutions (Fe3+, Ni2+, Cu2+, Zn2+ and Pb2+. The polymers were found to extract Ni2+ and Zn2+ with low efficiencies ≤40%. For Fe3+ and Cu2+, the average extraction was around 80%, and for Pb2+ around 50%. The global selectivity for these polymers was found to be in the order of Fe3+ ≥ Cu2+ > Pb2+ >> Ni2+ > Zn2+.

  12. Synthesis, radiolabeling and in vivo evaluation of [11C](R)-1-[4-[2-(4-methoxyphenyl)phenyl]piperazin-1-yl]-3-(2-pyrazinyloxy)-2-propanol, a potential PET radioligand for the 5-HT7 receptor

    DEFF Research Database (Denmark)

    Hansen, Hanne Demant; Lacivita, Enza; Di Pilato, Pantaleo

    2014-01-01

    In the search for a novel serotonin 7 (5-HT7) receptor PET radioligand we synthesized and evaluated a new series of biphenylpiperazine derivatives in vitro. Among the studied compounds, (R)-1-[4-[2-(4-methoxyphenyl)phenyl]piperazin-1-yl]-3-(2-pyrazinyloxy)-2-propanol ((R)-16), showed the best com...

  13. Alternative methods for labeling the 5-HT1A receptor agonist, 1-[2-(4-fluorobenzoylamino)ethyl]-4-(7-methoxynaphthyl)piperazine (S14506), with carbon-11 or fluorine-18

    NARCIS (Netherlands)

    Lu, SY; Hong, J; Musachio, JL; Chin, FT; Vermeulen, ES; Wikstrom, HV; Pike, VW

    2005-01-01

    1-[2-(4-Fluorobenzoylamino)ethyl]-4-(7-methoxynaphthyl)piperazine (S14506) is one of the most potent and selective agonists at 5-HT1A receptors. For the purpose of prospective 5-HT1A receptor imaging with positron emission tomography and the investigation of radioligand metabolic pathways, S14506 wa

  14. Synthesis of some derivatives of 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(piperazin-1-yl)-3-quino linecarbo xylic acid (norfloxacin) as potential antibacterial agents.

    Science.gov (United States)

    Pappalardo, M; Omodei-Salè, A; Zanuso, G; Gutierrez, A; Moujir, L; De Las Heras, F G

    1988-06-01

    Twelve new fluoroquinolones, structurally related to norfloxacin, have been synthesized in order to investigate the effect of substituents at the secondary nitrogen of the piperazine ring on antimicrobial activity. The new substances (carbamates, isoureas, guanidines, ureas and cyanamides) tested on a variety of gram-positive and gram-negative organisms showed lower activity than the model compound.

  15. Investigation of the effects of 'piperazine-containing party pills' and dexamphetamine on interhemispheric communication using electroencephalography.

    Science.gov (United States)

    Lee, HeeSeung; Wang, Grace Y; Curley, Louise E; Kydd, Rob R; Kirk, Ian J; Russell, Bruce R

    2016-08-01

    'Piperazine-containing party pills' were marketed and sold as legal alternatives to methamphetamine and 3,4-methylenedioxymethamphetamine (MDMA) until 2008 in New Zealand. The major constituents of these 'pills' were benzylphenylpiperazine (BZP) and trifluoromethylphenylpiperazine (TFMPP). Despite their popularity, there is a paucity of knowledge about their central effects in humans. This study investigated their effects on human neural processing using electroencephalographic techniques. A randomised, double-blind, placebo-controlled study investigated the effects of an acute dose of these compounds on the interhemispheric transfer of information (IHTT) using the Poffenberger task. Reaction time data were also collected. Healthy, right-handed males were given an oral dose of either BZP (n = 13) (200 mg), TFMPP (n = 15) (60 mg), a combination of BZP + TFMPP (n = 15) (100 mg/30 mg), dexamphetamine (n = 16) (20 mg), or placebo (n = 23) and tested both before and 120 min after drug administration. A mixed factorial repeated measures analysis of variance of absolute N160 latency and contrast analysis revealed that only TFMPP (F (1,77) = 17.30, p ≤ 0.001) significantly reduced the absolute N160 latency. Analysis of the IHTT revealed that only TFMPP (F (1,77) = 5.266, p ≤ 0.02) significantly reduced the IHTT, while BZP, BZP + TFMPP and dexamphetamine had no effect. Contrast analysis revealed that both TFMPP (F (1,77) = 17.30, p ≤ 0.001) and placebo (F (1,77) = 15.08, p ≤ 0.001) preserved the laterality of information transfer from one hemisphere to the other. Reaction time (p > 0.05) was not significantly affected by any of the drug treatments. The usual directional asymmetry (i.e. faster R-to-L transfer relative to L-to-R) observed in healthy control group was absent following the administration of either BZP, BZP + TFMPP or dexamphetamine. Surprisingly, lateralised hemispheric function was not

  16. Synthesis, computational studies and preliminary pharmacological evaluation of 2-[4-(aryl substituted piperazin-1-yl]-N-benzylacetamides as potential antipsychotics

    Directory of Open Access Journals (Sweden)

    Sushil Kumar

    2016-11-01

    Full Text Available A series of 2-[4-(aryl substituted piperazin-1-yl]-N-benzylacetamides were synthesized and the target compounds (3a–j were evaluated for atypical antipsychotic activity by studying apomorphine induced climbing behavior, 5-HTP induced head twitches behavior and catalepsy in mice. The physicochemical similarity of the target compounds with respect to standard drugs clozapine, ketanserin and risperidone was assessed by calculating from a set of physicochemical properties using software programs. The test compounds (3a–j demonstrated good similarity values with respect to the standard drugs. Among them, compound 3b has emerged as an important lead compound showing potential atypical antipsychotic-like profile.

  17. Poly[[[(1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl-1,4-dihydroquinoline-3-carboxylatomanganese(II]-μ3-4,4′-oxydibenzoato] monohydrate

    Directory of Open Access Journals (Sweden)

    Jun Hong

    2008-01-01

    Full Text Available In the title compound, {[Mn(C16H18N3O3(C14H8O5]·H2O}n, the unique MnII ion is coordinated by two O atoms from a chelating 1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl-1,4-dihydroquinoline-3-carboxylate ligand and three O atoms from three 4,4′-oxydibenzoate ligands, forming a distorted square-pyramidal coordination environment. In the crystal structure, centrosymmetric dinuclear manganese units are linked via 4,4′-oxydibenzoate ligands into one-dimensional chains; these chains are, in turn, connected via intermolecular N—H...O and O—H...O hydrogen bonds to form a two-dimensional supramolecular network. The O atom of the solvent water molecule is disordered over two sites with equal occupancies; the attached H atoms are common to both sites.

  18. Design, synthesis, and biological evaluation of pirenzepine analogs bearing a 1,2-cyclohexanediamine and perhydroquinoxaline units in exchange for the piperazine ring as antimuscarinics.

    Science.gov (United States)

    Minarini, Anna; Marucci, Gabriella; Bellucci, Cristina; Giorgi, Gianluca; Tumiatti, Vincenzo; Bolognesi, Maria Laura; Matera, Riccardo; Rosini, Michela; Melchiorre, Carlo

    2008-08-01

    Pirenzepine (2) is one of the most selective muscarinic M(1) versus M(2) receptor antagonists known. A series of 2 analogs, in which the piperazyl moiety was replaced by a cis- and trans-cyclohexane-1,2-diamine (3-6) or a trans- and cis-perhydroquinoxaline rings (7 and 8) were prepared, with the aim to investigate the role of the piperazine ring of 2 in the interaction with the muscarinic receptors. The structural change leading to compounds 3-6 abolished in binding assays the muscarinic M(1)/M(2) selectivity of 2, due to an increased M(2) affinity. Rather, compounds 3-6 displayed a reversed selectivity showing more affinity at the muscarinic M(2) receptor than at all the other subtypes tested.

  19. 1-(2-Hydroxyethyl-4-{3-[(E-2-(trifluoromethyl-9H-thioxanthen-9-ylidene]propyl}piperazine-1,4-diium bis(3-carboxyprop-2-enoate

    Directory of Open Access Journals (Sweden)

    M. S. Siddegowda

    2011-08-01

    Full Text Available In the title salt, C23H27F3N2OS+·2C4H3O4−, a non-merohedral twin [ratio of the twin components = 0.402 (1:0.598 (1], the –CF3 group is disordered over two sets of sites with occupancy factors in the ratio 0.873 (2:0.127 (2. The dihedral angle between the two outer aromatic rings of the 9H-thioxanthene unit, whose thiopyran ring has a screw-boat conformation, is 33.01 (9°. The diprotonated piperazine ring adopts a chair conformation. In the crystal, intermolecular O—H...O, N—H...O and C—H...O hydrogen bonds between neighboring molecules form zigzag chains along the a axis and contribute to the stabilization of the packing.

  20. Kinetics and mechanism for the substitution reactions of monoaquamonochloro-(piperazine) palladium (II) complex with L-methionine and thiourea in aqueous solution

    Indian Academy of Sciences (India)

    Azza A Shoukry

    2013-05-01

    The interaction of the palladium(II) complex [Pd(Pip)Cl(H2O)]+, where Pip is piperazine, with the sulphur donor nucleophiles; L-methionine (L-Met), and thiourea (tu) was studied under pseudo-first-order conditions as a function of nucleophile concentration and temperature, using UV-Visible spectrophotometric and stopped-flow techniques. Two consecutive reaction steps were observed for the substitution process with L-methionine. For the substitution with thiourea, a third reaction step, the displacement of the labilized amine, as a result of the strong trans-effect of thiourea ligand was observed. 1HNMR spectroscopy was used to follow the substitution of the ligand by thiourea. The activation parameters for all reactions studied suggest an associative substitution mechanism.

  1. catena-Poly[[[tetra-aqua-magnesium]-trans-μ-[(piperazine-1,4-diium-1,4-di-yl)bis-(methyl-ene)]di-phospho-nato] hemihydrate].

    Science.gov (United States)

    Schilling, Lars-Hendrik; Stock, Norbert

    2013-01-01

    The structure of the title polymer, }[Mg(C6H14N2O6P2)(H2O)4]·0.5H2O} n , is based on centrosymmetric MgO6 octahedra, which are linked by [(piperazine-1,4-diium-1,4-di-yl)bis-(methyl-ene)]di-phospho-nate ligands, forming chains parallel to [1-1-1]. These chains are connected via hydrogen bonds primarily formed between the phospho-nate groups and water mol-ecules. The latter constitute four of the corners of the MgO6 polyhedra and bind to the O atoms of the phospho-nate groups of neighbouring chains. The lattice water molecule is disordered around an inversion centre, exhibiting an occupancy of 0.25.

  2. SYNTHESIS, COMPUTATIONAL STUDY AND PRELIMINARY PHARMACOLOGICAL EVALUATION OF 2-[4-(2-CHLOROBENZYL/BENZOYL SUBSTITUTED PIPERAZIN-1-YL]-N-PHENYLACETAMIDE: POTENTIAL ANTIPSYCHOTICS

    Directory of Open Access Journals (Sweden)

    Tomar Amita

    2011-06-01

    Full Text Available Benzyl and benzoyl substituted acetamides have been synthesized and evaluated as potential antipsychotic agents. The target compounds (4a-b were prepared by reaction of substituted anilines with chloroacetylchloride which further treated with 2-chlorobenzyl or 2-chlorobenzoyl piperazine in presence of potassium carbonate and potassium iodide as catalyst in acetonitrile. The structures of the target compounds (4a-b were characterized on the basis of their M.P., TLC, IR and 1H-NMR data. Computational studies of target compounds (4a-b were carried out by using software programs. The target compounds showed good similarity with respect to standard drugs. The target compounds (4a-b showed inhibition of 5-HTP induced head twitches behavior and low induction of catalepsy in mice.

  3. Synthesis, characterization and biological activities of metal(II) dipicolinate complexes derived from pyridine-2,6-dicarboxylic acid and 2-(piperazin-1-yl)ethanol

    Science.gov (United States)

    Büyükkıdan, Nurgün; Yenikaya, Cengiz; İlkimen, Halil; Karahan, Ceyda; Darcan, Cihan; Korkmaz, Tülin; Süzen, Yasemin

    2015-12-01

    The new water-soluble and air stable compounds (H2ppz)[Co(dipic)2]·6H2O (1), (H2ppz)[Ni(dipic)2]·6H2O (2) and (H2ppz)[Zn(dipic)2]·6H2O (3) were prepared by the reaction of corresponding metal(II) acetates and a proton transfer salt, (H2ppz) (Hdipic)2, (4) of pyridine-2,6-dicarboxylic acid (H2dipic) and 2-(piperazin-1-yl)ethanol (ppz). The compounds 1-3 were characterized by elemental, IR, UV-vis. thermal analyses, magnetic measurement and single crystal X-ray diffraction studies. The molecular structures of the title compounds consist of one 1-(2-hydroxyethyl)piperazine-1,4-diium (H2ppz+2) cation, one bis(pyridine-2,6-dicarboxylate)metal(II) [M(dipic)2]2- anion, and six uncoordinated water molecules. In compounds 1-3 the metal ions coordinate to two oxygen and one nitrogen atoms of two pyridine-2,6-dicarboxylate molecules forming an octahedral environment. Antimicrobial activities against Gram (-) wild type (Escherichia coli and Pseudomonas aeruginosa), Gram (+) wild type (Staphylococcus aureus, Staphylococcus epidermidis, Bacillus cereus and Bacillus subtilis) and clinical isolate (Morganella morganii, Proteus vulgaris and Enterobacter aeruginosa) were also studied. The results were reported, discussed and compared with the corresponding starting materials ((H2ppz) (Hdipic)2 (4), H2dipic and ppz). MIC (Minimal Inhibition Concentration) values of the newly synthesized compounds were determined as 4000 μg/ml (except B. subtilis and clinical isolate E. aeruginosa, >4000 μg/ml).

  4. Critical tests in equids with fenbendazole alone or combined with piperazine: particular reference to activity on benzimidazole-resistant small strongyles.

    Science.gov (United States)

    Lyons, E T; Tolliver, S C; Drudge, J H

    1983-02-01

    Seven critical tests in equids were conducted with single doses of fenbendazole (5 mg kg-1) alone (Panacur--American Hoechst, Somerville, NJ); (2 tests with paste and 1 with suspension formulation) or in combination with piperazine (American Hoechst); (40 mg base kg-1); (4 tests with paste formulation). The main purpose of the tests was evaluation of activity against benzimidazole-resistant small strongyles (Cyathostomum catinatum, Cyathostomum coronatum, Cylicocyclus nassatus, Cylicostephanus goldi, and Cylicostephanus longibursatus). Natural infections of 2 populations of benzimidazole-resistant small strongyles were evaluated; 1 was population B in 2 horses and the other was population S in 5 ponies. Removal of the 5 species of population B was 49-91% in the animal treated with fenbendazole paste alone and 100% (4 of these species present) in the animal treated with the combination. For population S, 2 of the 5 resistant species were present in small numbers in 1 animal treated with fenbendazole paste alone and all were removed; the 1 animal receiving fenbendazole suspension alone had removals of 0-70% for the 5 benzimidazole-resistant species. Also for population S, the 5 resistant species were present in 2 animals treated with the paste combination and removal was 98-100% and of 4 of the 5 resistant species in 1 animal, removal was 76-99%. Removal of large strongyles (Strongylus vulgaris and Strongylus edentatus) was 92-100% for fenbendazole paste alone or in combination with piperazine in the 5 infected animals. For Oxyuris equi, present in 1 animal treated with the combination, there was 91% removal of immature and 100% removal of mature specimens. There probHably was no activity by fenbendazole alone or the combination against bots, tapeworms, and parenteral stages of S. vulgaris and S. edentatus. The combination may have had some activity against immature Habronema spp. and mature abronema muscae.

  5. β-Elemene piperazine derivatives induce apoptosis in human leukemia cells through downregulation of c-FLIP and generation of ROS.

    Directory of Open Access Journals (Sweden)

    Zhiying Yu

    Full Text Available β-Elemene is an active component of the herb medicine Curcuma Wenyujin with reported antitumor activity. To improve its antitumor ability, five novel piperazine derivatives of β-elemene, 13-(3-methyl-1-piperazinyl-β-elemene (DX1, 13-(cis-3,5-dimethyl-1-piperazinyl-β-elemene (DX2, 13-(4-ethyl-1-piperazinyl-β-elemene (DX3, 13-(4-isopropyl-1-piperazinyl-β-elemene (DX4 and 13-piperazinyl-β-elemene (DX5, were synthesized. The antiproliferative and apoptotic effects of these derivatives were determined in human leukemia HL-60, NB4, K562 and HP100-1 cells. DX1, DX2 and DX5, which contain a secondary amino moiety, were more active in inhibiting cell growth and in inducing apoptosis than DX3 and DX4. The apoptosis induction ability of DX1 was associated with the generation of hydrogen peroxide (H(2O(2, a decrease of mitochondrial membrane potential (MMP, and the activation of caspase-8. Pretreatment with the antioxidants N-acetylcysteine and catalase completely blocked DX1-induced H(2O(2 production, but only partially its activation of caspase-8 and induction of apoptosis. HL-60 cells were more sensitive than its H(2O(2-resistant subclone HP100-1 cells to DX1-induced apoptosis. The activation of caspase-8 by these compounds was correlated with the decrease in the levels of cellular FLICE-inhibitory protein (c-FLIP. The proteasome inhibitor MG-132 augmented the decrease in c-FLIP levels and apoptosis induced by these derivatives. FADD- and caspase-8-deficient Jurkat subclones have a decreased response to DX1-induced apoptosis. Our data indicate that these novel β-elemene piperazine derivatives induce apoptosis through the decrease in c-FLIP levels and the production of H(2O(2 which leads to activation of both death receptor- and mitochondrial-mediated apoptotic pathways.

  6. Spacer conformation in biologically active molecules. Part 2. Structure and conformation of 4-[2-(diphenylmethylamino)ethyl]-1-(2-methoxyphenyl) piperazine and its diphenylmethoxy analog—potential 5-HT 1A receptor ligands

    Science.gov (United States)

    Karolak-Wojciechowska, J.; Fruziński, A.; Czylkowski, R.; Paluchowska, M. H.; Mokrosz, M. J.

    2003-09-01

    As a part of studies on biologically active molecule structures with aliphatic linking chain, the structures of 4-[2-diphenylmethylamino)ethyl]-1-(2-methoxyphenyl)piperazine dihydrochloride ( 1) and 4-[2-diphenylmethoxy)ethyl]-1-(2-methoxyphenyl)piperazine fumarate ( 2) have been reported. In both compounds, four atomic non-all-carbons linking chains (N)C-C-X-C are present. The conformation of that linking spacer depends on the nature of the X-atom. The preferred conformation for chain with XNH has been found to be fully extended while for that with XO—the bend one. It was confirmed by conformational calculations (strain energy distribution and random search) and crystallographic data, including statistics from CCDC.

  7. (μ-Piperazine-1,4-dicarbodithioato-κ4S1,S1′:S4,S4′bis[bis(triphenylphosphane-κPgold(I] chloroform disolvate

    Directory of Open Access Journals (Sweden)

    Ilia A. Guzei

    2011-11-01

    Full Text Available In the title compound, [Au2(C6H8N2S4(C18H15P4]·2CHCl3, the digold complex resides on a crystallographic inversion center and co-crystallizes with two molecules of chloroform solvent. The piperazine-1,4-dicarbodithioate linker has an almost ideal chair conformation. The geometry about the gold atoms is severely distorted tetrahedral punctuated by a very acute S—Au—S bite angle.

  8. Synthesis and radiolabeling of N-[4-[4-(2-[{sup 11}C]methoxyphenyl)piperazin-1-yl]butyl]benzo[b]thiophene -2-carboxamide - a potential radiotracer for D{sub 3} receptor imaging with PET

    Energy Technology Data Exchange (ETDEWEB)

    Kuhnast, Bertrand [Service Hospitalier Frederic Joliot, SHFJ/CEA/DSV, 4 place du General Leclerc, 91401 Orsay (France); Valette, Heric [Service Hospitalier Frederic Joliot, SHFJ/CEA/DSV, 4 place du General Leclerc, 91401 Orsay (France); Besret, Laurent [CNRS URA2210, CEA/DSV, 4 place du General Leclerc, 91401 Orsay (France); Demphel, Stephane [Service Hospitalier Frederic Joliot, SHFJ/CEA/DSV, 4 place du General Leclerc, 91401 Orsay (France); Coulon, Christine [Service Hospitalier Frederic Joliot, SHFJ/CEA/DSV, 4 place du General Leclerc, 91401 Orsay (France); Ottaviani, Michele [Service Hospitalier Frederic Joliot, SHFJ/CEA/DSV, 4 place du General Leclerc, 91401 Orsay (France); Guillermier, Martine [CNRS URA2210, CEA/DSV, 4 place du General Leclerc, 91401 Orsay (France); Bottlaender, Michel [Service Hospitalier Frederic Joliot, SHFJ/CEA/DSV, 4 place du General Leclerc, 91401 Orsay (France); Dolle, Frederic [Service Hospitalier Frederic Joliot, SHFJ/CEA/DSV, 4 place du General Leclerc, 91401 Orsay (France)]. E-mail: frederic.dolle@cea.fr

    2006-08-15

    FAUC346 (N-[4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl]benzo[b]thiophene -2-carboxamide), an in vitro D{sub 3}-selective ligand, and its normethyl derivative have been synthesized from commercially available 1-(2-substituted-phenyl)piperazines. FAUC346 has been labeled using [{sup 11}C]methyl triflate in acetone containing aqueous NaOH (5 Eq) at -10 deg. C for 1 min, purified on semipreparative reverse-phase high-performance liquid chromatography (HPLC) and formulated as an intravenous injectable solution using a Sep-Pak Plus C{sub 18} device. Up to 5.5 GBq of [{sup 11}C]FAUC346 (N-[4-[4-(2-[methyl-{sup 11}C]methoxyphenyl)piperazin-1-yl]butyl]benzo[b] thiophene-2-carboxamide), with a specific radioactivity of 45-75 GBq/{mu}mol, could be obtained in 30-35 min, including HPLC purification and formulation starting from 44.4 GBq of [{sup 11}C]carbon dioxide. Preliminary pharmacological evaluation of [{sup 11}C]FAUC346 in rat brain clearly demonstrated in vivo selectivity for D{sub 3} receptors and the absence of radiolabeled metabolite within the brain. These encouraging results, however, could not be confirmed in nonhuman primates; therefore, this radioligand does not appear to have the required pharmacological profile for a positron emission tomography probe for imaging D{sub 3} receptors.

  9. Liquid chromatography tandem mass spectrometry determination of selected synthetic cathinones and two piperazines in oral fluid. Cross reactivity study with an on-site immunoassay device.

    Science.gov (United States)

    de Castro, Ana; Lendoiro, Elena; Fernández-Vega, Hadriana; Steinmeyer, Stefan; López-Rivadulla, Manuel; Cruz, Angelines

    2014-12-29

    Since the past few years, several synthetic cathinones and piperazines have been introduced into the drug market to substitute illegal stimulant drugs such as amphetamine and derivatives or cocaine due to their unregulated situation. These emerging drugs are not usually included in routine toxicological analysis. We developed and validated a LC-MS/MS method for the determination of methedrone, methylone, mephedrone, 3,4-methylenedioxypyrovalerone (MDPV), fluoromethcathinone, fluoromethamphetamine, 1-(3-chlorophenyl)piperazine (mCPP) and 3-trifluoromethylphenylpiperazine (TFMPP) in oral fluid. Sample extraction was performed using Strata X cartridges. Chromatographic separation was achieved in 10min using an Atlantis(®) T3 column (100mm×2.1mm, 3μm), and formic acid 0.1% and acetonitrile as mobile phase. The method was satisfactorily validated, including selectivity, linearity (0.2-0.5 to 200ng/mL), limits of detection (0.025-0.1ng/mL) and quantification (0.2-0.5ng/mL), imprecision and accuracy in neat oral fluid (%CV=0.0-12.7% and 84.8-103.6% of target concentration, respectively) and in oral fluid mixed with Quantisal™ buffer (%CV=7.2-10.3% and 80.2-106.5% of target concentration, respectively), matrix effect in neat oral fluid (-11.6 to 399.7%) and in oral fluid with Quantisal™ buffer (-69.9 to 131.2%), extraction recovery (87.9-134.3%) and recovery from the Quantisal™ (79.6-107.7%), dilution integrity (75-99% of target concentration) and stability at different conditions (-14.8 to 30.8% loss). In addition, cross reactivity produced by the studied synthetic cathinones in oral fluid using the Dräger DrugTest 5000 was assessed. All the analytes produced a methamphetamine positive result at high concentrations (100 or 10μg/mL), and fluoromethamphetamine also at low concentration (0.075μg/mL).

  10. Acid-base properties, FT-IR, FT-Raman spectroscopy and computational study of 1-(pyrid-4-yl)piperazine.

    Science.gov (United States)

    Mary, Y Sheena; Panicker, C Yohannan; Varghese, Hema Tresa; Van Alsenoy, Christian; Procházková, Markéta; Sevčík, Richard; Pazdera, Pavel

    2014-01-01

    We report the vibrational spectral analysis was carried out using FT-IR and FT-Raman spectroscopy for 1-(pyrid-4-yl)piperazine (PyPi). Single crystals of PyPi suitable for X-ray structural analysis were obtained. The acid-base properties are also reported. PyPi supported on a weak acid cation-exchanger in the single protonated form and this system can be used efficiently as the solid supported analogue of 4-N,N-dimethyl-aminopyridine. The complete vibrational assignments of wavenumbers were made on the basis of potential energy distribution. The HOMO and LUMO analysis is used to determine the charge transfer within the molecule and with the molecular electrostatic potential map was applied for the reactivity assessment of PyPi molecule toward proton, electrophiles and nucleopholes as well. The stability of the molecule arising from hyper-conjugative interaction and charge delocalization has been analyzed using NBO analysis. The calculated first hyperpolarizability of PyPi is 17.46 times that of urea.

  11. [Metabolites of R, S-1-(2-methoxyphenyl)-4-[3-(naphtha-1-yl-oxy)-2-hydroxypropyl]-piperazin in rat plasma].

    Science.gov (United States)

    Li, Li; Zhou, Xin; Yuan, Mu; Zhou, Hong; Wang, Dao-Ping

    2006-01-01

    To study the metabolites of R, S-1-(2-methoxypheyl)-4-[3-(naphthal-yl-oxy)-2-hydroxypropyl] -piperazine, (naftopidil, NAF), a novel antihypertensive drug in rat plasma. The rat plasma samples were analyzed by LC/MS after oral administration of NAF. According to MS relativity of metabolites and parent compound (NAF) and metabolic rule of compound with similar structure, the structure of potential metabolites were postulated. Phase I metabolites were identified by HPLC/MS and by comparison with authentic standards, phase II conjugates were indirectly identified with beta-D-glucuronidase in presence or absence of glucuronidase selective inhibitor D-saccharric acid beta-1,4-Lactone. Phase I metabolites desmethyl-naftopidil (DMN), (phenyl) hydroxynaftopidil (PHN), (naphthyl) -hydroxy-naftopidil (NHN) were separated and identified in rat plasma by comparison with reference substances, phase II conjugates, NAF and NHN glucuronide conjugates were separated and tentatively identified by hydrolysis with glucuronidase, the aglycones, NAF and NHN, were identified in rat plasma. The major metabolic pathway of NAF in rat plasma should be the hydroxylation of the phenyl or nephthyl moiety of NAF and demethylation of NAF. Therefore, (naphthyl) hydroxyl-metabolite and NAF followed by conjugation with beta-glueuronic acid.

  12. [Design, synthesis and vasorelaxant activity of R, S-1-(substituted phenyl)-4-[3-(naphtha-1-yl-oxy)-2-hydroxypropyl]-piperazine derivatives].

    Science.gov (United States)

    Fu, Xiao-zhong; Tang, Lei; Yuan, Mu; Shi, Jing-shan

    2007-07-01

    According to the results of activity-structure relationship (SAR) studies of alpha1-adrenoceptor antagonists hydantoin-phenylpiperazine and benzimidazo-arypiperazine derivatves, to design and synthesize a series of novel phenylpiperazine alpha1-adrenoceptor antagonists with more potent vasorelaxant activity, active metabolites of naftopidil were used as lead compounds. Ten novel R,S-1-substituted phenyl-4-[3-(naphthal-yl-oxy)-2-hydroxy propyl]-piperazine were designed and synthesized, their vasorelaxant activity was evaluated by calculating inhibition rate of phenylephrine-induced vasocontration of rabbit artery trips. Five compounds exhibited vasorelaxant activity, and compound 16 showed significant vasorelaxant activity in vitro. At 0.01 and 1 micromol x L(-1), its inhibition rates were 7.03% and 22.72%, respectively. This compound possessed ideal vasorelaxant activity in vitro, and would be selected for further anti-hypertension evaluation in vivo. Moreover, by analyzing the primary activity and structure relationship of these compounds, it could be concluded that the SAR results of the reported phenylpiperazine alpha1-adrenoceptor antagonists could be used for reference in designing novel derivatives of naftopidil with optimal pharmacological properties.

  13. Structural, crystal structure, Hirshfeld surface analysis and physicochemical studies of a new chlorocadmate template by 1-(2-hydroxyethyl)piperazine

    Science.gov (United States)

    Soudani, S.; Jeanneau, E.; Jelsch, C.; Lefebvre, F.; Ben Nasr, C.

    2016-11-01

    The synthesis, crystal structure and spectroscopic characterization of a new chlorocadmate template by the 1-(2-hydroxyethyl)piperazine ligand are reported. In the atomic arrangement, the CdCl5O entities are deployed in corrugated rows along the a-axis at y = 1/4 and y = 3/4 to form layers parallel to the (a,b) plane. In these crystals, piperazinediium cations are in a chair conformation and are inserted between these layers through Nsbnd H⋯Cl, Csbnd H⋯Cl, Osbnd H⋯Cl and Nsbnd H⋯O hydrogen bonds to form infinite three-dimensional network. Investigation of intermolecular interactions and crystal packing via Hirshfeld surface analysis reveals that H⋯Cl and Csbnd H⋯Hsbnd C intermolecular interactions are the most abundant contacts of the organic cation in the crystal packing. The crystal contacts enrichments reveals that, the Cd++ … Cl- salt bridges, the Cd⋯O complexation and Osbnd H⋯Cl- and Nsbnd H⋯Cl-strong H-bonds are the driving forces in the packing formation. The presence of twelve independent chloride anions and four organic cation in the asymmetric unit allowed comparing their contact propensities. The 13C and 15N CP-MAS NMR spectra are in agreement with the X-ray structure. Additional characterization of this compound has also been performed by IR spectroscopy.

  14. Synthesis of Novel Chalcone-piperazine Derivatives%新型查尔酮哌嗪衍生物的合成

    Institute of Scientific and Technical Information of China (English)

    王秀丽; 王子杰; 毛泽伟

    2016-01-01

    4-Dimethylamino-4′-(1-piperazinyl)chalcone(2) was preapared by aldol condensation and substitution , using 4-dimethylaminobenzaldehyde and 4′-fluoroacetophenone as materials .Six novel chalcone-piperazine derivatives , in yields of 71% ~88%, were synthesized by reaction of 2 with haloalkanes.The structures were characterized by 1 H NMR, 13 C NMR and HR-MS.%以4-二甲氨基苯甲醛和2-溴-4′-氟苯乙酮为原料,经缩合和取代反应制得4-二甲氨基-4′-(1-哌嗪基)查尔酮(2);2与卤代烃反应合成了6个新型的查尔酮哌嗪衍生物,收率71%~88%,其结构经1 H NMR,13 C NMR和HR-MS表征。

  15. Molecular simplification of 1,4-diazabicyclo[4.3.0]nonan-9-ones gives piperazine derivatives that maintain high nootropic activity.

    Science.gov (United States)

    Manetti, D; Ghelardini, C; Bartolini, A; Dei, S; Galeotti, N; Gualtieri, F; Romanelli, M N; Teodori, E

    2000-11-16

    Several 4-substituted 1-acylpiperazines, obtained by molecular simplification of 4-substituted 1,4-diazabicyclo[4.3.0]nonan-9-ones, have been synthesized and tested in vivo on the mouse passive avoidance test, to evaluate their nootropic activity. The results show that, apparently, an N-acylpiperazine group can mimic the 2-pyrrolidinone ring of 1,4-diazabicyclo[4.3.0]nonan-9-one, as the compounds of the new series maintain high nootropic activity. Moreover molecular simplification produces more clear-cut structure-activity relationships with respect to the parent series. The mechanism of action also appears to be similar in the two series. In fact, although the molecular mechanism remains to be elucidated, the most potent compound of each class (DM232 and 13, DM235) is able to increase acetylcholine release in rat brain. Piperazine derivatives represent a new class of nootropic drugs with an in vivo pharmacological profile very similar to that of piracetam, showing much higher potency with respect to the reference compound. Among the compounds studied, 13 (DM235) shows outstanding potency, being active at a dose of 0.001 mg kg(-1) sc.

  16. Evaluation of three neutral capillary coatings for the determination of analyte-cyclodextrin binding constants by affinity capillary electrophoresis. Application to N,N'-disubstituted piperazine derivatives.

    Science.gov (United States)

    Danel, Cécile; Melnyk, Patricia; Azaroual, Nathalie; Larchanché, Paul-Emmanuel; Goossens, Jean-François; Vaccher, Claude

    2016-07-15

    The performances of three neutral static coatings (hydroxypropyl cellulose, polyethylene oxide and poly(N,N-dimethylacrylamide) have been evaluated in order to determine the binding constants of the complexes formed between four polycationic compounds (piperazine derivatives) and four cyclodextrins of pharmaceutical interest (β-CD, HP-β-CD, Me-β-CD and sulfobutyl ether-β-CD) by affinity capillary electrophoresis. The physically-adsorbed poly(N,N-dimethylacrylamide) coating proves to be the more efficient to mask the silanol groups of the capillary wall since the lowest electroosmotic flow was measured for this coating. Moreover, it drastically reduces the adsorption of the compounds since it allows a correct repeatability of their migration time, higher efficiencies of the peaks and no baseline shift. Then, it was verified for four complexes that this coating allows a correct determination of the binding constants avoiding the CD adsorption which is responsible of an undervaluation of binding constants. The highest binding constants are obtained using the anionic sulfobutyl ether-β-CD (SBE-β-CD). The structure of the complex formed between the tacrine derivative and the SBE-β-CD was further investigated through 2D ROESY NMR experiments and structure-binding constant relationships. Results suggest that the inclusion in the SBE-β-CD cavity occurs through the aliphatic ring portion of the tacrine moiety. Copyright © 2016 Elsevier B.V. All rights reserved.

  17. Synthesis of Selective Butyrylcholinesterase Inhibitors Coupled between α-Lipoic Acid and Polyphenols by Using 2-(Piperazin-1-yl)ethanol Linker

    Energy Technology Data Exchange (ETDEWEB)

    Yeun, Go Heun; Lee, Seung Hwan; LIm, Yong Bae; Lee, Hye Sook; Lee, Bong Ho; Park, Jeong Ho [Hanbat National Univ., Daejeon (Korea, Republic of); Won, Mooho [Kangwon National Univ., Chuncheon (Korea, Republic of)

    2013-04-15

    In the previous paper (Bull. Korean Chem. Soc., 2011, 32, 2997), the hybrid molecules between α-lipoic acid (ALA) and polyphenols (PPs) connected with neutral 2-(2-aminoethoxy)ethanol linker (linker-1) showed new biological activity such as butyrylcholinesterase (BuChE) inhibition. In order to increase the binding affinity of the hybrid compounds to cholinesterase (ChE), the neutral 2-(2-aminoethoxy)ethanol (linker 1) was switched to the cationic 2-(piperazin-1-yl)ethanol linker (linker 2). The IC{sub 50} values of the linker-2 hybrid molecules for BuChE inhibition were lower than those of linker-1 hybrid molecules (except 9-2) and they also had the same great selectivity for BuChE over AChE (> 800 fold) as linker-1 hybrid molecules. ALA-acetyl caffeic acid (10-2, ALA-AcCA) was shown as an effective inhibitor of BuChE (IC{sub 50} = 0.44 ± 0.24 μM). A kinetic study using 7-2 showed that it is the same mixed type inhibition as 7-1. Its inhibition constant (Ki) to BuChE is 4.3 ± 0.09 μM.

  18. Synthesis, characterization, acetylcholinesterase inhibition, molecular modeling and antioxidant activities of some novel Schiff bases derived from 1-(2-ketoiminoethyl)piperazines.

    Science.gov (United States)

    Salga, Saleh M; Ali, Hapipah M; Abdullah, Mahmood A; Abdelwahab, Siddig I; Wai, Lam Kok; Buckle, Michael J C; Sukumaran, Sri Devi; Hadi, A Hamid A

    2011-11-07

    Some novel Schiff bases derived from 1-(2-ketoiminoethyl)piperazines were synthesized and characterized by mass spectroscopy, FTIR, UV-Visible, 1H and 13C-NMR. The compounds were tested for inhibitory activities on human acetylcholinesterase (hAChE), antioxidant activities, acute oral toxicity and further studied by molecular modeling techniques. The study identified the compound (DHP) to have the highest activity among the series in hAChE inhibition and DPPH assay while the compound LP revealed the highest activity in the FRAP assay. The hAChE inhibitory activity of DHP is comparable with that of propidium, a known AChE inhibitor. This high activity of DHP was checked by molecular modeling which showed that DHP could not be considered as a bivalent ligand due to its incapability to occupy the esteratic site (ES) region of the 3D crystal structure of hAChE. The antioxidant study unveiled varying results in 1,1-diphenyl-1-picrylhydrazyl (DPPH) and ferric reducing antioxidant power (FRAP) assays. This indicates mechanistic variations of the compounds in the two assays. The potential therapeutic applications and safety of these compounds were suggested for use as human acetylcholinesterase inhibitors and antioxidants.

  19. Acid-base properties, FT-IR, FT-Raman spectroscopy and computational study of 1-(pyrid-4-yl)piperazine

    Science.gov (United States)

    Mary, Y. Sheena; Panicker, C. Yohannan; Varghese, Hema Tresa; Van Alsenoy, Christian; Procházková, Markéta; Ševčík, Richard; Pazdera, Pavel

    2014-03-01

    We report the vibrational spectral analysis was carried out using FT-IR and FT-Raman spectroscopy for 1-(pyrid-4-yl)piperazine (PyPi). Single crystals of PyPi suitable for X-ray structural analysis were obtained. The acid-base properties are also reported. PyPi supported on a weak acid cation-exchanger in the single protonated form and this system can be used efficiently as the solid supported analogue of 4-N,N-dimethyl-aminopyridine. The complete vibrational assignments of wavenumbers were made on the basis of potential energy distribution. The HOMO and LUMO analysis is used to determine the charge transfer within the molecule and with the molecular electrostatic potential map was applied for the reactivity assessment of PyPi molecule toward proton, electrophiles and nucleopholes as well. The stability of the molecule arising from hyper-conjugative interaction and charge delocalization has been analyzed using NBO analysis. The calculated first hyperpolarizability of PyPi is 17.46 times that of urea.

  20. Progress of bis(heteroaryl)piperazines (BHAPs) as non-nucleoside reverse transcriptase inhibitors (NNRTIs) against human immunodeficiency virus type 1 (HIV-1).

    Science.gov (United States)

    Xu, Hui

    2010-01-01

    Since the first case of acquired immunodeficiency syndrome (AIDS) was reported in 1981, AIDS, as the global disease affecting 33.2 million people in 2007, has always been an unsolved problem worldwide. Reverse transcriptase (RT) is a crucial enzyme in the life cycle of human immunodeficiency virus type 1 (HIV-1), and thereby has been the prime drugs target for antiretroviral (ARV) therapy against AIDS. To date, two classes of RT inhibitors (RTIs), e.g., nucleoside reverse transcriptase inhibitors (NRTIs) and non-nucleoside reverse transcriptase inhibitors (NNRTIs), and a lot of compounds tested as RTIs have been described. To our knowledge, bis(heteroaryl)piperazines (BHAPs) have been considered as one class of promising NNRTIs, such as structurally and chemically related NNRTI delavirdine, which was approved by the U. S. Food and Drug Administration (FDA) for the treatment of HIV-1 infection in 1997. In this mini-review, we make attempts to report the progress of synthesis and structure-activity relationship (SAR) of BHAPs, in the meantime, the synergistic inhibition of HIV-1 replication by combining delavirdine with other HIV-1 inhibitors is also discussed. It will pave the way for the design and development of BHAPs as anti-HIV-1 agents in AIDS chemotherapy in the future.

  1. Synthesis, crystal structures, molecular docking, and in vitro biological activities evaluation of transition metal complexes with 4-(3,4-dichlorophenyl) piperazine-1-carboxylic acid

    Science.gov (United States)

    Chen, Zhi-Jian; Chen, Ya-Na; Xu, Chun-Na; Zhao, Shan-Shan; Cao, Qi-Yue; Qian, Shao-Song; Qin, Jie; Zhu, Hai-Liang

    2016-08-01

    Three novel mononuclear complexes, [MⅡ(L)2·2H2O], (M = Cu, Ni or Cd; HL = 4-(3,4-dichlorophenyl)piperazine-1-carboxylic acid)were synthesized and structurally determined by single-crystal X-ray diffraction. Molecular docking study preliminarily revealed that complex 1 had potential urease inhibitory activity. In accordance with the result of calculation, in vitro tests of the inhibitory activities of complexes 1-3 against jack bean urease showed complex 1 (IC50 = 8.17 ± 0.91 μM) had better inhibitory activities than the positive reference acetohydroxamic acid (AHA) (IC50 = 26.99 ± 1.43 μM), while complexes 2 and 3 showed no inhibitory activities., kinetics study was carried out to explore the mechanism of the inhibiting of the enzyme, and the result indicated that complex 1 was a competitive inhibitor of urease. Albumin binding experiment and in vitro toxicity evaluation of complex 1 were implemented to explore its Pharmacological properties.

  2. Synthesis and potential antitumor activity of 7-(4-substituted piperazin-1-yl)-4-oxoquinolines based on ciprofloxacin and norfloxacin scaffolds: in silico studies.

    Science.gov (United States)

    Abdel-Aziz, Alaa A-M; El-Azab, Adel S; Alanazi, Amer M; Asiri, Yousif A; Al-Suwaidan, Ibrahim A; Maarouf, Azza R; Ayyad, Rezk R; Shawer, Taghreed Z

    2016-10-01

    The potential antitumor activities of a series of 7-(4-substituted piperazin-1-yl)fluoroquinolone derivatives (1-14a,b) using ciprofloxacin and norfloxacin as scaffolds are described. These compounds exhibit potent and broad spectrum antitumor activities using 60 human cell lines in addition to the inherent antibacterial activity. Compounds 1a, 2a, 3b, 6b and 7a were found to be the most potent, while 2b, 5b, and 6a were found to have an average activity. The results of this study demonstrated that compounds 1a, 2a, 3b, 6b and 7a (mean GI50; 2.63-3.09 µM) are nearly 7-fold more potent compared with the positive control 5-fluorouracil (mean GI50; 22.60 µM). More interestingly, compounds 1a, 2a, 3b, 6b and 7a have an almost antitumor activity similar to gefitinib (mean GI50; 3.24 µM) and are nearly 2-fold more potent compared to erlotinib (mean GI50; 7.29 µM). In silico study and ADME-Tox prediction methodology were used to study the antitumor activity of the most active compounds and to identify the structural features required for antitumor activity.

  3. Crystal structure of an unknown solvate of (piperazine-κN){5,10,15,20-tetra­kis­[4-(benzo­yloxy)phen­yl]porphyrinato-κ4 N}zinc

    Science.gov (United States)

    Nasri, Soumaya; Ezzayani, Khaireddine; Turowska-Tyrk, Ilona; Roisnel, Thierry; Nasri, Habib

    2016-01-01

    The title compound, [Zn(C72H44N4O8)(C4H10N2)] or [Zn(TPBP)(pipz] (where TPBP and pipz are 5,10,15,20-tetra­kis­[4-(benzo­yloxy)phen­yl]porphyrinato and piperazine ligands respectively), features a distorted square-pyramidal coordin­ation geometry about the central ZnII atom. This central atom is chelated by the four N atoms of the porphyrinate anion and further coordinated by a nitro­gen atom of the piperazine axial ligand, which adopts a chair confirmation. The average Zn—N(pyrrole) bond length is 2.078 (7) Å and the Zn— N(pipz) bond length is 2.1274 (19) Å. The zinc cation is displaced by 0.4365 (4) Å from the N4C20 mean plane of the porphyrinate anion toward the piperazine axial ligand. This porphyrinate macrocycle exhibits major saddle and moderate ruffling deformations. In the crystal, the supra­molecular structure is made by parallel pairs of layers along (100), with an inter­layer distance of 4.100 Å while the distance between two pairs of layers is 4.047 Å. A region of electron density was treated with the SQUEEZE [Spek (2015 ▸). Acta Cryst. C71, 9–18] procedure in PLATON following unsuccessful attempts to model it as being part of disordered n-hexane solvent and water mol­ecules. The given chemical formula and other crystal data do not take into account these solvent mol­ecules. PMID:27555935

  4. Crystal structure of an unknown solvate of (piperazine-κN){5,10,15,20-tetra-kis-[4-(benzo-yloxy)phen-yl]porphyrinato-κ(4) N}zinc.

    Science.gov (United States)

    Nasri, Soumaya; Ezzayani, Khaireddine; Turowska-Tyrk, Ilona; Roisnel, Thierry; Nasri, Habib

    2016-07-01

    The title compound, [Zn(C72H44N4O8)(C4H10N2)] or [Zn(TPBP)(pipz] (where TPBP and pipz are 5,10,15,20-tetra-kis-[4-(benzo-yloxy)phen-yl]porphyrinato and piperazine ligands respectively), features a distorted square-pyramidal coordin-ation geometry about the central Zn(II) atom. This central atom is chelated by the four N atoms of the porphyrinate anion and further coordinated by a nitro-gen atom of the piperazine axial ligand, which adopts a chair confirmation. The average Zn-N(pyrrole) bond length is 2.078 (7) Å and the Zn- N(pipz) bond length is 2.1274 (19) Å. The zinc cation is displaced by 0.4365 (4) Å from the N4C20 mean plane of the porphyrinate anion toward the piperazine axial ligand. This porphyrinate macrocycle exhibits major saddle and moderate ruffling deformations. In the crystal, the supra-molecular structure is made by parallel pairs of layers along (100), with an inter-layer distance of 4.100 Å while the distance between two pairs of layers is 4.047 Å. A region of electron density was treated with the SQUEEZE [Spek (2015 ▸). Acta Cryst. C71, 9-18] procedure in PLATON following unsuccessful attempts to model it as being part of disordered n-hexane solvent and water mol-ecules. The given chemical formula and other crystal data do not take into account these solvent mol-ecules.

  5. (E)-1-{4-[Bis(4-meth-oxy-phen-yl)meth-yl]piperazin-1-yl}-3-(4-eth-oxy-3-meth-oxy-phen-yl)prop-2-en-1-one.

    Science.gov (United States)

    Zhong, Yan; Zhang, Xiao-Ping; Wu, Bin

    2012-04-01

    In the mol-ecule of the title compound, C(31)H(36)N(2)O(5), the piperazine ring displays a chair conformation. The dihedral angle between the benzene rings of the bis-(4-meth-oxy-phen-yl)methyl group is 83.42 (15)°. In the crystal, centrosymmetric-ally related mol-ecules are linked through pairs of C-H⋯O hydrogen bonds into dimers, generating an R(2) (2)(10) ring motif. The dimers are further connected into chains parallel to [2-10] by C-H⋯O hydrogen bonds involving the meth-oxy groups.

  6. Retention of ionisable compounds on high-performance liquid chromatography XIX. pH variation in mobile phases containing formic acid, piperazine and tris as buffering systems and methanol as organic modifier.

    Science.gov (United States)

    Subirats, Xavier; Bosch, Elisabeth; Rosés, Martí

    2009-07-10

    In previous works a model to estimate the pH of methanol-aqueous buffer mobile phases from the aqueous pH and concentration of the buffer and the fraction of organic modifier was developed. This model was successfully applied and validated for buffers prepared from ammonia, acetic, phosphoric and citric acids. In the present communication this model has been extended to formic acid, piperazine and tris(hydroxymethyl)aminomethane buffers. Prior to the modelling work, the pK(a) values of the studied buffers at several methanol-water compositions were determined.

  7. Synthesis, crystal structures, molecular docking, and in vitro biological activities of transition metals with 4-(2,3-dichlorophenyl)piperazine-1-carboxylic acid.

    Science.gov (United States)

    Yang, Dan-Dan; Chen, Ya-Nan; Wu, Yu-Shan; Wang, Rui; Chen, Zhi-Jian; Qin, Jie; Qian, Shao-Song; Zhu, Hai-Liang

    2016-07-15

    Four novel mononuclear complexes, [Cd(L)2·2H2O] (1), [Ni(L)2·2H2O] (2) [Cu(L)2·H2O] (3), and [Zn(L)2·2H2O] (4) (CCDC numbers: 1444630-1444633 for complexes 1-4) (HL=4-(2,3-dichlorophenyl)piperazine-1-carboxylic acid) were synthesized, and have been characterized by IR spectroscopy, elemental analysis, and X-ray crystallography. Molecular docking study preliminarily revealed that complex 1 had potential telomerase inhibitory activity. In accordance with the result of calculation, in vitro tests of the inhibitory activities of complex 1 against telomerase showed complex 1 (IC50=8.17±0.91μM) had better inhibitory activities, while complexes 2, 3 and 4 showed no inhibitory activities. Antiproliferative activity in human cancer cell line HepG2 was further determined by MTT assays. The IC50 value (6.5±0.2μM) for the complex 1 having good inhibitory activity against HepG2 was at the same micromolar concentrations with cis-platinum (2.2±1.2μM). While the IC50 value for the metal-free ligand, complex 2, 3 and 4 was more than 100μM. These results indicated that telomerase was potentially an anticancer drug target and showed that complex 1 was a potent inhibitor of human telomerase as well as an antiproliferative compound.

  8. Spectroscopic (FT-IR, FT-Raman, UV, NMR, NLO) investigation and molecular docking study of 1-(4-Methylbenzyl) piperazine

    Science.gov (United States)

    Subashini, K.; Periandy, S.

    2017-04-01

    The title compound, 1-(4-Methylbenzyl) piperazine, was analyzed by recording FT-IR (4000-400 cm-1) and FT-Raman (4000-100 cm-1) spectra in solid phase, 1H and 13C NMR in CDCl3 (deuterated chloroform) and UV spectrum (200-400 nm) in solid phase and in ethanol solution. The different conformers of the compound and their minimum energies were studied by potential energy surface scan, using semi-empirical method PM6. Density functional theory (DFT) calculation with 6-311++G (d, p) basis set along with B3LYP and B3PW91 functionals have been used to compute ground state molecular geometries and vibrational frequencies. The assignments of the vibrational spectra have carried out with the help of Potential Energy distribution (PED) analysis. Factor group analysis has also been tabulated. Charge distribution, Frontier Molecular Orbitals, UV-Vis spectra, Molecular Electrostatic Potential (MEP) maps, Non-linear optical (NLO) property and thermodynamic properties of the title compound at different temperatures, were determined using B3LYP functional along with 6-311++G (d, p) basis set. The theoretical 1H and 13C NMR chemical shifts were computed using B3LYP functional with 6-311++G (2d, p) basis sets. Natural Bond orbital analysis were computed and possible transitions were correlated with the electronic transitions. The title compound not only exhibits appreciable dipole moment and hyper polarizability (indicating good NLO properties) but also forms a stable complex with Bacillus cereus, (2HUC), with binding affinity -6.7 kcal/mol through molecular docking, suggesting that, it might exhibit inhibitory activity against Bacillus cereus.

  9. Discovery of novel (4-piperidinyl)-piperazines as potent and orally active acetyl-CoA carboxylase 1/2 non-selective inhibitors: F-Boc and triF-Boc groups are acid-stable bioisosteres for the Boc group.

    Science.gov (United States)

    Chonan, Tomomichi; Wakasugi, Daisuke; Yamamoto, Daisuke; Yashiro, Miyoko; Oi, Takahiro; Tanaka, Hiroaki; Ohoka-Sugita, Ayumi; Io, Fusayo; Koretsune, Hiroko; Hiratate, Akira

    2011-03-01

    Novel (4-piperidinyl)-piperazine derivatives were synthesized and evaluated as ACC1/2 non-selective inhibitors. Optimization of the substituents on the nitrogen of the piperidine ring led to the identification of the fluorine substituted tert-butoxycarbonyl group. Advanced analog, 1,1,1-trifluoro-2-methylpropan-2-yl 4-{4-[(2-amino-6-methyl-1-benzothiophen-3-yl)carbonyl]piperazin-1-yl}piperidine-1-carboxylate (12c) showed potent inhibitory activities in enzyme-assay and cell-based assays. Compound 12c also exhibited reduction of hepatic de novo fatty acid synthesis in rats after oral administration.

  10. Synthesis and antifungal activity of 1- ( 1 H-1, 2,4-triazol-1-yl) -2- (2,4-difluorophenyl)-3-(4-substituted acyl piperazin-1-yl)-2-propanols

    Institute of Scientific and Technical Information of China (English)

    LIANG Shuang; LIU Chao-mei; ZHU Jie; HE Qiu-qin; JIANG Yuan-ying; CAO Yong-bin

    2004-01-01

    Objective: To study the effect of fluconzole derivatives from a side chain containing 4-substituted acyl piperazin-1-yl on antifungal activity. Methods: Fourteen title compounds were synthesized and confirmed by the elementary analysis, 1HNMR and IR spectra. Five deep fungal strains and 3 shallow fungal strains were chosen as the experimental strains. Minimum inhibitory concentrations(MICs) of all title compounds were determined by the method recommended by the National Committee for Clinical Laboratory Standards (NCCLS) using RPMI 1640 test medium. Results: Among the 14title compounds, 12 were first reported. The results of preliminary antifungal test showed that all the title compounds exhibited potent antifungal activities to a certain extent. The activity of 4 compounds were more than 4 times as high as that of fluconazole and equal to that of ketoconazole against Candida albicans in vitro(MIC80 value≤0. 125 μg/ml). Conclusion:Introduction of a side chain containing 4-substituted acyl piperazin-l-yl into the main part of fluconazole has important influence on antifungal activities of title compounds.

  11. Analgesic, anticonvulsant and antioxidant activities of 3-[4-(3-trifluoromethyl-phenyl)-piperazin-1-yl]-dihydrofuran-2-one dihydrochloride in mice.

    Science.gov (United States)

    Salat, Kinga; Moniczewski, Andrzej; Salat, Robert; Janaszek, Monika; Filipek, Barbara; Malawska, Barbara; Wieckowski, Krzysztof

    2012-03-01

    Recently we have shown that 3-[4-(3-trifluoromethyl-phenyl)-piperazin-1-yl]-dihydrofuran-2-one dihydrochloride (LPP1) is an antinociceptive and local anesthetic agent in rodents. Below an extended study of the pharmacological activity of LPP1 is described. In vitro LPP1 has no affinity for GABA(A), opioidergic μ and serotonergic 5-HT(1A) receptors. The total antioxidant capacity of LPP1 (1-10mM) measured as ABTS radical cation-scavenging activity showed that LPP1 has dose-dependent antioxidant properties in vitro. Low plasma concentration of this compound detected by means of HPLC method 30min after its intraperitoneal administration suggests a rapid conversion to metabolite(s) which may be responsible for its analgesic and anticonvulsant activities in vivo. In vivo the compound's influence on the electroconvulsive threshold and its activity in the maximal electroshock seizure test (MES) were evaluated. The results demonstrated that LPP1 had an anticonvulsant activity in the MES model (ED(50)=112mg/kg) and at a dose of 50mg/kg was able to elevate the electroconvulsive threshold for 8mA as compared to the vehicle-treated mice. The analgesic activity of LPP1 was investigated in the acetic acid-induced writhing test in two groups of mice: animals with sensory C-fibers ablated, and mice with C-fibers unimpaired. It proved the potent activity of this compound in both groups (approximately 85% as compared to the vehicle-treated mice). The adverse effects of LPP1 were evaluated as acute toxicity (LD(50)=747.8mg/kg) and motor coordination impairments in the rotarod and chimney tests. The results from these tests show that LPP1 at doses higher than 100mg/kg is likely to impair the motor performance of experimental animals. Concluding, LPP1 is an analgesic and anticonvulsant compound which has antioxidant properties in vitro. Further studies are necessary to assess whether the antioxidant activity and the receptor profiling demonstrated in vitro can be confirmed for its

  12. Direct Phenotypic Screening in Mice: Identification of Individual, Novel Antinociceptive Compounds from a Library of 734,821 Pyrrolidine Bis-piperazines.

    Science.gov (United States)

    Houghten, Richard A; Ganno, Michelle L; McLaughlin, Jay P; Dooley, Colette T; Eans, Shainnel O; Santos, Radleigh G; LaVoi, Travis; Nefzi, Adel; Welmaker, Greg; Giulianotti, Marc A; Toll, Lawrence

    2016-01-11

    The hypothesis in the current study is that the simultaneous direct in vivo testing of thousands to millions of systematically arranged mixture-based libraries will facilitate the identification of enhanced individual compounds. Individual compounds identified from such libraries may have increased specificity and decreased side effects early in the discovery phase. Testing began by screening ten diverse scaffolds as single mixtures (ranging from 17,340 to 4,879,681 compounds) for analgesia directly in the mouse tail withdrawal model. The "all X" mixture representing the library TPI-1954 was found to produce significant antinociception and lacked respiratory depression and hyperlocomotor effects using the Comprehensive Laboratory Animal Monitoring System (CLAMS). The TPI-1954 library is a pyrrolidine bis-piperazine and totals 738,192 compounds. This library has 26 functionalities at the first three positions of diversity made up of 28,392 compounds each (26 × 26 × 42) and 42 functionalities at the fourth made up of 19,915 compounds each (26 × 26 × 26). The 120 resulting mixtures representing each of the variable four positions were screened directly in vivo in the mouse 55 °C warm-water tail-withdrawal assay (ip administration). The 120 samples were then ranked in terms of their antinociceptive activity. The synthesis of 54 individual compounds was then carried out. Nine of the individual compounds produced dose-dependent antinociception equivalent to morphine. In practical terms what this means is that one would not expect multiexponential increases in activity as we move from the all-X mixture, to the positional scanning libraries, to the individual compounds. Actually because of the systematic formatting one would typically anticipate steady increases in activity as the complexity of the mixtures is reduced. This is in fact what we see in the current study. One of the final individual compounds identified, TPI 2213-17, lacked significant respiratory

  13. Behavioral Effects of a Novel Benzofuranyl-Piperazine Serotonin-2C Receptor Agonist Suggest a Potential Therapeutic Application in the Treatment of Obsessive–Compulsive Disorder

    Directory of Open Access Journals (Sweden)

    Michelle M. Rodriguez

    2017-05-01

    Full Text Available Selective serotonin reuptake inhibitors (SSRIs are the only effective pharmacological treatments for obsessive–compulsive disorder (OCD. Nonetheless, their generally limited efficacy, side-effects, and delayed onset of action require improved medications for this highly prevalent disorder. Preclinical and clinical findings have suggested serotonin2C (5-HT2C receptors as a potential drug target. Data in rats and mice are presented here on the effects of a novel 5-HT2C receptor agonist ((3S-3-Methyl-1-[4-(trifluoromethyl-7-benzofuranyl]-piperazine (CPD 1 with high potency and full efficacy at 5-HT2C receptors and less potency and partial agonism at 5-HT2A and 5-HT2B receptors. Effects of CPD 1 on consummatory (schedule-induced polydipsia in rats and non-consummatory behaviors (marble-burying and nestlet-shredding in mice that are repetitive and non-habituating were studied. We also evaluated the effects of CPD 1 in rats with isoproterenol- and deprivation-induced drinking in rats to compare with the polydipsia studies. The SSRIs, fluoxetine, and chlomipramine decreased the high rates of drinking in rats engendered by a schedule of intermittent food delivery (schedule-induced polydipsia. The effects of fluoxetine, but not of d-amphetamine, were prevented by the selective 5-HT2C receptor antagonist SB242084. The 5-HT2C receptor agonists Ro 60-0175 and CPD 1 also decreased drinking, but unlike the SSRIs and Ro 60-0175, CPD 1 dose-dependently decreased excessive drinking without affecting lever press responses that produced food. The effects of CPD 1 were prevented by SB242084. CPD 1 also suppressed drinking induced by isoproterenol and by water deprivation without affecting normative drinking behavior. CPD 1, like fluoxetine, also suppressed marble-burying and nestlet-shredding in mice at doses that did not affect rotarod performance or locomotor activity. The behavioral specificity of effects of CPD 1 against repetitive and excessive behaviors

  14. 1, 4-二硝基呋咱并[3,4-b]哌嗪(DNFP)的合成%Synthesis of 1,4-Dinitrofurazano[3,4-b]piperazine(DNFP)

    Institute of Scientific and Technical Information of China (English)

    毕福强; 王伯周; 王锡杰; 熊存良; 贾思媛

    2009-01-01

    The synthesis of 1, 4-dinitrofurazano [ 3,4-b] piperazine( DNFP) with an overall yield of 32. 6% ,was described. The cyclizative condensation between N, N'-di-tert-butyl ethylenediamine and dichloroglyoxime at low temperature generated 1,4-di-tert-butyl piperazine-2,3 -dioxime ( PDO-tB ) , which underwent a base-promoted dehydration at high temperature to obtain 1,4-di-tert-butylfurazano[3,4-b] piperazine ( FP-tB ). Furthermore, nitrolysis of FP-tB provided an efficient access to the novel explosive compound DNFP. The structures of DNFP and its intermediates were characterized by IR, ~1H NMR, ~(13)C NMR and elemental analysis. Moreover, the effects of reaction conditions on the yield of PDO-tB were studied, and the optimum reaction condition is dropwise addition at ~ 18℃. Converting FP-tB to DNFP with several nitrolysis reagents were also studied, and the nitrolysis with the mixed acid of 98% HNO_3 and H_2SO_4 provides a good yield of 61.7%.%设计合成了高能量密度材料1,4-二硝基呋咱并[3,4-b]哌嗪(DNFP).即以N, N′-二叔丁基乙二胺为起始原料,低温条件下与二氯乙二肟缩合环化生成1, 4-二叔丁基哌嗪-2,3-二酮肟(PDO-tB),而后在氢氧化钠的乙二醇溶液中高温反应脱水环化得1, 4-二叔丁基呋咱并[3,4-b]哌嗪,经98%硝酸和硫酸的混酸体系硝解合成出DNFP,总收率32.6%,采用红外光谱、核磁共振谱、元素分析对DNFP和中间体结构进行了表征;改进了PDO-tB的合成工艺条件,加料方式由一次性加入改为缓慢滴加,并确定了适宜的冷浴温度为-18 ℃;研究了不同硝解体系对反应的影响,确定了适宜的硝解体系为硝硫混酸,硝解收率为61.7%.

  15. Computer-aided structure-affinity relationships in a set of piperazine and 3,8-diazabicyclo[3.2.1]octane derivatives binding to the μ-opioid receptor

    Science.gov (United States)

    Barlocco, Daniela; Cignarella, Giorgio; Greco, Giovanni; Novellino, Ettore

    1993-10-01

    Molecular modeling studies were carried out on a set of piperazine and 3,8-diazabicyclo[3.2.1]octane derivatives with the aim to highlight the main factors modulating their affinity for the μ-opioid receptor. Structure-affinity relationships were developed with the aid of molecular mechanics and semiempirical quantum-mechanics methods. According to our proposed pharmacodynamic model, the binding to the μ-receptor is promoted by the following physico-chemical features: the presence of hydrocarbon fragments on the nitrogen ring frame capable of interacting with one of two hypothesized hydrophobic receptor pockets; a `correct' orientation of an N-propionyl side chain so as to avoid a sterically hindered region of the receptor; the possibility of accepting a hydrogen bond from a receptor site complementary to the morphine phenol oxygen.

  16. μ-1,4-Bis(pyridin-4-ylmeth-yl)piperazine-κN:N'-bis-[aqua-bis-(3-bromo-5-carb-oxy-benzoato-κO)copper(II)].

    Science.gov (United States)

    Meyer, Jodi L; Laduca, Robert L

    2012-02-01

    In the title compound, [Cu(2)(C(8)H(4)BrO(4))(4)(C(16)H(20)N(4))(H(2)O)(2)], slightly distorted square-planar-coordinated Cu(II) ions are bound by one aqua ligand and two monodentate 3-bromo-5-carb-oxy-benzoate anions, and linked into a centrosymmetric dinuclear mol-ecule by a bridging 1,4-bis-(pyridin-4-ylmeth-yl)piperazine (4-bpmp) ligand. In the crystal, mol-ecules are connected into a supra-molecular two-dimensional network parallel to (131) via O-H⋯O hydrogen bonds involving the aqua ligands and 3-bromo-5-carb-oxy-benzoate carboxyl-ate groups.

  17. Buffer Standards for pH Measurement of N-(2-Hydroxyethyl)piperazine-N’-2-ethanesulfonic Acid (HEPES) for I = 0.16 mol·kg−1 from 5 to 55°C

    OpenAIRE

    Roy, Rabindra N.; Roy, Lakshmi N.; Ashkenazi, Shahaf; Wollen, Joshua T.; Dunseth, Craig D.; Fuge, Michael S.; Durden, Jared L.; Roy, Chandra N.; Hughes, Hannah M.; Morris, Brett T.; Cline, Kevin L.

    2009-01-01

    The values of the second dissociation constant, pK2 of N-(2-hydroxyethyl) piperazine-N’-2-ethanesulfonic acid (HEPES) have been reported at 12 temperatures over the temperature range 5 to 55°C, including 37°C. This paper reports the results for the paH of eight isotonic saline buffer solutions with an I = 0.16 mol•kg−1 including compositions: (a) HEPES (0.01 mol•kg−1) + NaHEPES (0.01 mol•kg−1) + NaCl (0.15 mol•kg−1); (b) HEPES (0.02 mol•kg−1) + NaHEPES (0.02 mol•kg−1) + NaCl (0.14 mol•kg−1); ...

  18. Poly[diaquabis(mu(3)-hexamethylenetetramine)[mu(2)-2,2'-(piperazine-1,4-diyl)bis(ethanesulfonato)]disilver(I)]: a three-dimensional pillared-layer framework encapsulating a water chain of (H(2)O)(12) clusters.

    Science.gov (United States)

    Guo, Peng; Wang, Jing; Pan, Dao-cheng; Xu, Guo-Hai

    2010-09-01

    The title compound, {[Ag(2)(C(8)H(16)N(2)O(6)S(2))(C(6)H(12)N(4))(2)(H(2)O)(2)].12H(2)O}(n), consists of a two-dimensional Ag(I)-hexamethylenetetramine (6,3) net pillared by the 2,2'-(piperazine-1,4-diyl)bis(ethanesulfonate) ligand, which lies across a centre of inversion. This compound can also be viewed as a (3,4)-connected topology by considering the hexamethylenetetramine ligand and the Ag(I) ion as the three- and four-connected nodes, respectively. There is a one-dimensional channel along the a axis accommodating a water chain assembled by the (H(2)O)(12) clusters.

  19. A novel piperazine-bis(rhodamine-B)-based chemosensor for highly sensitive and selective naked-eye detection of Cu{sup 2+} and its application as an INHIBIT logic device

    Energy Technology Data Exchange (ETDEWEB)

    Sun, Zebin; Li, Haizhen; Guo, Dan; Liu, Yan; Tian, Zhang; Yan, Shiqiang, E-mail: yansq@lzu.edu.cn

    2015-11-15

    Abstact: We report the design and synthesis of a new piperazine-bis(rhodamine-B) (RB-P-RB)-based indicator for selective detection of Cu{sup 2+} ion. Optical sensing behavior toward various metal ions including alkali, alkaline earth and transition metal ions (Na{sup +}, K{sup +}, Ba{sup 2+}, Mg{sup 2+}, Ca{sup 2+}, Zn{sup 2+}, Cd{sup 2+}, Mn{sup 2+}, Co{sup 2+}, Ni{sup 2+}, Pb{sup 2+}, Cu{sup 2+}, Hg{sup 2+}, and Ag{sup +}) were investigated by UV–vis and fluorescence spectroscopy in ethassnol solution. The indicator showed highly selective and sensitive colorimetric and “turn-on” fluorescence enhancement responses toward Cu{sup 2+} ion owing to the ring-opening structure of the rhodamine spirolactam. The significant change from colorless to pink upon the addition of Cu{sup 2+} could make it a suitable “naked-eye” indicator for Cu{sup 2+}. Furthermore, a possible ring-opening mechanism (off-on) of the rhodamine spirolactam induced by Cu{sup 2+} binding is supported by Job plot, ESI-mass, FT-IR, and {sup 1}H NMR. More significantly, the probe displayed highly selective Cu{sup 2+}-amplified absorption in the presence of Cu{sup 2+} ions. Finally, using Cu{sup 2+} and EDTA as inputs and the fluorescence emission intensity as output, an INHIBIT logic gate can be constructed at the molecular level. - Highlights: • A novel piperazine-bis(rhodamine-B)-based sensor for selective detection of Cu{sup 2+} ion was synthesized via simple synthetic procedures. • The probe exhibited highly selective and sensitive colorimetric and “turn on” fluorescence enhancement responses to Cu{sup 2+}. • The probe can serve as a reversible and selective “naked eye” indicator for Cu{sup 2+} ions in ethanol solution. • The probe can be utilized to construct an INHIBIT logic gate at the molecular level. • The probe displays highly selective Cu{sup 2+}-amplified absorption in ethanol solution.

  20. N-(4-(4-(2,3-Dichloro- or 2-methoxyphenyl)piperazin-1-yl)-butyl)-heterobiarylcarboxamides with Functionalized Linking Chains as High Affinity and Enantioselective D3 Receptor Antagonistsγ

    Science.gov (United States)

    Newman, Amy Hauck; Grundt, Peter; Cyriac, George; Deschamps, Jeffrey R.; Taylor, Michelle; Kumar, Rakesh; Ho, David; Luedtke, Robert R.

    2009-01-01

    In the present report, the D3 receptor pharmacophore is modified in the 2,3-diCl-and 2-OCH3-phenyl piperazine class of compounds with the goal to improve D3 receptor affinity and selectivity. This extension of structure-activity relationships (SAR) has resulted in the identification of the first enantioselective D3 antagonists (R- and S-22) to be reported, wherein enantioselectivity is more pronounced at D3 than at D2, and that a binding region on the second extracellular loop (E2) may play a role in both enantioselectivity and D3 receptor selectivity. Moreover, we have discovered some of the most D3-selective compounds reported to date that show high affinity (Ki =1 nM) for D3 and ∼400-fold selectivity over the D2 receptor subtype. Several of these analogues showed exquisite selectivity for D3 receptors over >60 other receptors further underscoring their value as in vivo research tools. These lead compounds also have appropriate physical characteristics for in vivo exploration and therefore will be useful in determining how intrinsic activity at D3 receptors tested in vitro is related to behaviors in animal models of addiction and other neuropsychiatric disorders. PMID:19331412

  1. N-(3-Fluoro-4-(4-(2-methoxy or 2,3-dichlorophenyl) piperazine-1-yl)-butyl)-aryl carboxamides as Selective Dopamine D3 Receptor Ligands: Critical Role of the Carboxamide Linker for D3 Receptor Selectivity

    Science.gov (United States)

    Banala, Ashwini K.; Levy, Benjamin A.; Khatri, Sameer S.; Furman, Cheryse A.; Roof, Rebecca A.; Mishra, Yogesh; Griffin, Suzy A.; Sibley, David R.; Luedtke, Robert R.; Newman, Amy Hauck

    2011-01-01

    N-(3-fluoro-4-(4-(2,3-dichloro- or 2-methoxyphenyl)piperazine-1-yl)-butyl)-aryl carboxamides were prepared and evaluated for binding and function at dopamine D3 (D3R) and D2 receptors (D2R). In this series, we discovered some of the most D3R selective compounds reported to date, (e.g. 8d and 8j >1000-fold D3R-selective over D2R.) In addition, chimeric receptor studies further identified the second extracellular (E2) loop as an important contributor to D3R binding selectivity. Further, compounds lacking the carbonyl group in the amide linker were synthesized and while these amine-linked analogues bound with similar affinities to the amides at D2R, this modification dramatically reduced binding affinities at D3R by >100-fold (e.g. D3RKi for 15b = 393 v. for 8j = 2.6 nM) resulting in compounds with significantly reduced D3R selectivity. This study supports a pivotal role for the D3R E2 loop and the carbonyl group in the 4-phenylpiperazine class of compounds and further reveals a point of separation between structure-activity relationships at D3R and D2R. PMID:21495689

  2. Mechanistic Studies of the Anti-Ulcerogenic Activity and Acute Toxicity Evaluation of Dichlorido-Copper(II-4-(2-5-Bromo-benzylideneaminoethyl Piperazin-1-ium Phenolate Complex against Ethanol-Induced Gastric Injury in Rats

    Directory of Open Access Journals (Sweden)

    A. Hamid A. Hadi

    2011-10-01

    Full Text Available The compound dichlorido-copper(II-4-(2-5-bromobenzylideneaminoethyl piperazin-1-ium phenolate (CuLBS was synthesized, characterized and screened for acute toxicity and protective activity against ethanol-induced gastric mucosal injury in rats. Gross microscopic lesions, biochemical and immunological parameters and histochemcial staining of glycogen storage were taken into consideration. Oral administration of CuLBS (30 and 60 mg/Kg for two weeks dose-dependently flattened gastric mucosa, significantly increased gastric mucus and total acidity, compared with control group (P < 0.01. Serum levels of liver enzymes aspartate (AST and alanine transaminases (ALT, pro-inflammatory (IL-6 and TNF-α and anti-inflammatory (IL-10 cytokines in the rats exposed to ethanol induced ulceration have been altered. Administration of CuLBS showed considerable (P < 0.05 protection against ulceration by modulating the acute alterations of cytokines AST, ALT and stomach glycogen. Interestingly, CuLBS did not interfere with the natural release of nitric oxide. CuLBS alone (60 mg/Kg did not exhibit any ulcerogenic effect as assessed using Adami’s scoring scale. An acute toxicity study showed that rats treated with CuLBS (1,000 and 2,000 mg/Kg manifested no abnormal signs. These findings therefore, suggested that the gastroprotective activity of CuLBS might contribute in modulating the inflammatory cytokine-mediated oxidative damage to gastric mucosa.

  3. Identification of a small molecule 1,4-bis-[4-(3-phenoxy-propoxy)-but-2-ynyl]-piperazine as a novel inhibitor of the transcription factor p53

    Institute of Scientific and Technical Information of China (English)

    Xin LIU; Ying ZHANG; Man TONG; Xiu-ying LIU; Guan-zheng LUO; Dong-fang XIE; Shao-fang REN

    2013-01-01

    Aim:To identify novel small compound inhibitor of p53 protein.Methods:Mouse embryonic flbroblasts (MEF) and mouse embryonic stem (ES) cells were tested.Cell proliferation rate was determined using a Cell Proliferation Kit.The mRNA and protein levels of p53-related genes were measured using real-time PCR and Western blotting,respectively.Global response in the p53 signaling network was analyzed using Illumina whole-genome expression BeadChips.Results:Treatment of MEF cells with a small molecule 1,4-bis-[4-(3-phenoxy-propoxy)-but-2-ynyl]-piperazine (G5) at 10 μmol/L for 24 h markedly reduced the mRNA and protein levels of the p53 downstream genes MDM2 and p21.In G5-treated ES cells,a total of 372 differentially expressed genes were identified,and 18 among them were direct downstream genes of p53; 6 out of 9 p53-repressed genes were upregulated,and 5 out of 9 p53-activated genes were downregulated.In both MEF cells and ES cells,treatment of with G5 (10 μmol/L) up to 48 h neither affected the proliferation rate nor caused morphological alterations.Conclusion:G5 inhibits p53 activity and simultaneously preserves the normal growth and proliferation of cells,therefore is a new compound for studies of p53-mediated cell manipulation.

  4. Physicochemical properties of {l_brace}1-methyl piperazine (1) + water (2){r_brace} system at T = (298.15 to 343.15) K and atmospheric pressure

    Energy Technology Data Exchange (ETDEWEB)

    Rayer, Aravind V.; Sumon, Kazi Z. [International Testing Center for CO-2 Capture (ITC), Faculty of Engineering and Applied Science, University of Regina, Saskatchewan, S4S 0A2 (Canada); Henni, Amr, E-mail: Amr.Henni@uregina.ca [International Testing Center for CO-2 Capture (ITC), Faculty of Engineering and Applied Science, University of Regina, Saskatchewan, S4S 0A2 (Canada); Tontiwachwuthikul, Paitoon [International Testing Center for CO-2 Capture (ITC), Faculty of Engineering and Applied Science, University of Regina, Saskatchewan, S4S 0A2 (Canada)

    2011-12-15

    Highlights: > Densities, and viscosities of aqueous 1-methyl-piperazine solutions are reported. > Surface tensions and refractive indices measurements are also reported. > We suggest a possible formation of a complex between x{sub 1} = [0.2 and 0.3]. > All excess properties, except viscosities, are found to be negative. - Abstract: Densities ({rho}) and viscosities ({eta}) of aqueous 1-methylpiperazine (1-MPZ) solutions are reported at T = (298.15 to 343.15) K. Refractive indices (n{sub D}) are reported at T = (293.15 to 333.15) K, and surface tensions ({gamma}) are reported at T = (298.15 to 333.15) K. Derived excess properties, except excess viscosities ({Delta}{eta}), are found to be negative over the entire composition range. The addition of 1-MPZ reduces drastically the surface tension of water. The temperature dependence of surface tensions is explained in terms of surface entropy (S{sup S}) and enthalpy (H{sup S}). The measured and derived properties are used to probe the microscopic liquid structure of the bulk and surface of the aqueous amine solutions.

  5. Crystal structure of a chloride-bridged copper(II dimer: piperazine-1,4-dium bis(di-μ-chlorido-bis[(4-carboxypyridine-2-carboxylato-κ2N,O2chloridocuprate(II

    Directory of Open Access Journals (Sweden)

    Bassey Enyi Inah

    2017-02-01

    Full Text Available Crystals of a new dimeric chloride-bridged cuprate(II derived from pyridine-2,4-dicarboxylic acid were obtained solvothermally in the presence of piperazine and hydrochloric acid. The crystal structure determination of the title salt, (C4H12N2[Cu2(C7H4NO42Cl4], revealed one of the carboxyl groups of the original pyridine-2,4-dicarboxylic acid ligand to be protonated, whereas the other is deprotonated and binds together with the pyridine N atom to the CuII atom. The coordination environment of the CuII atom is distorted square-pyramidal. One of the chloride ligands bridges two metal cations to form a centrosymmetric dimer with two different Cu—Cl distances of 2.2632 (8 and 2.7853 (8 Å, whereby the longer distance is associated with the apical ligand. The remaining chloride ligand is terminal at one of the basal positions, with a distance of 2.2272 (9 Å. In the crystal, the dimers are linked by intermolecular O—H...O hydrogen bonds, together with N—H...O and N—H...Cl interactions involving the centrosymmetric organic cation, into a three-dimensional supramolecular network. Further but weaker C—H...O and C—H...Cl interactions consolidate the packing.

  6. Crystal structure of a chloride-bridged copper(II) dimer: piperazine-1,4-dium bis-(di-μ-chlorido-bis[(4-carboxypyridine-2-carboxyl-ato-κ(2)N,O(2))chlorido-cuprate(II)].

    Science.gov (United States)

    Inah, Bassey Enyi; Ayi, Ayi Anyama; Adhikary, Amit

    2017-02-01

    Crystals of a new dimeric chloride-bridged cuprate(II) derived from pyridine-2,4-di-carb-oxy-lic acid were obtained solvothermally in the presence of piperazine and hydro-chloric acid. The crystal structure determination of the title salt, (C4H12N2)[Cu2(C7H4NO4)2Cl4], revealed one of the carboxyl groups of the original pyridine-2,4-di-carb-oxy-lic acid ligand to be protonated, whereas the other is deprotonated and binds together with the pyridine N atom to the Cu(II) atom. The coordination environment of the Cu(II) atom is distorted square-pyramidal. One of the chloride ligands bridges two metal cations to form a centrosymmetric dimer with two different Cu-Cl distances of 2.2632 (8) and 2.7853 (8) Å, whereby the longer distance is associated with the apical ligand. The remaining chloride ligand is terminal at one of the basal positions, with a distance of 2.2272 (9) Å. In the crystal, the dimers are linked by inter-molecular O-H⋯O hydrogen bonds, together with N-H⋯O and N-H⋯Cl inter-actions involving the centrosymmetric organic cation, into a three-dimensional supra-molecular network. Further but weaker C-H⋯O and C-H⋯Cl inter-actions consolidate the packing.

  7. Crystal structure of 3-{[4-(2-meth-oxy-phen-yl)piperazin-1-yl]meth-yl}-5-(thio-phen-2-yl)-1,3,4-oxa-diazole-2(3H)-thione.

    Science.gov (United States)

    Al-Alshaikh, Monirah A; Abuelizz, Hatem A; El-Emam, Ali A; Abdelbaky, Mohammed S M; Garcia-Granda, Santiago

    2016-02-01

    The title compound, C18H20N4O2S2, is a new 1,3,4-oxa-diazole and a key pharmacophore of several biologically active agents. It is composed of a meth-yl(thio-phen-2-yl)-1,3,4-oxa-diazole-2(3H)-thione moiety linked to a 2-meth-oxy-phenyl unit via a piperazine ring that has a chair conformation. The thio-phene ring mean plane lies almost in the plane of the oxa-diazole ring, with a dihedral angle of 4.35 (9)°. The 2-meth-oxy-phenyl ring is almost normal to the oxa-diazole ring, with a dihedral angle of 84.17 (10)°. In the crystal, mol-ecules are linked by weak C-H⋯S hydrogen bonds and C-H⋯π inter-actions, forming layers parallel to the bc plane. The layers are linked via weak C-H⋯O hydrogen bonds and slipped parallel π-π inter-actions [inter-centroid distance = 3.6729 (10) Å], forming a three-dimensional structure. The thio-phene ring has an approximate 180° rotational disorder about the bridging C-C bond.

  8. Synthesis and in vitro evaluation of no-carrier-added 2-(3-(4-(4-[{sup 18}F]fluorobenzyl)piperazin-1-yl)propyl)benzo[d]thiazole, a potential dopamine D{sub 4} receptor radioligand

    Energy Technology Data Exchange (ETDEWEB)

    Li, Gu-Cai; Zhang, Ru [Hunan Institute of Engineering, Hunan Xiangtan (China). College of Chemistry and Chemical Engineering; Xia, Jiao-yun [Changsha Univ. of Science and Technology (China). School of Chemistry and Biology Engineering

    2016-07-01

    The dopamine D{sub 4} receptor has been shown to play important roles in some central nervous system pathologies. Specific radioligands for the D{sub 4} receptor may be useful to understand the function of the D{sub 4} receptor and its correlations with various disorders. 2-(3-(4-(4-[{sup 18}F]Fluorobenzyl)piperazin-1-yl)propyl)benzo[d]thiazole ([{sup 18}F]4) was synthesized through a one-pot two-step procedure with total yield 18.6% (decay corrected). The specific activity of the radioligand was 112 GBq/μmol and its radiochemical purity was >95.0%. Its affinity and selectivity for dopamine D{sub 2}-like receptors were measured through in vitro receptor binding evaluation and the K{sub i} value for the D{sub 4} receptor was determined to be 2.9±0.2 nM, and its selectivity for the dopamine D{sub 4} receptor is 709-fold versus D{sub 2long} receptor, 823-fold versus D{sub 3} receptor. The partition coefficient (Log D) of it was determined to be 2.6±0.1 through octanol-water partition experiment. The ligand presents desirable combination of lipophilicity, affinity and selectivity for the dopamine D{sub 4} receptor. The results suggested that the radioligand shows promises for the in vivo study of the dopamine D{sub 4} receptor.

  9. Retention of ionisable compounds on high-performance liquid chromatography XVIII: pH variation in mobile phases containing formic acid, piperazine, tris, boric acid or carbonate as buffering systems and acetonitrile as organic modifier.

    Science.gov (United States)

    Subirats, Xavier; Bosch, Elisabeth; Rosés, Martí

    2009-03-20

    In the present work dissociation constants of commonly used buffering species, formic acid, piperazine, tris(hydroxymethyl)-aminomethane, boric acid and carbonate, have been determined for several acetonitrile-water mixtures. From these pK(a) values a previous model has been successfully evaluated to estimate pH values in acetonitrile-aqueous buffer mobile phases from the aqueous pH and concentration of the above mentioned buffers up to 60% of acetonitrile, and aqueous buffer concentrations between 0.005 (0.001 mol L(-1) for formic acid-formate) and 0.1 mol L(-1). The relationships derived for the presently studied buffers, together with those established for previously considered buffering systems, allow a general prediction of the pH variation of the most commonly used HPLC buffers when the composition of the acetonitrile-water mobile phase changes during the chromatographic process, such as in gradient elution. Thus, they are an interesting tool that can be easily implemented in general retention models to predict retention of acid-base analytes and optimize chromatographic separations.

  10. CRISPR-Cas9-modified pfmdr1 protects Plasmodium falciparum asexual blood stages and gametocytes against a class of piperazine-containing compounds but potentiates artemisinin-based combination therapy partner drugs.

    Science.gov (United States)

    Ng, Caroline L; Siciliano, Giulia; Lee, Marcus C S; de Almeida, Mariana J; Corey, Victoria C; Bopp, Selina E; Bertuccini, Lucia; Wittlin, Sergio; Kasdin, Rachel G; Le Bihan, Amélie; Clozel, Martine; Winzeler, Elizabeth A; Alano, Pietro; Fidock, David A

    2016-08-01

    Emerging resistance to first-line antimalarial combination therapies threatens malaria treatment and the global elimination campaign. Improved therapeutic strategies are required to protect existing drugs and enhance treatment efficacy. We report that the piperazine-containing compound ACT-451840 exhibits single-digit nanomolar inhibition of the Plasmodium falciparum asexual blood stages and transmissible gametocyte forms. Genome sequence analyses of in vitro-derived ACT-451840-resistant parasites revealed single nucleotide polymorphisms in pfmdr1, which encodes a digestive vacuole membrane-bound ATP-binding cassette transporter known to alter P. falciparum susceptibility to multiple first-line antimalarials. CRISPR-Cas9 based gene editing confirmed that PfMDR1 point mutations mediated ACT-451840 resistance. Resistant parasites demonstrated increased susceptibility to the clinical drugs lumefantrine, mefloquine, quinine and amodiaquine. Stage V gametocytes harboring Cas9-introduced pfmdr1 mutations also acquired ACT-451840 resistance. These findings reveal that PfMDR1 mutations can impart resistance to compounds active against asexual blood stages and mature gametocytes. Exploiting PfMDR1 resistance mechanisms provides new opportunities for developing disease-relieving and transmission-blocking antimalarials.

  11. A scanning tunneling microscopy investigation of the phases formed by the sulfur adsorption on Au(100) from an alkaline solution of 1,4-piperazine(bis)-dithiocarbamate of potassium

    Science.gov (United States)

    Martínez, Javier A.; Valenzuela B., José; Cao Milán, R.; Herrera, José; Farías, Mario H.; Hernández, Mayra P.

    2014-11-01

    Piperazine-dithiocarbamate of potassium (K2DTC2pz) was used as a new precursor for the spontaneous deposition of sulfur on the Au(100) surface in alkaline solution. Two new sulfur phases were studied by scanning tunneling microscopy (STM). These phases were formed by six sulfur atoms (S6 phase, hexamer) and by four sulfur atoms (S4 phase, tetramer with (√{ 2} ×√{ 2}) structure), and they were observed in coexistence with the well-known quasi-square patterns formed by eight sulfur atoms (S8 phase, octomer). A model was proposed where sulfur multilayers were formed by a (√{ 2} ×√{ 2}) phase adsorbed directly on the gold surface while one of the other structures: hexamers or octomers were deposited on top. Sulfur layers were formed on gold terraces, vacancies and islands produced by lifting reconstructed surface. Sequential high-resolution STM images allowed the direct observation of the dynamic of the octomers, while the (√{ 2} ×√{ 2}) structure remained static. Images also showed the reversible association/dissociation of the octomer.

  12. Synthesis of Novel Ferrocenyl Quinoxaline Piperazines and Their Relevant Antimalarial Activities%新型二茂铁基喹喔啉哌嗪的合成及其抗疟活性研究

    Institute of Scientific and Technical Information of China (English)

    谭平; 吴超; 向建南

    2013-01-01

    A series of novel ferrocenyl-substituted pyrrolo [1,2-α] quinoxaline piperazines 1a-h were synthe-sized from ferrocene-carboxaldehyde by six-step reactions .All of the compounds were screened for their antimalarial activities against plasmodium falciparum FcB1, K1, F32 strains.The results revealed that compounds 1 exhibited some inhibitory activities against the plasmodium falciparum strains.Among them, nitro substituted 1h was best. This work laid a foundation for further study of new antimalarial drugs .%以二茂铁甲醛为起始原料,经过6步反应合成得到新型的二茂铁吡咯并[1,2-α]喹喔啉哌嗪类衍生物1a-h.产物针对恶性疟原虫FcB1, K1, F32等菌株进行了体外抑制活性实验.实验结果表明,新合成的化合物具有一定的抗疟活性,其中芳环上4-位硝基取代的化合物1h体外抗疟活性最优.本工作为进一步研究具有更好活性的抗疟药物打下一定的基础.

  13. Rational design, synthesis, anti-HIV-1 RT and antimicrobial activity of novel 3-(6-methoxy-3,4-dihydroquinolin-1(2H)-yl)-1-(piperazin-1-yl)propan-1-one derivatives.

    Science.gov (United States)

    Chander, Subhash; Wang, Ping; Ashok, Penta; Yang, Liu-Meng; Zheng, Yong-Tang; Murugesan, Sankaranarayanan

    2016-08-01

    In the present study, fifteen novel 3-(6-methoxy-3,4-dihydroquinolin-1(2H)-yl)-1-(piperazin-1-yl)propan-1-one (6a-o) derivatives were designed as inhibitor of HIV-1 RT using ligand based drug design approach and in-silico evaluated for drug-likeness properties. Designed compounds were synthesized, characterized and in-vitro evaluated for RT inhibitory activity against wild HIV-1 RT strain. Among the tested compounds, four compounds (6a, 6b, 6j and 6o) exhibited significant inhibition of HIV-1 RT (IC50⩽10μg/ml). All synthesized compounds were also evaluated for anti-HIV-1 activity as well as cytotoxicity on T lymphocytes, in which compounds 6b and 6l exhibited significant anti-HIV activity (EC50 values 4.72 and 5.45μg/ml respectively) with good safety index. Four compounds (6a, 6b, 6j and 6o) found significantly active against HIV-1 RT in the in-vitro assay were in-silico evaluated against two mutant RT strains as well as one wild strain. Further, titled compounds were evaluated for in-vitro antibacterial (Escherichia coli, Pseudomonas putida, Staphylococcus aureus and Bacillus cereus) and antifungal (Candida albicans and Aspergillus niger) activities.

  14. 含 D-乙酰氨基葡萄糖和哌嗪的脲类化合物的合成及表征%Synthesis and Characterization of Urea Derivatives Containing D-Acetylglucosamine and Piperazine

    Institute of Scientific and Technical Information of China (English)

    刘玮炜; 李曲祥; 程峰昌; 张强; 霍云峰

    2014-01-01

    2-Amino-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose was synthesized by acetylation of hydroxy groups with D-glucosa as starting material.Under the catalysis of triethyla,four representative glycosylpiperazines were obtained via one-pot reaction of acetylglucosa,triphosgene and piperazine derivatives.The products were confirmed by FT-IR,1 H NMR and HRMS(ESI).%以 D-氨基葡萄糖盐酸盐为起始原料,经过羟基的乙酰化保护,得到2-氨基-1,3,4,6-四-O-乙酰基-2-脱氧-β-D-吡喃糖盐酸盐;然后在三乙胺存在下,与三光气、哌嗪衍生物“一锅法”反应,合成4种具有代表性的糖基哌嗪物质。产物结构均经 FT-IR,1 H NMR 和 HRMS(ESI)确认。

  15. Radiochemical synthesis and biological evaluation of 3-[4-(4-[{sup 18}F]fluorobenzyl)piperazin-1-ylmethyl]pyrazolo[1,5-a]pyridine as dopamine D{sub 4} receptor radioligand

    Energy Technology Data Exchange (ETDEWEB)

    Li, Gu-Cai; Zhang, Ru; Jiang, Kai-Jun; Chen, Bo [Hunan Institute of Engineering, Xiangtan (China). College of Chemistry and Chemical Engineering

    2014-09-01

    A potential dopamine D{sub 4} receptor radioligand, 3-[4-(4-[{sup 18}F]fluorobenzyl)piperazin-1-ylmethyl]pyrazolo[1,5-a]pyridine was synthesized through a one-pot two-step procedure with total yield 18.5% (decay corrected). The molar radioactivity was 115 GBq/μmol and the radiochemical purity was greater than 95.5%. Its affinity and selectivity for dopamine D{sub 2}-like receptors were measured through in vitro receptor binding experiments and the K{sub i} for D{sub 4} receptor was determined to be 17 ± 0.5 nM. The partition coefficient (Log P) of it was determined to be 2.80 ± 0.10 through octanol experiment. The in vivo biodistribution of it in rat brain exposed that the radioligand penetrates through blood-brain- barrier (BBB) and may specifically bind to dopamine D{sub 4} receptor. The results indicated that the radioligand shows promise for the in vivo study of dopamine D{sub 4} receptor. (orig.)

  16. The small molecule '1-(4-biphenylylcarbonyl)-4-(5-bromo-2-methoxybenzyl) piperazine oxalate' and its derivatives regulate global protein synthesis by inactivating eukaryotic translation initiation factor 2-alpha.

    Science.gov (United States)

    Hong, Mi-Na; Nam, Ky-Youb; Kim, Kyung Kon; Kim, So-Young; Kim, InKi

    2016-05-01

    By environmental stresses, cells can initiate a signaling pathway in which eukaryotic translation initiation factor 2-alpha (eIF2-α) is involved to regulate the response. Phosphorylation of eIF2-α results in the reduction of overall protein neogenesis, which allows cells to conserve resources and to reprogram energy usage for effective stress control. To investigate the role of eIF2-α in cell stress responses, we conducted a viability-based compound screen under endoplasmic reticulum (ER) stress condition, and identified 1-(4-biphenylylcarbonyl)-4-(5-bromo-2-methoxybenzyl) piperazine oxalate (AMC-01) and its derivatives as eIF2-α-inactivating chemical. Molecular characterization of this signaling pathway revealed that AMC-01 induced inactivation of eIF2-α by phosphorylating serine residue 51 in a dose- and time-dependent manner, while the negative control compounds did not affect eIF2-α phosphorylation. In contrast with ER stress induction by thapsigargin, phosphorylation of eIF2-α persisted for the duration of incubation with AMC-01. By pathway analysis, AMC-01 clearly induced the activation of protein kinase RNA-activated (PKR) kinase and nuclear factor-κB (NF-κB), whereas it did not modulate the activity of PERK or heme-regulated inhibitor (HRI). Finally, we could detect a lower protein translation rate in cells incubated with AMC-01, establishing AMC-01 as a potent chemical probe that can regulate eIF2-α activity. We suggest from these data that AMC-01 and its derivative compounds can be used as chemical probes in future studies of the role of eIF2-α in protein synthesis-related cell physiology.

  17. A scanning tunneling microscopy investigation of the phases formed by the sulfur adsorption on Au(100) from an alkaline solution of 1,4-piperazine(bis)-dithiocarbamate of potassium

    Energy Technology Data Exchange (ETDEWEB)

    Martínez, Javier A. [Instituto de Ciencia y Tecnología de Materiales (IMRE), Universidad de La Habana, Zapata y G, El Vedado, Plaza de la Revolución, La Habana 10400 (Cuba); Valenzuela B, José [Centro de Nanociencias y Nanotecnología (CNyN), Universidad Nacional Autónoma de México (UNAM) , km 107 Carretera Tijuana-Ensenada, Ensenada, BC 22860 (Mexico); Cao Milán, R. [Facultad de Química, Universidad de La Habana, Zapata y G, El Vedado, Plaza de la Revolución, La Habana 10400 (Cuba); Herrera, José [Instituto de Ciencia y Tecnología de Materiales (IMRE), Universidad de La Habana, Zapata y G, El Vedado, Plaza de la Revolución, La Habana 10400 (Cuba); Farías, Mario H. [Centro de Nanociencias y Nanotecnología (CNyN), Universidad Nacional Autónoma de México (UNAM) , km 107 Carretera Tijuana-Ensenada, Ensenada, BC 22860 (Mexico); Hernández, Mayra P., E-mail: mayrap@fisica.uh.cu [Instituto de Ciencia y Tecnología de Materiales (IMRE), Universidad de La Habana, Zapata y G, El Vedado, Plaza de la Revolución, La Habana 10400 (Cuba)

    2014-11-30

    Highlights: • New phases of sulfur on gold: hexamer and (√(2)×√(2)) were observed by STM. • Hexamers and (√(2)×√(2)) structures coexist with well-known octomers. • Formation of sulfur multilayer by K{sub 2}DTC{sub 2}pz hydrolysis under alkaline condition. • Top octomer layer have dynamic behavior while (√(2)×√(2)) and hexamer were static. • A model is presented to explain sulfur multilayer formation on Au(100). - Abstract: Piperazine-dithiocarbamate of potassium (K{sub 2}DTC{sub 2}pz) was used as a new precursor for the spontaneous deposition of sulfur on the Au(100) surface in alkaline solution. Two new sulfur phases were studied by scanning tunneling microscopy (STM). These phases were formed by six sulfur atoms (S{sub 6} phase, hexamer) and by four sulfur atoms (S{sub 4} phase, tetramer with (√(2)×√(2)) structure), and they were observed in coexistence with the well-known quasi-square patterns formed by eight sulfur atoms (S{sub 8} phase, octomer). A model was proposed where sulfur multilayers were formed by a (√(2)×√(2)) phase adsorbed directly on the gold surface while one of the other structures: hexamers or octomers were deposited on top. Sulfur layers were formed on gold terraces, vacancies and islands produced by lifting reconstructed surface. Sequential high-resolution STM images allowed the direct observation of the dynamic of the octomers, while the (√(2)×√(2)) structure remained static. Images also showed the reversible association/dissociation of the octomer.

  18. Buffer Standards for pH Measurement of N-(2-Hydroxyethyl)piperazine-N'-2-ethanesulfonic Acid (HEPES) for I = 0.16 mol.kg from 5 to 55 degrees C.

    Science.gov (United States)

    Roy, Rabindra N; Roy, Lakshmi N; Ashkenazi, Shahaf; Wollen, Joshua T; Dunseth, Craig D; Fuge, Michael S; Durden, Jared L; Roy, Chandra N; Hughes, Hannah M; Morris, Brett T; Cline, Kevin L

    2009-04-01

    The values of the second dissociation constant, pK(2) of N-(2-hydroxyethyl) piperazine-N'-2-ethanesulfonic acid (HEPES) have been reported at 12 temperatures over the temperature range 5 to 55 degrees C, including 37 degrees C. This paper reports the results for the pa(H) of eight isotonic saline buffer solutions with an I = 0.16 mol*kg(-1) including compositions: (a) HEPES (0.01 mol*kg(-1)) + NaHEPES (0.01 mol*kg(-1)) + NaCl (0.15 mol*kg(-1)); (b) HEPES (0.02 mol*kg(-1)) + NaHEPES (0.02 mol*kg(-1)) + NaCl (0.14 mol*kg(-1)); (c) HEPES (0.03 mol*kg(-1)) + NaHEPES (0.03 mol*kg(-1)) + NaCl (0.13 mol*kg(-1)); (d) HEPES (0.04 mol*kg(-1)) + NaHEPES (0.04 mol*kg(-1)) + NaCl (0.12 mol*kg(-1)); (e) HEPES (0.05 mol*kg(-1)) + NaHEPES (0.05 mol*kg(-1)) + NaCl (0.11 mol*kg(-1)); (f) HEPES (0.06 mol*kg(-1)) + NaHEPES (0.06 mol*kg(-1)) + NaCl (0.10 mol*kg(-1)); (g) HEPES (0.07 mol*kg(-1)) + NaHEPES (0.07 mol*kg(-1)) + NaCl (0.09 mol*kg(-1)); and (h) HEPES (0.08 mol*kg(-1)) + NaHEPES (0.08 mol*kg(-1)) + NaCl (0.08 mol*kg(-1)). Conventional pa(H) values, for all eight buffer solutions from 5 to 55 degrees C have been calculated. The operational pH values with liquid junction corrections, at 25 and 37 degrees C have been determined based on the NBS/NIST standard between the physiological phosphate standard and four buffer solutions. These are recommended as pH standards for physiological fluids in the range of pH 7.3 to 7.5 at I = 0.16 mol*kg(-1).

  19. Ether modifications to 1-[2-(3,4-dimethoxyphenyl)ethyl]-4-(3-phenylpropyl)piperazine (SA4503): effects on binding affinity and selectivity for sigma receptors and monoamine transporters.

    Science.gov (United States)

    Xu, Rong; Lord, Sarah A; Peterson, Ryan M; Fergason-Cantrell, Emily A; Lever, John R; Lever, Susan Z

    2015-01-01

    Two series of novel ether analogs of the sigma (σ) receptor ligand 1-[2-(3,4-dimethoxyphenyl)ethyl]-4-(3-phenylpropyl)piperazine (SA4503) have been prepared. In one series, the alkyl portion of the 4-methoxy group was replaced with allyl, propyl, bromoethyl, benzyl, phenethyl, and phenylpropyl moieties. In the second series, the 3,4-dimethoxy was replaced with cyclic methylenedioxy, ethylenedioxy and propylenedioxy groups. These ligands, along with 4-O-des-methyl SA4503, were evaluated for σ1 and σ2 receptor affinity, and compared to SA4503 and several known ether analogs. SA4503 and a subset of ether analogs were also evaluated for dopamine transporter (DAT) and serotonin transporter (SERT) affinity. The highest σ1 receptor affinities, Ki values of 1.75-4.63 nM, were observed for 4-O-des-methyl SA4503, SA4503 and the methylenedioxy analog. As steric bulk increased, σ1 receptor affinity decreased, but only to a point. Allyl, propyl and bromoethyl substitutions gave σ1 receptor Ki values in the 20-30 nM range, while bulkier analogs having phenylalkyl, and Z- and E-iodoallyl, ether substitutions showed higher σ1 affinities, with Ki values in the 13-21 nM range. Most ligands studied exhibited comparable σ1 and σ2 affinities, resulting in little to no subtype selectivity. SA4503, the fluoroethyl analog and the methylenedioxy congener showed modest six- to fourteen-fold selectivity for σ1 sites. DAT and SERT interactions proved much more sensitive than σ receptor interactions to these structural modifications. For example, the benzyl congener (σ1Ki=20.8 nM; σ2Ki=16.4 nM) showed over 100-fold higher DAT affinity (Ki=121 nM) and 6-fold higher SERT affinity (Ki=128nM) than the parent SA4503 (DAT Ki=12650 nM; SERT Ki=760 nM). Thus, ether modifications to the SA4503 scaffold can provide polyfunctional ligands having a broader spectrum of possible pharmacological actions.

  20. Synthesis and in vitro binding studies of piperazine-alkyl-naphthamides: impact of homology and sulphonamide/carboxamide bioisosteric replacement on the affinity for 5-HT1A, alpha2A, D4.2, D3 and D2L receptors.

    Science.gov (United States)

    Résimont, Mélissa; Liégeois, Jean-François

    2010-09-01

    A series of carboxamide and sulphonamide alkyl(ethyl to hexyl)piperazine analogues were prepared and tested for their affinity to bind to a range of receptors potentially involved in psychiatric disorders. These chemical modifications led us to explore the impact of homology and bioisosteric replacement of the amide group. All of these compounds possessed a high affinity for 5-HT(1A) receptors, irrespective of the size of the linker, the carboxamide derivative with a pentyl linker had the highest affinity for alpha(2A) receptor sites and also a high affinity for 5-HT(1A) and D3 receptors. The sulphonamide analogue with a hexyl linker possessed a high affinity for 5-HT(1A), D4.2 and D3 receptors.

  1. Organically templated uranium(IV) fluorooxalates with layer structures: (H4TREN)[U2F6(C2O4)3].4H2O (TREN = tris(2-aminoethyl)amine) and (H4APPIP)[U2F6(C2O4)3].4H2O (APPIP = 1,4-bis(3-amino-propyl)piperazine).

    Science.gov (United States)

    Wang, Chih-Min; Wu, Yi-Ying; Chen, Pei-Lin; Lii, Kwang-Hwa

    2007-03-14

    Two organically-templated layered uranium(IV) fluorooxalates, (H(4)TREN)[U(2)F(6)(C(2)O(4))(3)].4H(2)O (1) (TREN = tris(2-aminoethyl)amine) and (H(4)APPIP)[U(2)F(6)(C(2)O(4))(3)].4H(2)O (2) (APPIP = 1,4-bis(3-aminopropyl)piperazine), have been synthesized by hydrothermal methods and structurally characterized by single-crystal X-ray diffraction, thermogravimetric analysis, and magnetic susceptibility. Both structures consist of anionic [U(2)F(6)(C(2)O(4))(3)](4-) layers separated by organic ammonium cations and lattice water molecules. The UF(3)O(6) polyhedra are connected by oxalate ligands in different ways within the layers. They are the first examples of organically-templated uranium fluorooxalates. Crystal data for compound 1 follow: monoclinic, P2(1)/c (No. 14), a = 19.1563(5) A, b = 8.9531(2) A, c = 16.6221(4) A, beta = 114.633(1) degrees, and Z = 4. Crystal data for compound are the same as those for 1 except a = 10.3309(8) A, b = 15.564(1) A, c = 17.537(1) A, and beta = 95.430(4) degrees.

  2. 新型芳烷酮哌嗪衍生物YX0611-1对坐骨神经分支选择性损伤大鼠的镇痛作用%Analgesic Effect of Novel Aralkyl-ketone Piperazine Derivative YX0611-1 on Spared Nerve Injury Rats

    Institute of Scientific and Technical Information of China (English)

    王玉梅; 郭月芳; 徐祥清; 赵松; 盛雨辰

    2011-01-01

    建立了大鼠坐骨神经分支选择性损伤实验(SNI)模型,通过观察大鼠机械刺激阈值考察新型芳烷酮哌嗪衍生物YX0611-1对神经病理性疼痛的抑制作用.结果表明,YX0611-1以80 mg/kg灌胃给药时能显著提高SNI模型大鼠的机械痛阈值,与阳性对照药加巴喷丁(100 mg/kg)的镇痛效果无显著差异(P>0.05),提示该化合物对神经病理性疼痛具有较好的治疗作用.%The spared nerve injury (SNI) rat model was established to investigate the analgesic effect of the novel aralkyl-ketone piperazine derivative-YX0611-1 on neuropathic pain by determining paw withdrawal mechanical threshold. The results showed that YX0611-1 significantly improved the mechanical threshold in SNI rats by intragastric administration. The analgesic effects of YX0611-1 (80 mg/kg) and positive control gabapentin (100 mg/kg) had no significant difference(P>0.05). The results indicated that the compound YX0611-1 had an analgesic effect on neuropathic pain.

  3. In situ hydrothermal syntheses, structures and photoluminescent properties of four novel metal-organic frameworks constructed by lanthanide (Ln=Ce(III), Pr(III), Eu(III)) and Cu(I) metals with flexible dicarboxylate acids and piperazine-based ligands

    Energy Technology Data Exchange (ETDEWEB)

    Ay, Burak; Karaca, Serkan [Department of Chemistry, Arts and Science Faculty, Çukurova University, 01330 Adana (Turkey); Yildiz, Emel, E-mail: eeyildiz@cu.edu.tr [Department of Chemistry, Arts and Science Faculty, Çukurova University, 01330 Adana (Turkey); Lopez, Valerie [Department of Chemistry, Syracuse University, Syracuse, NY 13244 (United States); Nanao, Max H. [European Molecular Biology Laboratory, Grenoble Outstation, 71 Avenue des Martyrs, CS 90181, 38042 Grenoble Cedex 9 (France); University Grenoble Alpes-Centre National de la Recherche Scientifique-EMBL Unit of Virus Host-Cell Interactions, 71 Avenue des Martyrs, CS 90181, 38042 Grenoble Cedex 9 (France); Zubieta, Jon [Department of Chemistry, Syracuse University, Syracuse, NY 13244 (United States); Université Grenoble Alpes Laboratoire de Physiologie Cellulaire & Végétale, Institut de Recherches en Technologies et Sciences pour le Vivant, 17 rue des Martyrs, 38054 Grenoble cedex 9 (France)

    2016-01-15

    Four novel metal-organic frameworks,[Cu{sub 2}Cl{sub 2}(pyrz)]{sub n} (1) and (H{sub 2}pip){sub n}[Ln{sub 2}(pydc){sub 4}(H{sub 2}O){sub 2}]{sub n} (Ln=Ce (2), Pr (3) and Eu (4), H{sub 2}pzdc=2,3-pyrazinedicarboxylic acid, pyrz=pyrazine, H{sub 2}pydc=2,6-pyridinedicarboxylic acid, H{sub 2}pip=piperazine) have been synthesized under hydrothermal conditions and characterized by the elemental analysis, ICP, Far IR (FIR), FT-IR spectra, TGA, single crystal X-ray diffraction analysis and powder X-ray diffraction (PXRD). Compound 1 is two-dimensional containing Cl-Cu-Cl sites, while the lanthanide complexes contain one-dimensional infinite Ln–O-Ln chains. All the complexes show high thermal stability. The complexes 1–3 exhibit luminescence emission bands at 584, 598 and 614 nm at room temperature when excited at 300 nm. Complex 4 exhibits bright red solid-state phosphorescence upon exposure to UV radiation at room temperature. - Graphical abstract: Four novel metal-organic frameworks have been synthesized under hydrothermal conditions. Thermal and luminescent properties of the compounds have been investigated.

  4. Observation of the curative effect of piperazine ferulate combined with irbesartan in treatment of early diabetic nephropathy%阿魏酸哌嗪联合厄贝沙坦治疗早期糖尿病肾病的效果观察

    Institute of Scientific and Technical Information of China (English)

    梁毅

    2014-01-01

    目的:探讨阿魏酸哌嗪联合厄贝沙坦治疗早期糖尿病肾病( diabetic kidney disease ,DKD)患者的临床效果。方法将126例早期DKD患者随机分为两组,各63例。两组均给予常规治疗,观察组在常规治疗的基础上加用阿魏酸哌嗪和厄贝沙坦,而对照组只加用厄贝沙坦,观察比较两组治疗效果及治疗前后尿微量白蛋白( UAER)、尿β2微球蛋白(β2-MG)及血肌酐(Scr)的变化情况。结果治疗后,观察组总有效率为92.1%,高于对照组的76.2%( P <0.05)。治疗前,两组患者UAER、β2-MG及Scr水平差异均无统计学意义( P >0.05);治疗后,两组UAER、β2-MG及Scr 水平均有明显下降( P <0.01);观察组UAER和β2-MG下降幅度大于对照组( P <0.01)。结论阿魏酸哌嗪联合厄贝沙坦治疗早期糖尿病肾病可明显改善患者症状,提高肾脏功能,临床治疗效果显著,并可改善预后。%Objective To explore the effect of irbesartan and ferulic acid piperazine combined treatment of diabetic nephropa -thy.Methods One hundred and twenty-six patients with diabetic nephropathy were randomly divided into study group and the control group(n=63,each),and all the patients received conventional treatment and the study group was given additional drugs of Eritrea irbe -sartan and ferulic acid piperazine ,while patients in the control group was given irbesartan .The treatment effect,UAER,Scr,SBP,andβ2-MG of the two groups before and after treatment were observed and compared .Results After treatment the total efficacy rate of ob-servation group was 92.1%,higher than 76.2%of control group( P 0.05).After treatment,levels of UAER, Scr andβ2-MG of the two groups showed a significant decrease ( P <0.01).Levels of UAER and β2-MG of the observation group decreased more obviously than that of control group ( P <0.01).Conclusion The two drugs used in combination can significantly

  5. Crystal structure of a chloride-bridged copper(II) dimer: piperazine-1,4-dium bis­(di-μ-chlorido-bis[(4-carboxypyridine-2-carboxyl­ato-κ2 N,O 2)chlorido­cuprate(II)

    Science.gov (United States)

    Inah, Bassey Enyi; Adhikary, Amit

    2017-01-01

    Crystals of a new dimeric chloride-bridged cuprate(II) derived from pyridine-2,4-di­carb­oxy­lic acid were obtained solvothermally in the presence of piperazine and hydro­chloric acid. The crystal structure determination of the title salt, (C4H12N2)[Cu2(C7H4NO4)2Cl4], revealed one of the carboxyl groups of the original pyridine-2,4-di­carb­oxy­lic acid ligand to be protonated, whereas the other is deprotonated and binds together with the pyridine N atom to the CuII atom. The coordination environment of the CuII atom is distorted square-pyramidal. One of the chloride ligands bridges two metal cations to form a centrosymmetric dimer with two different Cu—Cl distances of 2.2632 (8) and 2.7853 (8) Å, whereby the longer distance is associated with the apical ligand. The remaining chloride ligand is terminal at one of the basal positions, with a distance of 2.2272 (9) Å. In the crystal, the dimers are linked by inter­molecular O—H⋯O hydrogen bonds, together with N—H⋯O and N—H⋯Cl inter­actions involving the centrosymmetric organic cation, into a three-dimensional supra­molecular network. Further but weaker C—H⋯O and C—H⋯Cl inter­actions consolidate the packing. PMID:28217352

  6. 2-(取代哌嗪-1-甲基)-3-喹啉甲酸乙酯及其衍生物的合成、表征及晶体结构%Synthesis, Characterization and Single Crystal Structure of Ethyl 2-(Substituted-piperazin-1-ylmethyl)-quinoline-3-carboxylate Derivatives

    Institute of Scientific and Technical Information of China (English)

    吴利欢; 杨定乔

    2009-01-01

    以邻硝基苯甲醛为起始原料,经还原、Friedlander缩合反应合成2-甲基-3-喹啉甲酸乙酯(2),2经N-溴代丁二酰亚胺(NBS)溴代得到化合物3,3再与N-取代哌嗪5a~5p发生SN2亲核取代反应,合成一系列2-(取代哌嗪-1-甲基)-3-喹啉甲酸乙酯及其衍生物6a~6p.它们的结构通过元素分析,IR,1H NMR,13C NMR和MS进行了鉴定和表征,并用X射线衍射法测定了化合物6n的晶体结构.%2-Methyl-quinoline-3-carboxylic acid ethyl ester (2) was prepared by reduction of o-nitrobenzaldehydebe and Friedlander condensation with o-aminobenzaldehyde, followed by bromination with N-bromosuccinimide (NBS) to give compound 3. The SN2 reaction of compound 3 with N-substitutedpiperazine 5a~5p yielded a series of ethyl 2-(substituted-piperazin-1-ylmethyl)-quinoline-3-carboxylate derivatives 6a~6p. The structures of the title compounds 6a~6p were characterized by elemental analysis, IR,1H NMR, 13C NMR and MS techniques. The compound 6n was confirmed by X-ray single crystal diffraction analysis.

  7. Effects of Acidic Compounds on SO2 Absorption and Desorption Property of 1,4-bis(2-hydroxypropyl)piperazine Aqueous Solution%酸性组分对 N,N′-二(2-羟丙基)哌嗪吸收/解吸 SO2性能的影响

    Institute of Scientific and Technical Information of China (English)

    崔鹏; 刘建芳; 王琪; 王婷婷

    2013-01-01

      Effects of SO3, HCl and HF acidic gases on the SO2 absorption and desorption performance of 1,4-bis(2-hydroxypropyl)piperazine (HPP) was investigated respectively by adding sulphuric acid, hydrochloric acid and hydrofluoric acid into the simulated solution. The results indicate that with increasing sulphuric acid, hydrochloric acid or hydrofluoric acid concentration in the absorption solution, the saturated absorption capacity and the absorption efficiency of SO2 decrease gradually, and the desorption ratio of absorption solution increases gradually. The effects of the same concentration of sulphuric acid and hydrochloric on the SO2 absorption performance of HPP solution show similar trends, and more pronounce than that of the same concentration of hydrofluoric acid. Adding 0.5 mol sulphuric acid or 1 mol hydrochloric acid into 1 mol absorption solution, the saturated absorption capacity reduces 0.47 mol⋅mol−1, while adding 1 mol hydrofluoric acid into 1 mol absorption solution, the saturated absorption capacity reduces 0.44 mol⋅mol−1. The errors of saturated absorption capacities between the theoretical calculation and experimental values are less than ±1%.%  通过添加硫酸、盐酸和氢氟酸模拟研究了 SO3、HCl 和 HF 三种酸性气体对 N,N’-二(2-羟丙基)哌嗪(HPP)吸收解吸 SO2性能的影响。研究结果表明,随着吸收液中硫酸、盐酸和氢氟酸的浓度逐渐增大,吸收液的饱和吸收量和脱硫率逐渐降低,解吸率逐渐增大。添加相同浓度 H+的硫酸和盐酸对 HPP 吸收 SO2性能的影响效果基本相当,且大于相同浓度H+的氢氟酸。每摩尔吸收液中添加0.5 mol 硫酸或1 mol 盐酸,吸收液饱和吸收量减少0.47 mol⋅mol−1;每摩尔吸收液中添加1 mol 氢氟酸,饱和吸收量减少0.44 mol⋅mol−1,饱和吸收量的理论计算值与实验值偏差率小于±1%。

  8. Synthesis of pyrimidine incorporated piperazine derivatives and their antimicrobial activity

    Directory of Open Access Journals (Sweden)

    K S Thriveni

    2014-01-01

    Full Text Available Thiophene substituted chalcones (1a-e were cyclised with thiourea in presence of potassium hydroxide to get 4-substituted-6-(thiophen-2-ylpyrimidine-2-thiols (2a-e which were then stirred with methyl iodide to obtain 4-substituted-2-(methylsulfanyl-6-(thiophen-2-ylpyrimidines (3a-e. Compounds (3a-e were refluxed with different N-methylpiperazine and N-phenylpiperazine to afford 4-substituted-2-(4-methylpiperazin-1-yl-6-(thiophen-2-ylpyrimidines (4a-e and 4-substituted-2-(4-phenylpiperazin-1-yl-6-(thiophen-2-ylpyrimidines (5a-e. The structures of all the newly synthesised compounds 4b, 4d, 5a and 5b showed good antibacterial activity at 40µg/mlconcentration. Compounds 4a, 4d, 4e, 5c and 5e showed significant antifungal activity at 40 µg/ml concentration compared with standard drugs.

  9. Synthesis of Novel Piperazine-linked Anthranilic Acids as Potential ...

    African Journals Online (AJOL)

    NICO

    S. Chakravorty, H.F. Klein, L.E. Hodson, M. Rabillier, Z. Fang, A. Richters,. 71. S.C. Pelly, D. Rauh and ...... 17 B. Kuhn, P. Mohr and M. Stahl, J. Med. Chem., 2010, 53 ... Fademrecht, R.K. Thomas, S. Bauer and D. Rauh, J. Med. Chem., 2013,.

  10. Selectively N-protected enantiopure 2,5-disubstituted piperazines

    DEFF Research Database (Denmark)

    Ottesen, Lars Korsgaard; Olsen, Christian Adam; Witt, Matthias;

    2009-01-01

    agents, for example, Fmoc-Cl and Alloc-Cl tended to give bis-protected by-products. Thus, novel microwave-assisted solid-phase N-protection procedures were developed for efficient introduction of Fmoc, Boc and Alloc groups. The subsequent cyclization proceeded in moderate to excellent yields depending...

  11. Post combustion CO2 capture with substituted ethanolamines and piperazines : Ab initio and DFT studies

    NARCIS (Netherlands)

    Gangarapu, S.

    2014-01-01

    The emission of greenhouse gases in the atmosphere, particularly carbon dioxide, caused by fossil fuel combustion, has been claimed to be responsible for global warming. Capturing of carbon dioxide from exhaust gases by using aqueous amine solutions is an important process for the reduction of the e

  12. Integration of a high-pressure piperazine capture plant with a power plant: an energetic evaluation

    NARCIS (Netherlands)

    Ham, L.V. van der; Kler, R.C.F. de; Goetheer, E.L.V.

    2013-01-01

    Post-combustion CO2 capture can have a significant contribution to the reduction of CO2 emissions. However, it also requires a considerable amount of energy, causing a significant decrease in the net electricity output of the power plant it is associated with. A vast array of research initiatives is

  13. The electrochemical and spectroelectrochemical properties of metal free and metallophthalocyanines containing triazole/piperazine units

    Science.gov (United States)

    Demirbaş, Ümit; Akyüz, Duygu; Mermer, Arif; Akçay, Hakkı Türker; Demirbaş, Neslihan; Koca, Atıf; Kantekin, Halit

    2016-01-01

    The synthesis and characterization of novel peripherally tetra [1,2,4]-triazole substituted metal-free phthalocyanine and its metal complexes (Zn(II), Ni(II), Pb(II), Cu(II) and Fe(II)) and the investigation of electrochemical and spectroelectrochemical properties of metal-free, Zn(II), Pb(II), Fe(II) phthalocyanines were performed for the first time in this study. Electrochemical characterizations of the complexes were performed with voltammetric and in situ spectroelectrochemical measurements. Voltammetric responses of the complexes supported the proposed structures, since complexes bearing redox inactive Pc ring metal centers just gave Pc based electron transfer reactions, while iron phthalocyanine went to metal based electron transfer reaction in addition to the Pc based ones. Electron withdrawing nature of [1,2,4]-triazole substituents shifted the redox processes toward the positive potentials. All complexes were electropolymerized during the oxidation reactions in dichloromethane (DCM) solvent. Types of the metal center of the complexes altered the electropolymerization reactions of the complexes. Spectra and colors of the electrogenerated redox species of the complexes were also determined with in situ spectroelectrochemical and in situ electrocolorimetric measurements.

  14. Synthesis, growth and characterization of a new organic three dimensional framework: Piperazin-1-ium 4-aminobenzenesulfonate

    Science.gov (United States)

    Rekha, P.; Peramaiyan, G.; NizamMohideen, M.; Mohan Kumar, R.; Kanagadurai, R.

    2016-05-01

    Piperazinium p-aminobenzenesulfonate (PPABS), a new nonlinear optical material was synthesized and crystals were grown from the methanol solvent by slow evaporation solution growth method. Single crystal X-ray diffraction study elucidated the crystal structure of PPABS. It crystallizes in orthorhombic crystal system with space group of Pbca. UV-vis-NIR spectral study was performed to analyze optical transparency of PPABS crystal and found that the grown crystal has sufficient transparency in the entire visible region with lower cutoff wavelength of 321 nm. The thermal stability and decomposition stages of the sample were studied by TG/DTA analyses. The different environmental carbon and hydrogen atoms of the proposed structure were identified by NMR spectral studies. The electric field response of crystal was determined from the dielectric studies. From the Z-scan measurements, the third order nonlinear optical properties of grown crystal were studied.

  15. Post combustion CO2 capture with substituted ethanolamines and piperazines : Ab initio and DFT studies

    NARCIS (Netherlands)

    Gangarapu, S.

    2014-01-01

    The emission of greenhouse gases in the atmosphere, particularly carbon dioxide, caused by fossil fuel combustion, has been claimed to be responsible for global warming. Capturing of carbon dioxide from exhaust gases by using aqueous amine solutions is an important process for the reduction of the

  16. 21 CFR 520.1802b - Piperazine-carbon disulfide complex boluses.

    Science.gov (United States)

    2010-04-01

    ...) per 500 pounds body weight; removal of large strongyles, pinworms, and bots, 1 bolus per 250 pounds...), large strongyles (Strongylus spp.) bots (Gastrophilus spp.), small strongyles, and pinworms...

  17. 1-Benzyl-piperazine-1,4-diium bis-(perchlorate) monohydrate.

    Science.gov (United States)

    Kaabi, Kamel; El Glaoui, Meher; Jeanneau, Erwann; Rzaigui, Mohamed; Ben Nasr, Cherif

    2010-06-23

    In the title compound, C(11)H(18)N(2) (2+)·2ClO(4) (-)·H(2)O, one perchlor-ate anion is disordered over two orientations in a 0.66 (3):0.34 (3) ratio. Inter-molecular O-H⋯O, N-H⋯O and C-H⋯O hydrogen bonds link the cations, anions and water mol-ecules into ribbons extending along [100].

  18. 1-Benzyl­piperazine-1,4-diium bis­(perchlorate) monohydrate

    Science.gov (United States)

    Kaabi, Kamel; El Glaoui, Meher; Jeanneau, Erwann; Rzaigui, Mohamed; Ben Nasr, Cherif

    2010-01-01

    In the title compound, C11H18N2 2+·2ClO4 −·H2O, one perchlor­ate anion is disordered over two orientations in a 0.66 (3):0.34 (3) ratio. Inter­molecular O—H⋯O, N—H⋯O and C—H⋯O hydrogen bonds link the cations, anions and water mol­ecules into ribbons extending along [100]. PMID:21587939

  19. Post combustion CO2 capture with substituted ethanolamines and piperazines : Ab initio and DFT studies

    NARCIS (Netherlands)

    Gangarapu, S.

    2014-01-01

    The emission of greenhouse gases in the atmosphere, particularly carbon dioxide, caused by fossil fuel combustion, has been claimed to be responsible for global warming. Capturing of carbon dioxide from exhaust gases by using aqueous amine solutions is an important process for the reduction of the e

  20. Novel heteroleptic lanthanide organic frameworks containing pyridine-2,5-dicarboxylic acid and in situ generated piperazine-2,5-dicarboxylic acid from piperazine: Hydrothermal synthesis and luminescent properties

    Science.gov (United States)

    Ay, Burak; Yildiz, Emel; Kani, İbrahim

    2016-01-01

    Two novel 3D lanthanide metal-organic frameworks [Ln(pydc)(pip)1/2(H2O] (Ln=Ce (1) and Pr (2), H2pydc=2,5-pyridinedicarboxylic acid, H2pip=2,5-piperazinedicarboxylic acid have been synthesized under hydrothermal conditions and characterized by elemental analysis, IR spectroscopy, thermogravimetric analysis (TGA), powder X-ray diffractions (PXRD), and single-crystal X-ray diffractions. Field emission scanning electron microscopy (FESEM) was used for morphological analysis. Complexes are isostructural and feature interesting 3D frameworks. Both compounds crystallize in the monoclinic system, space group P21/c. Structural analyses of 1 and 2 show that Ln3+ ions connect with each other through H2pydc and H2pip. To the best of our knowledge, they are the first heteroleptic lanthanide polymers obtained through in situ 2,5-piperazinedicarboxylic acid syntheses. Moreover, thermal and luminescent properties of the compounds have been investigated.

  1. Piperazine-1,4-diium bis(hexahydroxidoheptaoxidohexaborato-κ3O,O′,O′′cobaltate(II hexahydrate

    Directory of Open Access Journals (Sweden)

    Nabil Jamai

    2014-05-01

    Full Text Available In the title hydrate, (C4H12N2[Co{B6O7(OH6}2]·6H2O, both the dication and dianion are generated by crystallographic inversion symmetry. The Co2+ ion in the dianion adopts a fairly regular CoO6 octahedral coordination geometry arising from the two O,O′,O′′-tridentate ligands. In the crystal, the dianions and water molecules are linked by O—H...O hydrogen bonds, generating a framework with large [100] channels, which are occupied by the organic dications. N—H...O and C—H...O hydrogen bonds consolidate the structure.

  2. Design, economics and parameter uncertainty in dynamic operation of post-combustion CO2 capture using piperazine (PZ) and MEA

    DEFF Research Database (Denmark)

    Gaspar, Jozsef; Ricardez-Sandoval, Luis; Jørgensen, John Bagterp

    2017-01-01

    Post-combustion capture is a promising solution to mitigate the anthropogenic CO2 emission rate and reduce global warming. However, to make it economically attractive, the techno-economic performance of this process needs to be improved. This includes steady-state but also dynamic operation...... of the plant. Flexibility is particularly crucial from an economic and operational point of view since plants must balance the power production and the electricity demand on a daily basis. This work shows the impact of design decisions and uncertainties on the dynamic operation and economics of a CO2 capture...

  3. Design, economics and parameter uncertainty in dynamic operation of post-combustion CO2 capture using piperazine (PZ) and MEA

    DEFF Research Database (Denmark)

    Gaspar, Jozsef; Ricardez-Sandoval, Luis; Jørgensen, John Bagterp

    2017-01-01

    Post-combustion capture is a promising solution to mitigate the anthropogenic CO2 emission rate and reduce global warming. However, to make it economically attractive, the techno-economic performance of this process needs to be improved. This includes steady-state but also dynamic operation...... of the plant. Flexibility is particularly crucial from an economic and operational point of view since plants must balance the power production and the electricity demand on a daily basis. This work shows the impact of design decisions and uncertainties on the dynamic operation and economics of a CO2 capture...

  4. 2-Benzazolyl-4-Piperazin-1-Ylsulfonylbenzenecarbohydroxamic Acids as Novel Selective Histone Deacetylase-6 Inhibitors with Antiproliferative Activity.

    Directory of Open Access Journals (Sweden)

    Lei Wang

    Full Text Available We have screened our compound collection in an established cell based assay that measures the derepression of an epigenetically silenced transgene, the locus derepression assay. The screen led to the identification of 4-[4-(1-methylbenzimidazol-2-ylpiperazin-1-yl]sulfonylbenzenecarbohydroxamic acid (9b as an active which was found to inhibit HDAC1. In initial structure activity relationships study, the 1-methylbenzimidazole ring was replaced by the isosteric heterocycles benzimidazole, benzoxazole, and benzothiazole and the position of the hydroxamic acid substituent on the phenyl ring was varied. Whereas compounds bearing a para substituted hydroxamic acid (9a-d were active HDAC inhibitors, the meta substituted analogues (8a-d were appreciably inactive. Compounds 9a-d selectively inhibited HDAC6 (IC50 = 0.1-1.0 μM over HDAC1 (IC50 = 0.9-6 μM and moreover, also selectively inhibited the growth of lung cancer cells vs. patient matched normal cells. The compounds induce a cell cycle arrest in the S-phase while induction of apoptosis is neglible as compared to controls. Molecular modeling studies uncovered that the MM-GBSA energy for interaction of 9a-d with HDAC6 was higher than for HDAC1 providing structural rationale for the HDAC6 selectivity.

  5. SYNTHESIS AND IN VITRO ANTIMICROBIAL EVALUATION OF PIPERAZINE SUBSTITUTED QUINAZOLINE-BASED THIOUREA/THIAZOLIDINONE/CHALCONE HYBRIDS.

    Science.gov (United States)

    Shah, D R; Lakum, H P; Chikhalia, K H

    2015-01-01

    In frames of the search for new biological entities to fight against recent drug-resistant microbial strains, we report a library of quinazoline-based thiourea/4-thiazolidinone/chalcone hybrids. The newly synthesized compounds were studied for efficacy against several bacteria (Staphylococcus aureus, Bacillus cereus, Pseudomonas aeruginosa, and Klebsiella pneumoniae) and fungi (Candida albicans and Aspergillus clavatus) using the broth dilution technique. From the biological evaluation, (E)-3-(3,4-dimethoxyphenyl)-1-(4-((4-(4-ethylpiperazin-1-yl)quinazolin-2-yl)amino)phenyl)prop-2-en-1-one was found to be the most active analogue (microbial inhibition concentration 3.12 μg/mL) to inhibit the bacterial growth. The rest of the compounds showed equipotent efficacy (3.12-12.5 μg/mL) as compared to the standard. Final compounds were characterized by FT-IR, 1H NMR, 13C NMR, mass spectroscopy, and elemental analysis.

  6. A novel piperazine linked β-amino alcohols bearing a benzosuberone scaffolds as anti-proliferative agents.

    Science.gov (United States)

    Vanguru, Sowmya; Jilla, Lavanya; Sajja, Yasodakrishna; Bantu, Rajashaker; Nagarapu, Lingaiah; Nanubolu, Jagadeesh Babu; Bhaskar, Bala; Jain, Nishant; Sivan, Sreekanth; Manga, Vijjulatha

    2017-02-15

    A new series of 1-((9-chloro-2,3-dimethyl-6,7-dihydro-5H-benzo[7]annulen-8-yl)methoxy)-3-(4-phenylpiperzin-1-yl) propan-2-ols (6a-k) have been designed, synthesized and their structures were established by spectroscopic data (FT-IR, (1)H NMR, (13)C NMR, HRMS) and further confirmed by X-ray analysis. The newly synthesized compounds 6a-k were evaluated for their in vitro anti-proliferative activity against four cancer cell lines such as HeLa (cervical), MDA-MB-231 (breast), A549 (lung) and MIAPACA (pancreatic). Among the compounds tested, the compound 6e displayed most potent activity against four cancer cell lines with GI50 values ranging from 0.010 to 0.097μM. The structure and anti-proliferative activity relationship was further supported by in silico molecular docking study of the active compounds against Colchicine binding site of β-tubulin. Copyright © 2017 Elsevier Ltd. All rights reserved.

  7. Solution Properties of Water-Soluble “Smart” Poly(N-acryloyl-N′-ethyl piperazine-co-methyl methacrylate

    Directory of Open Access Journals (Sweden)

    G. Roshan Deen

    2012-01-01

    Full Text Available Water-soluble copolymers of N-acryloyl-N′-ethylpiperazine (AcrNEP with methyl methacrylate (MMA were synthesized to high conversion by free-radical solution polymerization. The composition of the copolymers was determined using Fourier Transform Infra-red Spectroscopy (FTIR. Copolymers containing AcrNEP content above 44 mol% were readily soluble in water and exhibited the critical solution temperature behavior. The copolymers were strongly responsive to changes in pH of the external medium due to the presence of tertiary amine functions that could be protonated at low pH. The influence of various factors such as copolymer composition, pH, temperature, salt and surfactant concentration on the LCST of the copolymers were systematically studied. The intrinsic viscosity of the copolymers in dimethyl formamide decreased with increase in temperature due to a decrease in thermodynamic affinity between polymer chains and solvent molecules. The viscosity behavior of the copolymers in sodium chloride solution was similar to that of classical polyelectrolytes and hydrophobically modified polyacrylate systems.

  8. CO2 Capture Dynamic and Steady-State Model Development, Optimization and Control: Applied to Piperazine and Enzyme Promoted MEA/MDEA

    DEFF Research Database (Denmark)

    Gaspar, Jozsef

    the market in the coming decades. However, the growing focus on mitigation of anthropogenic CO2 requires integration of fossil-fuel fired power plant with CO2 capture units. Post-combustion capture is the most mature capture technology and it is suitable for various processes in power plants, steel industry...... in Matlab. The developed model is used to investigate the transient behavior of a post-combustion plant using MEA and PZ. Moreover, a proportional-integral control structure is developed to investigate the controllability of the PZ based post-combustion plant compared to the MEA plant. The results reveal...

  9. Here Today, Gone Tomorrow…and Back Again? A Review of Herbal Marijuana Alternatives (K2, Spice), Synthetic Cathinones (Bath Salts), Kratom, Salvia divinorum, Methoxetamine, and Piperazines

    OpenAIRE

    Rosenbaum, Christopher D.; Carreiro, Stephanie P.; Babu, Kavita M.

    2012-01-01

    Despite their widespread Internet availability and use, many of the new drugs of abuse remain unfamiliar to health care providers. The herbal marijuana alternatives, like K2 or Spice, are a group of herbal blends that contain a mixture of plant matter in addition to chemical grade synthetic cannabinoids. The synthetic cathinones, commonly called “bath salts,” have resulted in nationwide emergency department visits for severe agitation, sympathomimetic toxicity, and death. Kratom, a plant prod...

  10. Study on the thin film composite poly(piperazine-amide) nanofiltration membranes made of different polymeric substrates: Effect of operating conditions

    Energy Technology Data Exchange (ETDEWEB)

    Misdan, Nurasyikin; Lau, Woei Jye; Ong, Chi Siang; Ismail, Ahmad Fauzi; Matsuura, Takeshi [Universiti Teknologi Malaysia, Skudai (Malaysia)

    2015-04-15

    Three composite nanofiltration (NF) membranes made of different substrate materials--polysulfone (PSf), polyethersulfone (PES) and polyetherimide (PEI)--were successfully prepared by interfacial polymerization technique. Prior to filtration tests, the composite NF membranes were characterized using field emission scanning electron microscope (FESEM), atomic force microscope (AFM) and X-ray photoelectron spectroscope (XPS). It was observed that the surface properties of composite NF membranes were obviously altered with the use of different substrate materials. The separation performance of the prepared composite NF membranes was further evaluated by varying operating conditions, which included feed salt concentration and operating temperature. Experimental results showed that the water flux of all TFC membranes tended to decrease with increasing Na{sub 2}SO{sub 4} concentration in feed solution, due to the increase in feed osmotic pressure. Of the three TFC membranes studied, PSf-based membrane demonstrated the highest salt rejection but lowest water flux owing to its highest degree of polyamide cross-linking as shown in XPS data. With respect to thermal stability, PEI-based TFC membrane outperformed the rest, overcoming the trade-off effect between permeability and rejection when the feed solution temperature was gradually increased from 30 .deg. C to 80 .deg. C. In addition, the relatively smoother surface of hydrophilic PEI-based membrane when compared with PSf-based membrane was found to be less susceptible to BSA foulants, leading to lower flux decline. This is because smoother surface of polyamide layer would have minimum 'valley clogging,' which improves membrane anti-fouling resistance.

  11. Sorbitol dehydrogenase inhibitors (SDIs): a new potent, enantiomeric SDI, 4-[2-1R-hydroxy-ethyl)-pyrimidin-4-yl]piperazine-1-sulfonic acid dimethylamide.

    Science.gov (United States)

    Mylari, B L; Oates, P J; Beebe, D A; Brackett, N S; Coutcher, J B; Dina, M S; Zembrowski, W J

    2001-08-16

    We report here on our medicinal chemistry and pharmacology efforts to provide a potent sorbitol dehydrogenase inhibitor (SDI) as a tool to probe a recently disclosed hypothesis centered on the role of sorbitol dehydrogenase (SDH) in the second step of the polyol pathway, under conditions of high glucose flux. Starting from a weak literature lead, 2, and through newly developed structure-activity relationships, we have designed and executed an unambiguous synthesis of enantiomeric SDI, 6, which is at least 10x more potent than 2. Also, 6 potently inhibits SDH in streptozotocin-diabetic rat sciatic nerve. We have described an expedient synthesis of a key building template, 33, for future research in the SDI area that may facilitate the discovery of even more potent SDIs with longer duration of action in vivo.

  12. New antiproliferative 7-(4-(N-substituted carbamoylmethyl)piperazin-1-yl) derivatives of ciprofloxacin induce cell cycle arrest at G2/M phase.

    Science.gov (United States)

    Mohammed, Hamada H H; Abd El-Hafeez, Amer Ali; Abbas, Samar H; Abdelhafez, El-Shimaa M N; Abuo-Rahma, Gamal El-Din A

    2016-10-01

    New N-4-piperazinyl derivatives of ciprofloxacin 2a-g were prepared and tested for their cytotoxic activity. The primary in vitro one dose anticancer assay experienced promising cytotoxic activity against different cancer cell lines especially non-small cell lung cancer. Independently, compounds 2b, 2d, 2f and 2g showed anticancer activity against human non-small cell lung cancer A549 cells (IC50=14.8, 24.8, 23.6 and 20.7μM, respectively) compared to the parent ciprofloxacin (IC50 >100μM) and doxorubicin as a positive control (IC50=1μM). The flow cytometric analysis for 2b showed dose dependent G2/M arrest in A549 cells. Also, 2b increased the expression of p53 and p21 and decreased the expression of cyclin B1 and Cdc2 proteins in A549 cells without any effect on the same proteins expression in WI-38 cells. Specific inhibition of p53 by pifithrin-α reversed the G2/M phase arrest induced by the 2b compound, suggesting contribution of p53 to increase. Taken together, 2b induced G2/M phase arrest via p53/p21 dependent pathway. The results indicate that 2b can be used as a lead compound for further development of new derivatives against non-small cell lung cancer. Copyright © 2016 Elsevier Ltd. All rights reserved.

  13. Efficacy of hybrid tetrahydrobenzo[d]thiazole based aryl piperazines D-264 and D-301 at D2 and D3 receptors

    Science.gov (United States)

    Zhen, Juan; Antonio, Tamara; Jacob, Joanna C.; Grandy, David K.

    2016-01-01

    In elucidating the role of pharmacodynamic efficacy at D3 receptors in therapeutic effectiveness of dopamine receptor agonists, the influence of study system must be understood. Here two compounds with D3 over D2 selectivity developed in our earlier work, D-264 and D-301, are compared in dopamine receptor-mediated G-protein activation in striatal regions of wild-type and D2 receptor knockout mice and in CHO cells expressing D2 or D3 receptors. In caudate-putamen of D2 knockout mice, D-301 was ~ 3-fold more efficacious than D-264 in activating G-proteins as assessed by [35S]GTP S binding; in nucleus accumbens, D-301 stimulated G-protein activation whereas D-264 did not. In contrast, the two ligands exerted similar efficacy in both regions of wild-type mice, suggesting both ligands activate D2 receptors with similar efficacy. In D2 and D3 receptor-expressing CHO cells, D-264 and D-301 appeared to act in the [35S]GTP S assay as full agonists because they produced maximal stimulation equal to dopamine. Competition for [3H]spiperone binding was then performed to determine Ki/EC50 ratios as an index of receptor reserve for each ligand. Action of D-301, but not D-264, showed receptor reserve in D3 but not in D2 receptor-expressing cells, whereas dopamine showed receptor reserve in both cell lines. G o1 is highly expressed in brain and is important in D2 -like receptor-G protein coupling. Transfection of G o1 in D3- but not D2-expressing CHO cells led to receptor reserve for D-264 without altering receptor expression levels. D-301 and dopamine exhibited receptor reserve in D3-expressing cells both with and without transfection of G o1. Altogether, these results indicate that D-301 has greater intrinsic efficacy to activate D3 receptors than D-264, whereas the two compounds act on D2 receptors with similar intrinsic efficacy. These findings also suggest caution in interpreting Emax values from functional assays in receptor-transfected cell models without accounting for receptor reserve. PMID:26718829

  14. Synthesis and characterization of a new piperazine derivatives containing coumarin moiety under ultrasound%新型含香豆素基哌嗪衍生物的超声辅助合成与表征

    Institute of Scientific and Technical Information of China (English)

    宋正恩; 陈陇英; 赵顺俊; 郭大伟; 岳国仁

    2014-01-01

    以水杨醛和丙二酸二乙酯为起始原料,经Knoevenagel缩合反应合成香豆素-3-羧酸乙酯,再经水解、酸化得到香豆素-3-羧酸,然后与新蒸的亚硫酰氯反应生成香豆素-3-甲酰氯,超声辅助KI催化,再与单取代哌嗪反应,合成了含有香豆素基和哌嗪两种生物活性基团的新化合物,并对中间体和目标产物的结构进行了表征.结果表明,设计的技术路线合理,反应条件温和,目标产物收率高,成本低,有较好的开发应用前景.

  15. 含哌嗪的吡唑酰胺衍生物的合成与生物活性%Synthesis and bioactivity of pyrazole amide derivatives containing piperazine moiety

    Institute of Scientific and Technical Information of China (English)

    吴琴; 王贞超; 杨涛

    2014-01-01

    设计合成了16个新型的含哌嗪的吡唑酰胺衍生物,所有化合物结构经1H NMR、13C NMR、IR和元素分析表征.初步生物活性测试表明,在试验浓度下,部分目标化合物表现出一定的抗菌活性和较好的抗TMV活性.

  16. Synthesis, crystal structures, molecular docking, in vitro monoamine oxidase-B inhibitory activity of transition metal complexes with 2-{4-[bis (4-fluorophenyl)methyl]piperazin-1-yl} acetic acid

    Science.gov (United States)

    Yang, Dan-dan; Wang, Riu; Zhu, Jin-long; Cao, Qi-yue; Qin, Jie; Zhu, Hai-liang; Qian, Shao-song

    2017-01-01

    Three novel complexes, [Cu(L)2(H2O)](1), [Zn(L)2(H2O)2]·CH3OH·1.5H2O(2), and [Ni(L)2(H2O)1.8]·CH3OH·1.2H2O (3) (HL = 2-{4-[bis(4-fluorophenyl)methyl]pipera-zin-1-yl} acetic acid), were synthesized and structurally determined by single-crystal X-ray diffraction. Molecular docking study preliminarily revealed that complex 1 had potential Monoamine oxidase B inhibitory activity. All acquired compounds were tested against rat brain MAO-B in vitro. In accordance with the result of calculation, it showed complex 1 (IC50 = 1.85 ± 0.31 μM) have good inhibitory activity against MAO-B at the same micromolar concentrations with positive control Iproniazid Phosphate (IP, IC50 = 7.59 ± 1.17 μM). These results indicated that complex 1 was a potent MAO-B inhibitor.

  17. Buffer Standards for the Biological pH of the Amino Acid N-[2 hydroxyethyl]piperazine-N'-[3-propanesulfonic acid], HEPPS, From (278.15 to 328.15) K.

    Science.gov (United States)

    Roy, Lakshmi N; Roy, Rabindra N; Wollen, Joshua T; Harmon, Meagan A; Stegner, Jessica M; Shah, Ankita A; Henson, Isaac B

    2011-01-01

    For the HEPPS buffer under investigation, there are seven buffer solutions without NaCl and eight buffer solutions that contain Cl(-) and have an ionic strength (I = 0.16 mol·kg(-1)), which is similar to that of blood plasma. These buffer solutions have been evaluated in the temperature range of (278.15 to 328.15) K using the extended Debye- Hückel equation and the Bates-Guggenheim convention. The previously determined E(j) values have been used to determine the operational pH values of HEPPS buffer solutions at (298.15 and 310.15) K. These are recommended as secondary standard reference solutions for pH measurements in saline media with an isotonic ionic strength of I = 0.16 mol·kg(-1).

  18. Buffer Standards for the Biological pH of the Amino Acid N-[2 hydroxyethyl]piperazine-N’-[3-propanesulfonic acid], HEPPS, From (278.15 to 328.15) K

    Science.gov (United States)

    Roy, Lakshmi N.; Roy, Rabindra N.; Wollen, Joshua T.; Harmon, Meagan A.; Stegner, Jessica M.; Shah, Ankita A.; Henson, Isaac B.

    2011-01-01

    For the HEPPS buffer under investigation, there are seven buffer solutions without NaCl and eight buffer solutions that contain Cl− and have an ionic strength (I = 0.16 mol·kg−1), which is similar to that of blood plasma. These buffer solutions have been evaluated in the temperature range of (278.15 to 328.15) K using the extended Debye- Hückel equation and the Bates-Guggenheim convention. The previously determined Ej values have been used to determine the operational pH values of HEPPS buffer solutions at (298.15 and 310.15) K. These are recommended as secondary standard reference solutions for pH measurements in saline media with an isotonic ionic strength of I = 0.16 mol·kg−1. PMID:22096257

  19. Chemoprevention of Colonic Aberrant Crypt Foci by Novel Schiff Based Dichlorido(4-Methoxy-2-{[2-(Piperazin-4-Ium-1-Yl)Ethyl]Iminomethyl}Phenolate)Cd Complex in Azoxymethane-Induced Colorectal Cancer in Rats.

    Science.gov (United States)

    Hajrezaie, Maryam; Shams, Keivan; Moghadamtousi, Soheil Zorofchian; Karimian, Hamed; Hassandarvish, Pouya; Emtyazjoo, Mozhgan; Zahedifard, Maryam; Majid, Nazia Abdul; Mohd Ali, Hapipah; Abdulla, Mahmood Ameen

    2015-07-23

    Schiff-based complexes as a source of cancer chemotherapeutic compounds have been subjected to the variety of anticancer studies. The in-vitro analysis confirmed the CdCl2(C14H21N3O2) complex possess cytotoxicity and apoptosis induction properties in colon cancer cells, so lead to investigate the inhibitory efficiency of the compound on colonic aberrant crypt foci (ACF). Five groups of adult male rats were used in this study: Vehicle, cancer control, positive control groups and the groups treated with 25 and 50 mg/kg of complex for 10 weeks. The rats in vehicle group were injected subcutaneously with 15 mg/kg of sterile normal saline once a week for 2 weeks and orally administered with 5% Tween-20 (5 ml/kg) for 10 weeks, other groups were injected subcutaneously with 15 mg/kg azoxymethane once a week for 2 weeks. The rats in positive groups were injected intra-peritoneally with 35 mg/kg 5-Flourouracil four times in a month. Administration of the complex suppressed total colonic ACF formation up to 73.4% (P < 0.05). The results also showed that treatment with the complex significantly reduced the level of malondialdehyde while increasing superoxide dismutase and catalase activities. Furthermore, the down-regulation of PCNA and Bcl2 and the up-regulation of Bax was confirmed by immunohistochemical staining.

  20. 用1-(2-羟乙基)哌嗪和不同脂肪酸合成的织物柔软剂%Fabric softener prepared from 1-(2-ethoxyl) piperazine and different fatty acids

    Institute of Scientific and Technical Information of China (English)

    岳霄

    2009-01-01

    研究了不同脂肪酸与1-(2-羟乙基)哌嗪合成的织物柔软剂的性能及应用,通过傅立叶变换红外光谱、1H核磁共振(NMR)光谱和13C-NMR等仪器分析了合成物的结构,对酯酰胺季铵盐中的C-SM含量、表面张力、再润湿性、乳化性、分散性等进行了测定.

  1. Spectroscopic, radiochemical, and theoretical studies of the Ga3+-N-2-hydroxyethyl piperazine-N'-2-ethanesulfonic acid (HEPES buffer) system: evidence for the formation of Ga3+ - HEPES complexes in (68) Ga labeling reactions.

    Science.gov (United States)

    Martins, André F; Prata, M I M; Rodrigues, S P J; Geraldes, Carlos F G C; Riss, P J; Amor-Coarasa, A; Burchardt, C; Kroll, C; Roesch, F

    2013-01-01

    Recent reports have claimed a superior performance of HEPES buffer in comparison to alternative buffer systems for (67/68) Ga labeling in aqueous media. In this paper we report spectroscopic ((1) H and (71) Ga NMR), radiochemical, mass spectrometry and theoretical modeling studies on the Ga(3+)/HEPES system (HEPES = N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid) performed with the aim of elucidating a potential contribution of HEPES in the (68/67) Ga radiolabeling process. Our results demonstrate that HEPES acts as a weakly but competitive chelator of Ga(3+) and that this interaction depends on the relative Ga(3+): HEPES concentration. A by-product formed in the labeling mixture has been identified as a [(68) Ga]Ga(HEPES) complex via chromatographic comparison with the nonradioactive analog. The formation of this complex was verified to compete with [(68) Ga]Ga(NOTA) complexation at low NOTA concentration. Putative chelation of Ga(3+) by the hydroxyl and adjacent ring nitrogen of HEPES is proposed on the basis of (1)H NMR shifts induced by Ga(3+) and theoretical modeling studies.

  2. 3-(1-Adamantyl-1-{[4-(2-methoxyphenylpiperazin-1-yl]methyl}-4-methyl-1H-1,2,4-triazole-5(4H-thione

    Directory of Open Access Journals (Sweden)

    Abdul-Malek S. Al-Tamimi

    2010-07-01

    Full Text Available The title compound, C25H35N5OS, is a functionalized triazoline-3-thione with substituted piperazine and adamantyl substituents attached at the 2- and 5-positions, respectively, of a triazole spacer with an approximately C-shaped conformation of the molecule. The piperazine ring adopts a chair conformation.

  3. Development of a targeted GC/MS screening method and validation of an HPLC/DAD quantification method for piperazines–amphetamines mixtures in seized material

    Directory of Open Access Journals (Sweden)

    Yacine Boumrah

    2014-09-01

    Full Text Available Piperazine-related drugs are sold as party pills in the form of tablets, capsules, liquids or powders. These party pills can contain several piperazine derivatives, or even a mixture of piperazines and amphetamine derivatives. This paper describes a screening method using a gas chromatography–mass spectrometry technique allowing the separation and the identification of active components within these mixtures by a combined silylation and acylation derivatization procedure. The studied substances–namely: 1-benzylpiperazine (BZP, 1-(3,4-methylenedioxyben-zylpiperazine (MDBP, 1-(3-trifluoromethylphenylpiperazine (TFMPP, 1-(3-chlorophenyl piperazine (mCPP, 1-(4-methoxyphenyl piperazine (MeOPP, amphetamine, methamphetamine, ephedrine, pseudoephedrine, 3,4-methylenedioxy-N-methamphetamine (MDMA, 3,4-methylenedi-oxyamphetamine (MDA, 3,4-methylenedioxy-N-ethylamphetamine (MDEA and N-methyl-1,3-benzodioxolylbutanamine (MBDB–are separated.

  4. Microwave assisted synthesis of some hybrid molecules derived from norfloxacin and investigation of their biological activities.

    Science.gov (United States)

    Mentese, Meltem Yolal; Bayrak, Hacer; Uygun, Yıldız; Mermer, Arif; Ulker, Serdar; Karaoglu, Sengul Alpay; Demirbas, Neslihan

    2013-09-01

    Norfloxacin was converted to 7-(4-amino-2-fluorophenyl)piperazin derivative (2) via the formation of nitro compound. The synthesis of the norfloxacin derivatives containing 1,3-thiazole or 1,3-thiazolidin moiety was performed from the reaction of 4-chlorophenacylbromide or ethyl bromoacetate with compounds 4-7 obtained starting from 2. 3-Fluoro-4-[4-(2-methoxyphenyl)piperazin-1-yl]aniline (14), 5-{[4-(2-methoxyphenyl)piperazin-1-yl]methyl}-4-phenyl-4H-1,2,4-triazole-3-thiol (18) and {[4-(2-methoxy phenyl)piperazin-1-yl]methyl}-1,3,4-oxadiazol-2-thiol (19) were obtained starting from 1-(2-methoxyphenyl)piperazine by several steps. The treatment of hydrazide (16) with several aldehydes afforded N'-[(2-hydroxyphenyl)methylen]- (20), N'-[(3-hydroxy-4-methoxy phenyl)methylen]- (21) or N'-[1H-indol-3-ylmethylene]-2-[4-(2-methoxyphenyl)piperazin-1-yl]acetohydrazide (22). Then, compounds 14, 18, 19 and 22 were condensed with 7-[4-(chloroacetyl)piperazin-1-yl]-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (3) that was obtained from norfloxacine. All newly synthesized compounds were screened for their antimicrobial activities and some of them exhibited excellent activity. Moreover, one compound was found to have antiurease activity. Copyright © 2013 Elsevier Masson SAS. All rights reserved.

  5. Drug: D00803 [KEGG MEDICUS

    Lifescience Database Archive (English)

    Full Text Available D00803 Drug Diethylcarbamazine citrate (JP16/USP); Hetrazan (TN) C10H21N3O. C6H8O7 ...642 Anthelmintics 6428 Piperazines D00803 Diethylcarbamazine citrate (JP16/USP) A...REPELLENTS P02 ANTHELMINTICS P02C ANTINEMATODAL AGENTS P02CB Piperazine and derivatives P02CB02 Diethylcarbamazine D00803 Diethylcarb...ntiparasitics Antinematodal agents Piperazine and derivatives Diethylcarbamazine [ATC:P02CB02] D00803 Diethylcarbamazine...amazine citrate (JP16/USP) Antiinfectives [BR:br08307] A

  6. Studies on the metabolism and the toxicological analysis of the nootropic drug fipexide in rat urine using gas chromatography-mass spectrometry.

    Science.gov (United States)

    Staack, Roland F; Maurer, Hans H

    2004-05-25

    Qualitative studies are described on the metabolism and the toxicological analysis of the nootropic fipexide (FIP) in rat urine using gas chromatography-mass spectrometry (GC-MS). FIP was extensively metabolized to 1-(3,4-methylenedioxybenzyl)piperazine (MDBP), 4-chlorophenoxyacetic acid, 1-[2-(4-chlorophenoxy)acetyl]piperazine, N-(4-hydroxy-3-methoxy-benzyl)piperazine, piperazine, N-(3,4-methylenedioxybenzyl)ethylenediamine, and N-[2-(4-chlorophenoxy)acetyl]ethylenediamine. The authors' systematic toxicological analysis (STA) procedure using full-scan GC-MS after acid hydrolysis of one urine aliquot, liquid-liquid extraction and acetylation allowed the detection of FIP via its metabolites in rat urine after administration of a common FIP dose. Therefore, this qualitative procedure should also be suitable for detection of a FIP intake in human urine. Differentiation of an intake of FIP from that of other drugs which form common metabolites is discussed.

  7. Browse Title Index

    African Journals Online (AJOL)

    Items 151 - 200 of 251 ... Vol 7, No 1 (2005), Oculotoxic effect of Baygon Insecticide on Rabbits, Abstract ... Vol 10, No 3 (2008), Pharmacodynamic Effects of Piperazine Citrate on ... Vol 3, No 2 (2001), Pharmacological effect of tropical Vitamin A ...

  8. Anthelmintic activity of leaves of justicia beddomei.

    Science.gov (United States)

    Srinivasa, U; Rao, J Venkateshwara; Krupanidhi, A M; Shanmukhappa, S

    2007-01-01

    Ethanolic and Chloroform extract of leaves of Justicia beddomei were evaluated separately for anthelmintic activity on adult Indian earthworms Pheretima posthuma, using Piperazine citrate as reference standard. The results indicated that ethanolic extract was more potent than the chloroform extract.

  9. 新型芳烷酮哌嗪类衍生物YX0611-1对坐骨神经慢性压迫损伤大鼠的镇痛作用%Analgesic effect of novel aralkyl-ketone piperazine derivatives YX0611-1 on chronic constriction injury of the sciatic nerve rats

    Institute of Scientific and Technical Information of China (English)

    王玉梅; 谢炜; 徐祥清; 刘世成; 盛雨辰

    2011-01-01

    目的 研究化合物YX0611-1对神经病理性疼痛大鼠的镇痛作用.方法 建立CCI模型,采用Electronic von Frey法和热辐射法分别测定大鼠机械刺激缩足反射痛阈值(MWT)和热刺激缩足反射潜伏期(TWL).结果 YX0611-1 160 mg·kg-1组和80 mg·kg-1组单次给药均能明显提高大鼠的机械刺激阈值,延长大鼠热刺激潜伏期;YX0611-1 160 mg·kg-1组多次给药能明显提高大鼠机械刺激阈值,延长大鼠热刺激潜伏期;YX0611-1 80 mg·kg-1组多次给药能明显提高大鼠的热刺激潜伏期.结论 化合物YX0611-1对神经病理性疼痛大鼠有镇痛作用.%Aim To explore the anti-nociceptive effect of compound YX0611-1 in rats with a sciatic nerve chronic constriction injury ( CCI ). Methods CCI model was performed as four ligatures placed around the fight sciatic nerve and tied without obstructing the blood supply of the nerve. Thermal withdrawal latency ( TWL )and mechanical withdrawal threshold( MWT )of rats were determined by Hargreaves thermal radiation apparatus and electronic von Frey's method of microfilament, respectively. Results YX0611-1 significantly reversed the reduction of mechanical and thermal hyperalgesia thresholds at doses of 80 mg · kg-1 and 160 mg · kg -1 after single gavage. Similar with the results of single gavage, the mechanical and thermal thresholds were also significantly enhanced at both doses after consecutive gavages, with the exception that YX0611-1 had no effect on mechanical threshold at 80 mg · kg-1. Conclusion In rat with neuropathic pain, compound YX0611-1 exerts analgesic effect.

  10. 4-((R)-2-{[6-((S)-3-Methoxypyrrolidin-1-yl)-2-phenylpyrimidine-4-carbonyl]amino}-3-phosphonopropionyl)piperazine-1-carboxylic Acid Butyl Ester (ACT-246475) and Its Prodrug (ACT-281959), a Novel P2Y12 Receptor Antagonist with a Wider Therapeutic Window in the Rat Than Clopidogrel.

    Science.gov (United States)

    Caroff, Eva; Hubler, Francis; Meyer, Emmanuel; Renneberg, Dorte; Gnerre, Carmela; Treiber, Alexander; Rey, Markus; Hess, Patrick; Steiner, Beat; Hilpert, Kurt; Riederer, Markus A

    2015-12-10

    Recent post hoc analyses of several clinical trials with P2Y12 antagonists showed the need for new molecules being fully efficacious as antiplatelet agents and having a reduced propensity to cause major bleeding. We have previously reported the discovery of the 2-phenylpyrimidine-4-carboxamide analogs as P2Y12 antagonists with nanomolar potency in the disease-relevant platelet aggregation assay in human plasma. Herein we present the optimization steps that led to the discovery of clinical candidate ACT-246475 (30d). The key step was the replacement of the carboxylic acid functionality by a phosphonic acid group which delivered the most potent molecules of the program. In addition, low in vivo clearance in rat and dog was achieved for the first time. Since the bioavailability of 30d was low in rat and dog, we developed the bis((isopropoxycarbonyl)oxy)methyl ester prodrug (ACT-281959, 45). Compound 30d showed efficacy in the rat ferric chloride thrombosis model when administered intravenously as parent or orally as its prodrug 45. Moreover, 30d displays a wider therapeutic window as compared to clopidogrel in the rat surgical blood loss model.

  11. Absorption Spectra of the 4f Electron Transitions of the Nd, Ho and and Er Complexes with 1-Cyclopyropyl-6-fluoro-1,4-dihydro-7-(4-ethyl-1-piperazin yl)-4-oxo-3-quinoline Carboxylic Acid Hydrochloride in the Presence of TX-100

    Institute of Scientific and Technical Information of China (English)

    2002-01-01

    The absorption spectra of the neodymium, holmium and erbium complexes with l-cyclopropyl-6-fluoro-l,4-dihydro-7-(4-ethyl-l-piperazinyl)-4-oxo-3-quinoline carboxylic acid hydrochloride in the presence of TX-100 have been shown. The characteristic absorption bands of the 4f electron transitions of the complexes are enhanced markedly.

  12. Structural analysis of (S)-1-((1H-benzo[d][1,2,3]triazol-1-yl)oxy)-3-(4-(2-methoxyphenyl)piperazin-1-yl)propan-2-ol and binding mechanism with α1A-adrenoceptor: TDDFT calculations, X-ray crystallography and molecular docking

    Science.gov (United States)

    Xu, Wei; Shao, Binhao; Xu, Xingjie; Jiang, Renwang; Yuan, Mu

    2016-02-01

    The title compound, (S)-1-((1H-benzo[d][1,2,3]triazol-1-yl)oxy)-3-(4-(2-methoxyphenyl)piperazi-n-1-yl)propan-2-ol (1), belongs to a class of arylpiperazine derivatives that exhibit good bioactivity against α1A-adrenoceptor. The current study describes conformational analysis of five energy-minimized conformers obtained at the B3LYP/6-31G(d) level of theory. The characteristically positive rotatory strengths at an excitation energy of 256 nm were achieved using time-dependent density functional theory (TDDFT) calculations. Molecular orbital studies clearly elucidated the origins of electronic transitions at 256 nm. The absolute configuration of (S)-1 was unambiguously determined by single crystal X-ray diffraction analysis. Molecular docking solved the binding mode of 1-α1A-adrenoceptor complex. This work can serve as a basis for better drug design of highly selective antagonists with chirality.

  13. 含1-[二-(4-氟苯)甲基]哌嗪均三氮唑环的Mannich碱的合成及表征%Synthesis and characterization of 1-[bi-(4-fluorophenyl)-methyl]piperazine substituted 1,2,4-triazole Mannich base

    Institute of Scientific and Technical Information of China (English)

    李清寒; 王苗苗

    2010-01-01

    微波辐射下,在冰醋酸中,3-甲基4-氨基-1,2,4-三氮唑-5-硫酮1与芳香醛经微波辐射制得相应的中间体Schiff碱2(a-j),然后中间体2与1-[二-(4-氟苯)甲基]哌嗪于室温反应制得10个新的Mannich碱3(a-j).合成的10个目标化合物通过熔点测定和质谱、红外光谱、核磁共振氢谱分析、元素分析对其结构进行确证.

  14. Design and synthesis of a novel family of triazine-based inhibitors of sorbitol dehydrogenase with oral activity: 1-[4-[3R,5S-dimethyl-4-(4-methyl-[1,3,5]triazin-2-yl)-piperazin-1-yl]-[1,3,5]triazin-2-yl]-(R) ethanol.

    Science.gov (United States)

    Mylari, Banavara L; Withbroe, Gregory J; Beebe, David A; Brackett, Nathaniel S; Conn, Edward L; Coutcher, James B; Oates, Peter J; Zembrowski, William J

    2003-09-15

    Two new templates, (R) 2-hydroxyethyl-pyridine and (R) 2-hydroxyethyl-triazine, were used to design novel sorbitol dehydrogenase inhibitors (SDIs). The design concept included spawning of these templates to function as effective ligands to the catalytic zinc within the enzyme through incorporation of optimally substituted piperazino-triazine side chains so as to accommodate the active site in the enzyme for efficient binding. This strategy resulted in orally active SDIs, which penetrate key tissues, for example, sciatic nerve of chronically diabetic rats. The latter template led to the design of the title inhibitor, 33, which normalized the elevated sciatic nerve fructose by 96% at an oral dose of 10mg/kg.

  15. Drug: D07825 [KEGG MEDICUS

    Lifescience Database Archive (English)

    Full Text Available D07825 Drug Diethylcarbamazine (INN); Camin (TN) C10H21N3O 199.1685 199.2932 D07825...P02CB Piperazine and derivatives P02CB02 Diethylcarbamazine D07825 Diethylcarbamazine... (INN) Antiinfectives [BR:br08307] Antiparasitics Antinematodal agents Piperazine and derivatives Diethylcarbamazine... [ATC:P02CB02] D07825 Diethylcarbamazine (INN) CAS: 90-89-1 PubChem: 96024522 DrugBank: DB00711

  16. 微波辐射固相合成cis-和trans-3-(3,4-二羟基苄基)-六氢吡咯并[1,2-α]哌嗪-1,4-二酮%Synthesis of cis-and trans-3-(3,4-dihydroxybenzyl)-hexahydropyrrolo[1,2-α]piperazine-1,4-dione under Microwave Irradiation by Solid-phase

    Institute of Scientific and Technical Information of China (English)

    张崇敬; 张志辉; 徐柏玲

    2008-01-01

    将Boe-L-Pro-L-DOPA-OMe吸附在硅胶上,利用微波技术固相合成了cis-和trans-3-(3,4-二羟基苄基)-六氢吡咯并[1,2-α]哌嗪-1,4-二酮,合计收率70.2%,其结构经1H NMR,13C NMR和HR-MS表征.

  17. Synthesis and Anti-SIV Activity in vitro of Novel 4,4'-Dimethoxy-5,6,5',6'- dimethenedioxy-2-alkyloxycarbonyl Biphenyl Derivatives

    Institute of Scientific and Technical Information of China (English)

    CHENG,Sen-Xiang; WANG,Li-Min; CHANG,Jun-Biao; QU,Ling-Bo; CHEN,Rong-Feng; XIE,Jing-Xi

    2004-01-01

    @@ 4,4'-Dimethoxy-5,6,5',6'-dimethenedioxy-2,2'-dimethoxycarbonyl biphenyl (DDB, 1) and its derivatives show anti-HBV and anti-HIV activities.[1] However, their poor solubility was not in favor of bioavailability.[2,3] In addition,other anti-HIV agents[4] with piperazine moiety have been investigated. Their saturated nitrogen-containing heterocyclic groups play the role of pharmaco-effectivity.[5] It was assumed that the combination of DDB with substituted benzyl piperazines would produce some new compounds with activity against anti-HIV. Therefore, we designed and synthesized a class of novel 4,4'-dimethoxy-5,6,5',6'-dimethenedioxy biphenyls modified by substituted piperazines, and partly evaluated their anti-SIV activity.

  18. CO2 Capture by Absorption with Potassium Carbonate

    Energy Technology Data Exchange (ETDEWEB)

    Gary T. Rochelle; Eric Chen; Babatunde Oyenekan; Andrew Sexton; Jason Davis; Marcus Hilliard; Amornvadee Veawab

    2006-09-30

    The objective of this work is to improve the process for CO{sub 2} capture by alkanolamine absorption/stripping by developing an alternative solvent, aqueous K{sub 2}CO{sub 3} promoted by piperazine. Ethylenediamine was detected in a degraded solution of MEA/PZ solution, suggesting that piperazine is subject to oxidation. Stripper modeling has demonstrated that vacuum strippers will be more energy efficient if constructed short and fat rather than tall and skinny. The matrix stripper has been identified as a configuration that will significantly reduce energy use. Extensive measurements of CO{sub 2} solubility in 7 m MEA at 40 and 60 C have confirmed the work by Jou and Mather. Corrosion of carbon steel without inhibitors increases from 19 to 181 mpy in lean solutions of 6.2 m MEA/PZ as piperazine increases from 0 to 3.1 m.

  19. Synthesis of Lactosylated Piperazinyl Porphyrins and Their Biological Activity

    Institute of Scientific and Technical Information of China (English)

    LI,He-Ping; CAO,Zhong; XIAO,Hua-Wu

    2008-01-01

    The aim of this work is to synthesize of a new family of lactosylated piperazinly porphyrins, in which the galactoside piperazine moieties are linked to the tetra- and mono-phenyl rings of tetraphenylporphyrin (TPP).5,10,15,20-Tetrakis[4-(4-lactobionylpiperazin-1-yl)phenyl]porphyrin (TLPP) and 5-mono[4-(4-lactobionylpiperazin-1-yl)phenyl]-10,15,20-triphenylporphyrin (MLPP) have been synthesized. A detailed 1H NMR study gave their complete structural elucidation. The UV-Visible, mass spectra and elemental analysis are also presented. The biological activity on cancer cells and the pharmacokinetics have also been evaluated, showing a better biological activity, a very high liver to skin ratio and short retention time in tissues. It was suggested that such novel lactosylated piperazinly porphyrins, as potential hepatocyte-selective targeting drugs, exhibit a promising activity in photodynamic therapy (PDT).

  20. Synthesis and Biological Evaluation of New Imidazolium and Piperazinium Salts of Pyropheophorbide-a for Photodynamic Cancer Therapy

    Directory of Open Access Journals (Sweden)

    Young Key Shim

    2008-08-01

    Full Text Available We have designed imidazolium and piperazinium salts of pyropheophorbide-a in order to develop effective photosensitizers which have good solubility in polar and non polar media and to reveal the possible influences of the piperazine and imidazole moieties on the biological activities of pyropheophorbide-a. The phototoxicity of those pyropheophorbide-a salts against A549 cells was studied in vitro and compared with that of pyropheophorbide-a. The result showed that complexing piperazine and imidazole into pyropheophorbide-a decreases its dark toxicity without greatly decreasing phototoxicity and, enhances its phototoxicity without greatly increasing dark toxicity, respectively. This work not only describes novel amphiphilic salt complexes of pyropheophobide-a which retain the biological activities of the parent compound pyropheophorbide-a and could be effective candidate for PDT, but also reveals the possibility of developing effective photosensitizers by complexing imidazole and piperazine into other hydrophobic photosensitizers.

  1. 1-Benzhydryl-4-(4-chlorophenylsulfonylpiperazine

    Directory of Open Access Journals (Sweden)

    K. S. Rangappa

    2008-02-01

    Full Text Available The title compound, C23H23ClN2O2S, was synthesized by the nucleophilic substitution of 1-benzhydrylpiperazine with 4-chlorophenylsulfonyl chloride. The piperazine ring is in a chair conformation. The geometry around the S atom is that of a distorted tetrahedron. There is a large range of bond angles around the piperazine N atoms. The dihedral angle between the least-squares plane (p1 defined by the four coplanar C atoms of the piperazine ring and the benzene ring is 81.6 (1°. The dihedral angles between p1 and the phenyl rings are 76.2 (1 and 72.9 (2°. The two phenyl rings make a dihedral angle of 65.9 (1°. Intramolecular C—H...O hydrogen bonds are present.

  2. Facile synthesis of carbon-11-labeled arylpiperazinylthioalkyl derivatives as new PET radioligands for imaging of 5-HT{sub 1A}R

    Energy Technology Data Exchange (ETDEWEB)

    Gao Mingzhang; Wang Min [Department of Radiology and Imaging Sciences, Indiana University School of Medicine, 1345 West 16th Street, L3-208, Indianapolis, IN 46202-2111 (United States); Zheng Qihuang, E-mail: qzheng@iupui.edu [Department of Radiology and Imaging Sciences, Indiana University School of Medicine, 1345 West 16th Street, L3-208, Indianapolis, IN 46202-2111 (United States)

    2012-03-15

    Carbon-11-labeled arylpiperazinylthioalkyl derivatives, 2-((4-(4-(2-[{sup 11}C]methoxyphenyl)piperazin-1-yl)butyl)thio)benzo[d]oxazole ([{sup 11}C]5a), 2-((4-(4-(2-[{sup 11}C]methoxyphenyl)piperazin-1-yl)butyl)thio)-5,7-dimethylbenzo [d]oxazole ([{sup 11}C]5c), 2-((4-(4-(2-[{sup 11}C]methoxyphenyl)piperazin-1-yl)butyl)thio)benzo[d]thiazole ([{sup 11}C]5e), 2-((6-(4-(2-[{sup 11}C]methoxyphenyl)piperazin-1-yl)hexyl)thio)benzo[d]oxazole ([{sup 11}C]5g), 2-((6-(4-(2-[{sup 11}C]methoxyphenyl)piperazin-1-yl)hexyl)thio)-5,7-dimethylbenzo [d]oxazole ([{sup 11}C]5i), and 2-((6-(4-(2-[{sup 11}C]methoxyphenyl)piperazin-1-yl)hexyl)thio)benzo[d]thiazole ([{sup 11}C]5k), were prepared from their corresponding phenol precursors with [{sup 11}C]CH{sub 3}OTf through O-[{sup 11}C]methylation and isolated by a simplified solid-phase extraction (SPE) method using a Sep-Pak Plus C18 cartridge in 50-60% (n=5) radiochemical yields based on [{sup 11}C]CO{sub 2} and decay corrected to end of bombardment (EOB). The overall synthesis time from EOB was 23 min, the radiochemical purity was >99%, and the specific activity at end of synthesis (EOS) was 277.5{+-}92.5 GBq/{mu}mol (n=5). - Highlights: Black-Right-Pointing-Pointer New arylpiperazinylthioalkyl derivatives were synthesized. Black-Right-Pointing-Pointer New carbon-11-labeled arylpiperazinylthioalkyl derivatives were synthesized. Black-Right-Pointing-Pointer Simplified solid-phase extraction (SPE) method was employed in radiosynthesis.

  3. Triprotic acid-base microequilibria and pharmacokinetic sequelae of cetirizine.

    Science.gov (United States)

    Marosi, Attila; Kovács, Zsuzsanna; Béni, Szabolcs; Kökösi, József; Noszál, Béla

    2009-06-28

    (1)H NMR-pH titrations of cetirizine, the widely used antihistamine and four related compounds were carried out and the related 11 macroscopic protonation constants were determined. The interactivity parameter between the two piperazine amine groups was obtained from two symmetric piperazine derivatives. Combining these two types of datasets, all the 12 microconstants and derived tautomeric constants of cetirizine were calculated. Upon this basis, the conflicting literature data of cetirizine microspeciation were clarified, and the pharmacokinetic absorption-distribution properties could be interpreted. The pH-dependent distribution of the microspecies is provided.

  4. 4-(o-Tolylpiperazin-1-ium chloride

    Directory of Open Access Journals (Sweden)

    Hoong-Kun Fun

    2011-11-01

    Full Text Available In the title molecular salt, C11H17N2+·Cl−, the piperazin-1-ium ring adopts a chair conformation with the aromatic ring in a pseudo-equatorial orientation. The dihedral angle between the benzene ring and the mean plane of the piperazin-1-ium ring is 51.22 (6°. In the crystal, N—H...Cl hydrogen bonds link the molecules into chains propagating in [100]. Weak C—H...π interactions also ocur.

  5. 3-(Adamantan-1-yl-4-phenyl-1-[(4-phenylpiperazin-1-ylmethyl]-1H-1,2,4-triazole-5(4H-thione

    Directory of Open Access Journals (Sweden)

    Ebtehal S. Al-Abdullah

    2012-02-01

    Full Text Available The title molecule, C29H35N5S, displays a chair-shaped piperazine ring, as well as an approximately planar triazole ring (r.m.s. deviation = 0.001 Å whose phenyl substituent is nearly perpendicular to the mean plane of the five-membered ring [dihedral angle = 88.9 (1°]. The substituents on the piperazine ring occupy equatorial sites. In the crystal, the adamantyl cage is disordered over two sets of sites with a major component of 67.8 (5%. Weak intermolecular C—H...S hydrogen bonding is present in the crystal.

  6. Opipramol

    Directory of Open Access Journals (Sweden)

    Hoong-Kun Fun

    2011-07-01

    Full Text Available In the title compound (systematic name: 2-{4-[3-(5H-dibenz[b,f]azepin-5-ylpropyl]piperazin-1-yl}ethanol, C23H29N3O, the 5H-dibenz[b,f]azepine and piperazine rings adopt boat and chair conformations, respectively, and the overall shape of the fused ring part of the molecule is a butterfly. In the crystal, O—H...N and C—H...O hydrogen bonds link the molecules into a layer parallel to the bc plane.

  7. 1-(3,4-Difluorobenzyl-4-(4-methylphenylsulfonylpiperazine

    Directory of Open Access Journals (Sweden)

    S. Sreenivasa

    2013-07-01

    Full Text Available In the title compound, C18H20F2N2O2S, the central piperazine ring adopts a chair conformation. The dihedral angle between the two benzene rings is 40.20°, whereas those between the piperazine ring (considering the best fit plane through all the non-H atoms and the sulfonyl-bound benzene and difluorobenzene rings are 74.96 and 86.16°, respectively. In the crystal, molecules are stacked along the a axis through weak C—H...O and C—H...F interactions.

  8. CO2 CAPTURE BY ABSORPTION WITH POTASSIUM CARBONATE

    Energy Technology Data Exchange (ETDEWEB)

    Gary T. Rochelle; Eric Chen; J. Tim Cullinane; Marcus Hilliard; Babatunde Oyenekan; Terraun Jones

    2003-07-28

    The objective of this work is to improve the process for CO{sub 2} capture by alkanolamine absorption/stripping by developing an alternative solvent, aqueous K{sub 2}CO{sub 3} promoted by piperazine. A rigorous thermodynamic model has been further developed with a standalone FORTRAN code to represent the CO{sub 2} vapor pressure and speciation of the new solvent. Gas chromatography has been used to measure the oxidative degradation of piperazine. The heat exchangers for the pilot plant have been received. The modifications are on schedule for start-up in November 2003.

  9. Dipodazine, a diketopiperazine from Penicillium dipodomyis

    DEFF Research Database (Denmark)

    Sørensen, Dan; Larsen, Thomas Ostenfeld; Christophersen, Carsten;

    1999-01-01

    Dipodazine, (Z)-1',3-didehydro-3-(3"-indolylmethylene)-piperazine-2,5-dione (1), has been isolated from Penicillium dipodomyis and is also present in P. nalgiovense. The structure was established by spectroscopical methods. (C) 1999 Elsevier Science Ltd. All rights reserved.......Dipodazine, (Z)-1',3-didehydro-3-(3"-indolylmethylene)-piperazine-2,5-dione (1), has been isolated from Penicillium dipodomyis and is also present in P. nalgiovense. The structure was established by spectroscopical methods. (C) 1999 Elsevier Science Ltd. All rights reserved....

  10. Synthesis and evaluation of a novel series of farnesyl protein transferase inhibitors as non-peptidic CAAX tetrapeptide analogues.

    Science.gov (United States)

    Perez, Michel; Maraval, Catherine; Dumond, Stephan; Lamothe, Marie; Schambel, Philippe; Etiévant, Chantal; Hill, Bridget

    2003-04-17

    A novel series of compounds, derived from 4-amino-phenyl piperazine, has been designed to selectively inhibit farnesyl protein transferase (FPTase) as CAAX tetrapeptide analogues. Certain of these compounds were shown to possess low nanomolar inhibitory activity both against the isolated enzyme and in cultured cells.

  11. Effect of ranolazine, an antianginal agent with novel electrophysiological properties, on the incidence of arrhythmias in patients with non ST-segment elevation acute coronary syndrome: results from the Metabolic Efficiency With Ranolazine for Less Ischemia in Non ST-Elevation Acute Coronary Syndrome Thrombolysis in Myocardial Infarction 36 (MERLIN-TIMI 36) randomized controlled trial.

    NARCIS (Netherlands)

    Scirica, B.M.; Morrow, D.A.; Hod, H.; Murphy, S.A.; Belardinelli, L.; Hedgepeth, C.M.; Molhoek, P.; Verheugt, F.W.A.; Gersh, B.J.; McCabe, C.H.; Braunwald, E.

    2007-01-01

    BACKGROUND: Ranolazine, a piperazine derivative, reduces ischemia via inhibition of the late phase of the inward sodium current (late I(Na)) during cardiac repolarization, with a consequent reduction in intracellular sodium and calcium overload. Increased intracellular calcium leads to both mechanic

  12. Drug: D09216 [KEGG MEDICUS

    Lifescience Database Archive (English)

    Full Text Available D09216 Drug Thiopropazate (INN) C23H28ClN3O2S 445.1591 446.0053 D09216.gif ATC code...N05 PSYCHOLEPTICS N05A ANTIPSYCHOTICS N05AB Phenothiazines with piperazine structure N05AB05 Thiopropazate D09216 Thiopropaz

  13. Localization versus delocalization in diamine radical cations

    DEFF Research Database (Denmark)

    Brouwer, A.M.; Wiering, P.G.; Zwier, J.M.

    1997-01-01

    equivalent aniline moieties. Introduction of a 4-methoxy group on the aromatic ring allows increased stabilization of the radical ion character on one moiety, and charge delocalization across the piperazine ring is suppressed, as shown by optical absorption and resonance Raman spectroscopy. The possibility...

  14. M[superscript 2+]•EDTA Binding Affinities: A Modern Experiment in Thermodynamics for the Physical Chemistry Laboratory

    Science.gov (United States)

    O'Brien, Leah C.; Root, Hannah B.; Wei, Chin-Chuan; Jensen, Drake; Shabestary, Nahid; De Meo, Cristina; Eder, Douglas J.

    2015-01-01

    Isothermal titration calorimetry was used to experimentally determine thermodynamic values for the ethylenediaminetetraacetic acid (EDTA)(aq) + M[superscript 2+](aq) reactions (M[superscript 2+] = Ca[superscript 2+] and Mg[superscript 2+]). Students showed that for reactions in a N-(2-hydroxyethyl)piperazine-N"-ethanesulfonic acid (HEPES)…

  15. Metabolism of aildenafil in vivo in rats and in vitro in mouse, rat, dog, and human liver microsomes.

    Science.gov (United States)

    Li, Yan; Wu, Linan; Gu, Yuan; Si, Duanyun; Liu, Changxiao

    2014-06-01

    Aildenafil, 1-{[3-(6, 7-dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo [4, 3-d] primidin-5-yl)-4-ethoxyphenyl] sulfonyl}-cis-3, 5-dimethylpiperazine, a phosphodiesterase type V enzyme inhibitor (PDE5I), is under development for treatment of erectile dysfunction (ED). The purpose of this study was to elucidate metabolism of aildenafil in vivo in rats and in vitro in mouse, rat, dog, and human liver microsomes. Thirty-one phase I metabolites have been found by LTQ/Orbitrap hybrid mass spectrometry in rat urine, faeces, and bile after oral administration. Major biotransformation pathways of aildenafil included N-dealkylation of the piperazine ring, hydroxylation and dehydrogenation, aliphatic hydroxylation and loss of alkyl group of piperazine ring. Minor pathways involved hydroxylation on the phenyl ring, pyrazole N-demethylation, O-deethylation, loss of piperazine ring (cleavage of N-S bond) and dehydrogenation on the piperazine ring. Similar metabolic pathways of aildenafil were observed in the incubations of liver microsomes from mouse, rat, and dog as well as from human. The depletion rate of parent drug in mouse and rat liver microsomes was significantly different from that in human liver microsomes. The cytochrome P450 reaction phenotyping analysis was conducted using isozyme-specific inhibitors. The results indicated that CYP3A was the main isoenzyme involved in oxidative metabolism of aildenafil. Overall, these in vitro and in vivo findings should provide valuable information on possible metabolic behaviours of aildenafil in humans.

  16. Drug: D02642 [KEGG MEDICUS

    Lifescience Database Archive (English)

    Full Text Available D02642 Drug Butaperazine (USAN) C24H31N3OS 409.2188 409.5874 D02642.gif Antipsychot...PSYCHOLEPTICS N05A ANTIPSYCHOTICS N05AB Phenothiazines with piperazine structure N05AB09 Butaperazine D02642 Butaper

  17. Regio- and Diasteroselectivity of Rhodium-catalyzed Ring Opening Reaction of Oxabenzonorbornadienes with Heteroatom Nucleophiles

    Institute of Scientific and Technical Information of China (English)

    2003-01-01

    A new rhodium catalyzed ring opening reaction of oxabenzonorbornadienes and its derivatives was described. This reaction forms a new carbon-nitrogen bond via an intermolecular allylic displacement of the bridgehead oxygen with a piperazine's derivatives, which proceeds with very high regioselectivity.

  18. The Studies of Rhodium-catalyzed Ring Opening Reaction of N-Boc azabenzonorbornadiene with Heteroatom Nucleophiles

    Institute of Scientific and Technical Information of China (English)

    Er Chang LIU; Ding Qiao YANG; Ying Feng HAN; Jian Xia DONG

    2006-01-01

    A rhodium-catalyzed ring opening reaction of N-Boc-azabenzonorbornadiene with heteroatom nucleophiles was described. Piperidine and piperazine's derivatives were nucleophiles in this reaction. The yields of the products 2a-f are good and the regioselectivity are excellent.

  19. Study on synthesis of N-ethylpiperazine by gas-solid phase catalytic%气固相催化法合成N-乙基哌嗪的研究

    Institute of Scientific and Technical Information of China (English)

    兰婷; 李穆琼; 李明华; 高鹏; 张俊娜; 苏海鹏; 王宝龙

    2013-01-01

    The synthesis of N-ethylpiperazine by gas-solid phase catalytic,using piperazine and ethanol as raw material.The influence of the concentration of piperazine and flow rate,temperature and pressure on the conversion rate of piperazine,the selectivity of N-ethylpiperazine and triethylenediamine was investigated.Results shows that the reaction had a better selectivity in condition of piperazine concentration 30%,temperature 280 ℃,liquid flow rate 1.5 mL/min,hydrogen pressure 0.6 MPa.%以哌嗪和乙醇为原料,采用气固相催化法合成N-乙基哌嗪,考察了哌嗪浓度、流量、温度和压力对哌嗪转化率、N-乙基哌嗪和三乙烯二胺选择性的影响.结果表明,哌嗪浓度为30%,温度280℃,反应液流率1.5 mL/min,氢气压力为0.6 MPa时反应结果较好.

  20. Development of the phosphorus and nitrogen containing flame retardant for value added cotton product

    Science.gov (United States)

    It is our desire to develop new crosslinking agents for cotton textiles that afford useful flame protection regardless of fabric construction. Herein we present the synthesis and the application of the triazine and piperazine derivatives as flame retardant on cotton. Novel phosphorus-nitrogen contai...

  1. Exogenous bridging and nonbridging in Cu(II) complexes of Mannich base ligands: Synthesis and physical properties

    Indian Academy of Sciences (India)

    S Sujatha; T M Rajendiran; R Kannappan; R Venkatesan; P Sambasiva Rao

    2000-12-01

    Preparation of pentadentate ligands L1, L2, L3 and L4, where L1=4-chloro-3-methyl-2[(prolin-1-yl)methyl]-6-[N-phenyl piperazin-1-yl)methyl]phenol, L2= 4-ethyl-2-[(prolin-1-yl)methyl]-6-[(N-phenyl piperazin-1-yl)methyl]phenol, L3 =4-chloro-3-methyl-2-[(prolin-1-yl)methyl]-6-[N-methyl piperazin-1-yl]methyl phenol, L4 = 4-methoxy-2-[(prolin-1-yl)methyl]-6-[(N-phenyl piperazin-1-yl)methyl]phenol is described together with that of the corresponding Cu(II) complexes with various bridging motifs like OH, OAc and NO2. The complexes are characterized by elemental analysis, electrochemical and electron paramagnetic spectral studies. Redox properties of the complexes in acetonitrile are highly quasireversible due to the chemical or/and stereochemical changes subsequent to electron transfer. The complexes show resolved copper hyperfine EPR at room temperature, indicating the presence of weak antiferromagnetic coupling between the copper atoms. Strengths of the antiferromagnetic interactions are in the order NO2 > OAc > OH.

  2. Tumor imaging with 2 sigma-receptor ligands, F-18-FE-SA5845 and C-11-SA4503 : A feasibility study

    NARCIS (Netherlands)

    van Waarde, A; Buursma, AR; Hospers, GAP; Kawamura, K; Kobayashi, T; Ishii, K; Oda, K; Ishiwata, K; Vaalburg, W; Elsinga, PH

    2004-01-01

    Our objective was to study 2 radioligands for visualization of sigma-receptors with PET. Methods: Two radioligands--sigma(1)-selective C-11-1-(3,4-dimethoxyphenethyl)-4-(3-phenylpropyl)piperazine (C-11-SA4503) and nonsubtype-selective 1-(4-2'-F-18-fluoroethoxy-3-methoxyphenethyl)-4-(3-(4-fluoropheny

  3. Rapid reduction of sigma(1)-Receptor binding and F-18-FDG uptake in rat gliomas after in vivo treatment with doxorubicin

    NARCIS (Netherlands)

    van Waarde, Aren; Shiba, Kazuhiro; de Jong, Johan R.; Ishiwata, Kiichi; Dierckx, Rudi A.; Elsinga, Philip H.

    2007-01-01

    sigma-Receptors are strongly overexpressed in most rodent and human tumors and are proliferation markers. To evaluate the potential of a radiolabeled sigma(1)-ligand for therapy monitoring, we compared early changes of C-11-1-(3,4-dimethoxyphenethyl)-4-(3-phenylpropyl)piperazine (C-11-SA4503) bindin

  4. Economic assessment of novel amine based CO2 capture technologies integrated in power plants based on European Benchmarking Task Force methodology

    NARCIS (Netherlands)

    Manzolini, G.; Sanchez Fernandez, E.; Rezvani, S.; Macchi, E.; Goetheer, E.L.V.; Vlugt, T.J.H.

    2015-01-01

    The objective of this paper is to assess the economic advantages of an innovative solvent for CO2 capture on state-of-the-art solvents. The CESAR-1 solvent, which is an aqueous solution of 2-amino-2-methyl-propanol (AMP) and piperazine (PZ), is applied both to advanced supercritical pulverised (ASC)

  5. Economic assessment of novel amine based CO2 capture technologies integrated in power plants based on European Benchmarking Task Force methodology

    NARCIS (Netherlands)

    Manzolini, G.; Sanchez Fernandez, E.; Rezvani, S.; Macchi, E.; Goetheer, E.L.V.; Vlugt, T.J.H.

    2015-01-01

    The objective of this paper is to assess the economic advantages of an innovative solvent for CO2 capture on state-of-the-art solvents. The CESAR-1 solvent, which is an aqueous solution of 2-amino-2-methyl-propanol (AMP) and piperazine (PZ), is applied both to advanced supercritical pulverised (ASC)

  6. Synthesis of water-soluble C60 derivatives and their scavenging free radical activity

    Institute of Scientific and Technical Information of China (English)

    尹桂; 徐正

    2002-01-01

    Four piperazine-appended [60] fuilerenes (1a-1d) were synthesized and characterized. Their activities of scavenging radical were studied via UV-Vis and EPR. The results indicate that light irradiation is of advantage to increase the activity of scavenging radical.

  7. Synthesis of water-soluble C60 derivatives and their scavenging free radical activity

    Institute of Scientific and Technical Information of China (English)

    尹桂; 徐正

    2002-01-01

    Four piperazine-appended [60] fullerenes(1a-1d) were synthesized and characterized. Their activities of scavenging radical were studied via UV-Vis and EPR. The results indicate that light irradiation is of advantage to increase the activity of scavenging radical.

  8. HIGH-STRENGTH POLY(METH)ACRYLAMIDE COPOLYMER HYDROGELS

    NARCIS (Netherlands)

    WIERSMA, JA; SOS, M; PENNINGS, AJ

    1994-01-01

    The hydrogels described here are copolymers of acrylamide and methacrylamide highly cross-linked with piperazine diacrylamide or 4,7,10-trioxa-1,13-tridecanediamine diacrylamide by radical polymerisation in highly concentrated aqueous and aqueous gelatin solutions. The hydrogels were characterised b

  9. CO2 CAPTURE BY ABSORPTION WITH POTASSIUM CARBONATE

    Energy Technology Data Exchange (ETDEWEB)

    Gary T. Rochelle; Eric Chen; J.Tim Cullinane; Marcus Hilliard; Jennifer Lu; Babatunde Oyenekan; Ross Dugas

    2004-07-29

    The objective of this work is to improve the process for CO{sub 2} capture by alkanolamine absorption/stripping by developing an alternative solvent, aqueous K{sub 2}CO{sub 3} promoted by piperazine. CO{sub 2} mass transfer rates are second order in piperazine concentration and increase with ionic strength. Modeling of stripper performance suggests that 5 m K{sup +}/2.5 m PZ will require 25 to 46% less heat than 7 m MEA. The first pilot plant campaign was completed on June 24. The CO{sub 2} penetration through the absorber with 20 feet of Flexipac{trademark} 1Y varied from 0.6 to 16% as the inlet CO{sub 2} varied from 3 to 12% CO{sub 2} and the gas rate varied from 0.5 to 3 kg/m{sup 2}-s.

  10. Crystal structure of a new hybrid compound based on an iodido-plumbate(II) anionic motif.

    Science.gov (United States)

    Mokhnache, Oualid; Boughzala, Habib

    2016-01-01

    Crystals of the one-dimensional organic-inorganic lead iodide-based compound catena-poly[bis-(piperazine-1,4-diium) [[tetra-iodido-plumbate(II)]-μ-iodido] iodide monohydrate], (C4N2H12)2[PbI5]I·H2O, were obtained by slow evaporation at room temperature of a solution containing lead iodide and piperazine in a 1:2 molar ratio. Inorganic lead iodide chains, organic (C4N2H12)(2+) cations, water mol-ecules of crystallization and isolated I(-) anions are connected through N-H⋯·I, N-H⋯OW and OW-H⋯I hydrogen-bond inter-actions. Zigzag chains of corner-sharing [PbI6](4-) octa-hedra with composition [PbI4/1I2/2](3-) running parallel to the a axis are present in the structure packing.

  11. Synthesis and Characterization of New 3-(4-Arylpiperazin-1-yl-2-hydroxypropyl 4-Propoxybenzoates and Their Hydrochloride Salts

    Directory of Open Access Journals (Sweden)

    Pavlina Marvanova

    2016-06-01

    Full Text Available Five new 3-(4-arylpiperazin-1-yl-2-hydroxypropyl 4-propoxybenzoates were designed and synthesized as potential dual antihypertensive agents. The compounds were prepared as free bases and subsequently transformed to hydrochloride salts. The position of protonation of nitrogen atoms in the piperazine ring of hydrochloride salts was determined by means of 13C-CP/MAS and 15N-CP/MAS NMR and IR spectroscopy. Using these solid-state analytical techniques, it was found that both nitrogen atoms were protonated when excess hydrogen chloride was used for preparation of salts. On the other hand, when the equimolar amount of hydrogen chloride was used, piperazine nitrogen substituted by aryl was protonated.

  12. Vapour pressure and enthalpy of vaporization of aliphatic poly-amines

    Energy Technology Data Exchange (ETDEWEB)

    Efimova, Anastasia A.; Emel' yanenko, Vladimir N. [Department of Physical Chemistry, University of Rostock, Dr-Lorenz-Weg 1, D-18059 Rostock (Germany); Verevkin, Sergey P., E-mail: sergey.verevkin@uni-rostock.d [Department of Physical Chemistry, University of Rostock, Dr-Lorenz-Weg 1, D-18059 Rostock (Germany); Chernyak, Yury [Huntsman Corporation, Advanced Technology Center, 8600 Gosling Road, The Woodlands, 77381 TX (United States)

    2010-03-15

    Molar enthalpies of vaporization of aliphatic poly-amines: 1,4-dimethylpiperazine [106-58-1], 1-(2-aminoethyl)-piperazine, [140-31-8], 1-(2-aminoethyl)-4-methyl-piperazine [934-98-5], and triethylenetetramine [112-24-3] were obtained from the temperature dependence of the vapour pressure measured by the transpiration method. A large number of the primary experimental results on temperature dependences of vapour pressures of the parent compounds have been collected from the literature and have been treated uniformly in order to derive vaporization enthalpies of poly-amines at the reference temperature 298.15 K. An internal consistency check was performed on enthalpy of vaporization values for poly-amines studied in this work.

  13. Crystal structure of a new hybrid compound based on an iodidoplumbate(II anionic motif

    Directory of Open Access Journals (Sweden)

    Oualid Mokhnache

    2016-01-01

    Full Text Available Crystals of the one-dimensional organic–inorganic lead iodide-based compound catena-poly[bis(piperazine-1,4-diium [[tetraiodidoplumbate(II]-μ-iodido] iodide monohydrate], (C4N2H122[PbI5]I·H2O, were obtained by slow evaporation at room temperature of a solution containing lead iodide and piperazine in a 1:2 molar ratio. Inorganic lead iodide chains, organic (C4N2H122+ cations, water molecules of crystallization and isolated I− anions are connected through N—H...·I, N—H...OW and OW—H...I hydrogen-bond interactions. Zigzag chains of corner-sharing [PbI6]4− octahedra with composition [PbI4/1I2/2]3− running parallel to the a axis are present in the structure packing.

  14. Synthesis and structure-activity relationships of N-aryl-piperidine derivatives as potent (partial) agonists for human histamine H3 receptor.

    Science.gov (United States)

    Ishikawa, Makoto; Furuuchi, Takeshi; Yamauchi, Miki; Yokoyama, Fumikazu; Kakui, Nobukazu; Sato, Yasuo

    2010-07-15

    4-((1H-imidazol-4-yl)methyl)-1-aryl-piperazine and piperidine derivatives were designed and synthesized as candidate human histamine type 3 agonists. The piperazine derivatives were found to have low (or no) affinity for human histamine H3 receptor, whereas the piperidine derivatives showed moderate to high affinity, and their agonistic activity was greatly influenced by substituents on the aromatic ring. Among the piperidine-containing compounds, 17d and 17h were potent human histamine H3 receptor agonists with high selectivity over the closely related human H4 receptor. Our results indicate that appropriate conformational restriction, that is, by the piperidine spacer moiety, favors specific binding to the human histamine H3 receptor.

  15. 3-(Adamantan-1-yl-1-[(4-benzylpiperazin-1-ylmethyl]-4-[(E-(2-hydroxybenzylideneamino]-1H-1,2,4-triazole-5(4H-thione

    Directory of Open Access Journals (Sweden)

    Ali A. El-Emam

    2012-06-01

    Full Text Available In the title compound, C31H38N6OS, the conformation about the N=C [1.285 (2 Å] imine bond is E. The piperazine ring has a chair conformation and occupies a position almost perpendicular to the plane through the triazole ring; the benzene ring forms a dihedral angle of 31.95 (10° with the triazole ring. Overall, the molecule has the shape of a flattened bowl. The hydroxy group is disordered over two positions. The major component has a site-occupancy factor of 0.762 (3 and forms an intramolecular O—H...N(imine bond to close an S(6 loop. The minor component of the disordered hydroxy group forms an O—H...N(piperazine hydrogen bond. These, along with C—H...S and C—H...N interactions, link molecules into a three-dimensional architecture.

  16. Opipramol dihydrochloride

    Directory of Open Access Journals (Sweden)

    Richard Betz

    2011-11-01

    Full Text Available The title compound (systematic name: 4-{3-[2-azatricyclo[9.4.0.03,8]pentadeca-1(15,3,5,7,11,13-hexaen-2-yl]propyl}-1-(2-hydroxyethylpiperazine-1,4-diium dichloride, C23H31N3O+·2Cl−, is the dihydrochloride of a piperazine derivative bearing a bulky 3-(5H-dibenz[b,f]azepin-5-ylpropyl substituent. Protonation took place on both N atoms of the piperazine unit. The diazacyclohexane ring adopts a chair conformation. N—H...Cl, O—H...Cl and C—H...Cl hydrogen bonding as well as C—H...O contacts connect the components into a three-dimensional network in the crystal. Two C—H...π contacts are also observed.

  17. Radiosynthesis and in vivo evaluation of novel radioligands for PET imaging of cerebral 5-HT7 receptors

    DEFF Research Database (Denmark)

    Hansen, Hanne D; Herth, Matthias M; Ettrup, Anders;

    2014-01-01

    The serotonin (5-hydroxytryptamine [5-ΗΤ]) 7 receptor (5-HT7R) is the most recently discovered 5-HT receptor, and its physiologic and possible pathophysiologic roles are not fully elucidated. So far, no suitable 5-HT7R PET radioligand is available, thus limiting the investigation of this receptor...... in the living brain. Here, we present the radiosynthesis and in vivo evaluation of Cimbi-712 (3-{4-[4-(4-methylphenyl)piperazine-1-yl]butyl}p-1,3-dihydro-2H-indol-2-one) and Cimbi-717 (3-{4-[4-(3-methoxyphenyl)piperazine-1-yl]butyl}-1,3-dihydro-2H-indol-2-one) as selective 5-HT7R PET radioligands in the pig...... brain. The 5-HT7R distribution in the postmortem pig brain is also assessed....

  18. CO2 Capture by Absorption with Potassium Carbonate

    Energy Technology Data Exchange (ETDEWEB)

    Gary T. Rochelle; Eric Chen; Babatunde Oyenekan; Andrew Sexton; Jason Davis; Marcus Hilliard; Amorvadee Veawab

    2006-07-28

    The objective of this work is to improve the process for CO{sub 2} capture by alkanolamine absorption/stripping by developing an alternative solvent, aqueous K{sub 2}CO{sub 3} promoted by piperazine. The pilot plant data have been reconciled using 17% inlet CO{sub 2}. A rate-based model demonstrates that the stripper is primarily controlled by liquid film mast transfer resistance, with kinetics at vacuum and diffusion of reactants and products at normal pressure. An additional major unknown ion, probably glyoxylate, has been observed in MEA degradation. Precipitation of gypsum may be a feasible approach to removing sulphate from amine solutions and providing for simultaneous removal of CO{sub 2} and SO{sub 2}. Corrosion of carbon steel in uninhibited MEA solution is increased by increased amine concentration, by addition of piperazine, and by greater CO{sub 2} loading.

  19. Use of a hydrolytic procedure and spectrometric methods in the structure elucidation of a thiocarbonyl analogue of sildenafil detected as an adulterant in an over-the-counter herbal aphrodisiac.

    Science.gov (United States)

    Reepmeyer, John C; D'Avignon, D André

    2009-01-01

    A sildenafil-related compound was detected in an herbal dietary supplement marketed as an aphrodisiac. The compound was identified as an analogue of sildenafil in which the carbonyl group in the pyrimidine ring of sildenafil was substituted with a thiocarbonyl group, and the methyl group on the piperazine ring was substituted with a hydroxyethyl group. Based on this structure, the compound was named thiohydroxyhomosildenafil. The structure of the compound was established using HPLCIMS, UV spectrometry, electrospray ionization-MS/MS, NMR spectrometry, and a hydrolytic process. One key product of hydrolysis was 1-(2-hydroxyethyl)-piperazine; the identification of this product defined the amine portion of the compound. Another key product of hydrolysis was hydroxyhomosildenafil, generated by hydrolysis of the thiocarbonyl group to a carbonyl group (C = S --> C = O). Hydroxyhomosildenafil was detected as a minor component in the dietary supplement.

  20. Preparation and characterization of interfacial polymerised membrane from 3,5-diaminobenzoic acid

    Directory of Open Access Journals (Sweden)

    Abdul Latif Ahmad

    2002-11-01

    Full Text Available Thin Film Composite (TFC polyamide membranes were prepared by interfacially polymerizing secondary amide (piperazine and highly hydrophilic aromatic primary amide (3,5-diaminobenzoic acid with trimesoyl chloride onto the polysulfone support. The salt rejection and flux of these composite membranes were measured at various feed pressures. Incorporation of the 3,5-diaminobenzoic acid cause an increase in hydraulic permeance and flux but loss in the rejection of NaCl and Na2SO4. Higher concentration of 3,5-diaminobenzoic acid produced a loose and defected skin layer but small quantity of 3,5-diaminobenzoic acid can improved the flux and rejection of Na2SO4. The reaction between the 3,5-diaminobenzoic acid, piperazine and trimesoyl chloride was further confirmed using Fourier Transform Infrared (FTIR.

  1. 4-(2-Azaniumylethylpiperazin-1-ium bis(perchlorate

    Directory of Open Access Journals (Sweden)

    Mohammad Reza Reisi

    2011-09-01

    Full Text Available In the title compound, C6H17N32+·2ClO4−, the piperazine ring adopts a chair conformation with the ethylammonium fragment occupying an equatorial position. In the crystal, the dications and perchlorate anions are linked through N—H...O hydrogen bonding and weak C—H...O hydrogen bonding into a three-dimensional supramolecular network.

  2. PRELIMINARY PHYTOCHEMICAL INVESTIGATION AND ANTHELMINTIC ACTIVITY OF MORINGA OLEIFERA LEAVES

    Directory of Open Access Journals (Sweden)

    Srinivasa U

    2011-08-01

    Full Text Available Petroleum ether, chloroform, methanol and aqueous extracts of leaves of Moringa oleifera were screened for various bioactive constituents like glycosides, carbohydrates, tannins, flavonoids, triterpenoids and alkaloids. The chloroform and methanol extracts were evaluated for anthelmintic activity on adult Indian earthworms Pheritima postuma using Piperazine citrate and Rajah Pravartani Vati (Ayurvedic preparation as a reference standards. The results obtained indicated that the chloroform extract was more potent compared to other extracts.

  3. 3-Methyl-5-(4-methylpiperazin-1-yl-1-phenyl-1H-pyrazole-4-carbaldehyde

    Directory of Open Access Journals (Sweden)

    V. M. Sunitha

    2016-11-01

    Full Text Available In the title compound, C16H20N4O, the dihedral angle between the pyrazole and phenyl rings is 53.86 (12°. The piperazine ring adopts a chair conformation with the exocyclic N—C bonds in equatorial orientations. In the crystal, molecules are linked by very weak C—H...O hydrogen bonds to generate [010] C(8 chains, with adjacent molecules related by translation.

  4. Effect of Solvents on the Product Distribution and Reaction Rate of a Buchwald-Hartwig Amination Reaction

    DEFF Research Database (Denmark)

    Christensen, H.; Kiil, Søren; Dam-Johansen, Kim;

    2006-01-01

    The Buchwald-Hartwig amination reaction between p-bromotoluene and piperazine in the presence of the homogeneous catalytic system Pd(dba)(2)/(+/-)-BINAP and the base NaO-t-Bu was investigated in two different classes of solvents: aprotic, nonpolar and aprotic, polar. The reaction was carried out...... solvent for the Buchwald-Hartwig amination reaction under the conditions applied was m-xylene....

  5. Synthesis, structural and conformational study of some amides derived from N-methylpiperazine

    Science.gov (United States)

    Iriepa, I.; Madrid, A. I.; Gálvez, E.; Bellanato, J.

    2006-04-01

    Some amides ( 1- 6) derived from N-methylpiperazine were synthesized and studied by IR, 1H and 13C NMR spectroscopy. In CDCl 3 solution, at room temperature, a fast interconversion of the piperazine ring with the N-CH 3 group in equatorial position can be proposed. α,β-unsaturated compounds 4 and 5 adopt in liquid state and in solution (CCl 4, CCl 2dbnd6 CCl 2, CDCl 3) both s- cis and s- trans conformations.

  6. Imidazolidine-4-one derivatives in the search for novel chemosensitizers of Staphylococcus aureus MRSA: synthesis, biological evaluation and molecular modeling studies.

    Science.gov (United States)

    Matys, Anna; Podlewska, Sabina; Witek, Karolina; Witek, Jagna; Bojarski, Andrzej J; Schabikowski, Jakub; Otrębska-Machaj, Ewa; Latacz, Gniewomir; Szymańska, Ewa; Kieć-Kononowicz, Katarzyna; Molnar, Joseph; Amaral, Leonard; Handzlik, Jadwiga

    2015-08-28

    A series of amine derivatives of 5-aromatic imidazolidine-4-ones (7-19), representing three subgroups: piperazine derivatives of 5-arylideneimidazolones (7-13), piperazine derivatives of 5-arylideneimidazolidine-2,4-dione (14-16) and primary amines of 5-naphthyl-5-methylimidazolidine-2,4-diones (17-19), was evaluated for their ability to improve antibiotics effectiveness in two strains of Gram-positive Staphylococcus aureus: ATCC 25923 (a reference strain) and MRSA (methicillin resistant S. aureus) HEMSA 5 (a resistant clinical isolate). The latter compounds (17-19) were obtained by 4-step synthesis using Bucherer-Bergs condensation, two-phase bromoalkylation and Gabriel reactions. The naphthalen derivative: (Z)-5-(naphthalen-2-ylmethylene)-2-(piperazin-1-yl)-3H-imidazol-4(5H)-one (10) was the most potent in combination with β-lactam antibiotics and ciprofloxacin against the resistant strain. The high potency to increase efficacy of oxacillin was noted for (Z)-5-(anthracen-10-ylmethylene)-2-(piperazin-1-yl)-3H-imidazol-4(5H)one (12) too. In order to explain the mechanism of action of the compounds 10 and 12, docking studies with the use of crystal structures of a penicillin binding protein (PBP2a) and MecR1 were carried out. Their outcomes suggested that the most probable mechanism of action of the active compounds is the interaction with MecR1. Molecular dynamic experiments performed for the active compounds and compound 13 (structurally similar to 12) supported this hypothesis and provided possible explanation of activity dependencies of the tested compounds in terms of the restoration of antibiotic efficacy in S. aureus MRSA HEMSA 5.

  7. Drug: D02643 [KEGG MEDICUS

    Lifescience Database Archive (English)

    Full Text Available D02643 Drug Butaperazine maleate (USAN) C24H31N3OS. (C4H4O4)2 641.2407 641.7318 D02...NERVOUS SYSTEM N05 PSYCHOLEPTICS N05A ANTIPSYCHOTICS N05AB Phenothiazines with piperazine structure N05AB09 Butaperazine D02643 Butap...erazine maleate (USAN) CAS: 1063-55-4 PubChem: 17396813

  8. Synthesis and Antimicrobial Activity of Some Novel Substituted Piperazinyl-quinazolin-3(4H-ones

    Directory of Open Access Journals (Sweden)

    N. M. Raghavendra

    2008-01-01

    Full Text Available Several substituted-quinazolin-3(4H-ones were synthesized by condensation of 2-chloro-N-(4-oxo-substituted-quinazolin-3(4H-yl-acetamides with various substituted piperazines through single step reaction. Elemental analysis, IR, 1HNMR and mass spectral data confirmed the structure of the newly synthesized compounds. Synthesized quinazolin-4-one derivatives were investigated for their antibacterial and antifungal activities.

  9. Calibration and Propagation of Uncertainty for Independence

    Energy Technology Data Exchange (ETDEWEB)

    Holland, Troy Michael [Los Alamos National Lab. (LANL), Los Alamos, NM (United States); Kress, Joel David [Los Alamos National Lab. (LANL), Los Alamos, NM (United States); Bhat, Kabekode Ghanasham [Los Alamos National Lab. (LANL), Los Alamos, NM (United States)

    2017-06-30

    This document reports on progress and methods for the calibration and uncertainty quantification of the Independence model developed at UT Austin. The Independence model is an advanced thermodynamic and process model framework for piperazine solutions as a high-performance CO2 capture solvent. Progress is presented in the framework of the CCSI standard basic data model inference framework. Recent work has largely focused on the thermodynamic submodels of Independence.

  10. Drug: D08585 [KEGG MEDICUS

    Lifescience Database Archive (English)

    Full Text Available D08585 Drug Thioproperazine (INN) C22H30N4O2S2 446.181 446.6292 D08585.gif Neurolep... ANTIPSYCHOTICS N05AB Phenothiazines with piperazine structure N05AB08 Thioproperazine D08585 Thioproperazin...ine dopamine D2-receptor [HSA:1813] [KO:K04145] Thioproperazine [ATC:N05AB08] D08585 Thiopropera

  11. Synthesis of a novel series of 4-arylpiperazinyl derivatives linked to a 2-(pyridin-3-yl)-1H-benzimidazole as new Delavirdine analogues

    Energy Technology Data Exchange (ETDEWEB)

    Pessoa-Mahana, David; Nunez, Andres; Espinosa, Christian; Mella-Raipn, Jaime [Pontificia Universidad Catolica de Chile, Santiago (Chile). Facultad de Quimica. Dept. de Farmacia; Pessoa-Mahana, Hernan [Universidad de Chile, Santiago (Chile). Facultad de Ciencias Quimicas. Dept. de Quimica Organica y Fisico-Quimica

    2010-07-01

    The synthesis of a series of substituted arylpiperazines linked to a 2-(pyridin-3-yl)-1H-benzo[d]imidazole scaffold through an alkylic linker is reported. The novel 1-(2-(4-arylpiperazin-1-yl)alkyl)-2-(pyridin-3-yl)-1H-benzimidazole derivatives are structurally related to the anti-HIV-1 drug Delavirdine and belong to the bis(heteroaryl)piperazines family (BHAPs), a well known HIV-1 reverse transcriptase inhibitors group. (author)

  12. Secondary amides of (R)-3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid as inhibitors of pyruvate dehydrogenase kinase.

    Science.gov (United States)

    Aicher, T D; Anderson, R C; Gao, J; Shetty, S S; Coppola, G M; Stanton, J L; Knorr, D C; Sperbeck, D M; Brand, L J; Vinluan, C C; Kaplan, E L; Dragland, C J; Tomaselli, H C; Islam, A; Lozito, R J; Liu, X; Maniara, W M; Fillers, W S; DelGrande, D; Walter, R E; Mann, W R

    2000-01-27

    N'-methyl-N-(4-tert-butyl-1,2,5,6-tetrahydropyridine)thiourea, SDZ048-619 (1), is a modest inhibitor (IC(50) = 180 microM) of pyruvate dehydrogenase kinase (PDHK). In an optimization of the N-methylcarbothioamide moiety of 1, it was discovered that amides with a small acyl group, in particular appropriately substituted amides of (R)-3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid, are inhibitors of PDHK. Utilizing this acyl moiety, herein is reported the rationale leading to the optimization of a series of acylated piperazine derivatives. Methyl substitution of the piperazine at the 2- and 5-positions (with S and R absolute stereochemistry) markedly increased the potency of the lead compound (>1,000-fold). Oral bioavailability of the compounds in this series is good and is optimal (as measured by AUC) when the 4-position of the piperazine is substituted with an electron-poor benzoyl moiety. (+)-1-N-[2,5-(S, R)-Dimethyl-4-N-(4-cyanobenzoyl)piperazine]-(R)-3,3, 3-trifluoro-2-hydroxy-2-methylpropanamide (14e) inhibits PDHK in the primary enzymatic assay with an IC(50) of 16 +/- 2 nM, enhances the oxidation of [(14)C]lactate into (14)CO(2) in human fibroblasts with an EC(50) of 57 +/- 13 nM, diminishes lactate significantly 2.5 h post-oral-dose at doses as low as 1 micromol/kg, and increases the ex vivo activity of PDH in muscle, liver, and fat tissues in normal Sprague-Dawley rats. These PDHK inhibitors, however, do not lower glucose in diabetic animal models.

  13. The Anthelmintic Activity of Vernonia Amygdalina (Asteraceae) and Alstonia Boonei De Wild (Apocynaceae)

    OpenAIRE

    Ketor, E.C.; Annan, K.; Koffuor, G. A.; Danquah, C. A.

    2012-01-01

    Intestinal worms affect a host of individuals resulting in malnutrition, stunted growth, intellectual retardation and cognitive deficits. The aim of this study is to investigate the antihelminthic activity of Alstonia boonei De Wild (Apocynaceae) and Vernonia amygdalina (Asteraceae) using earth-worms (Lumbricus terretris). The worms were directly exposed to 50, 100, and 200 mg/ml of aque-ous and ethanolic bark extracts of Alstonia boonei and leaf extract of Vernonia amygdalina and piperazine ...

  14. COMPARATIVE STUDIES ON ANTHELMINTIC ACTIVITY OF MANGIFERA INDICA L. VAR. THOTAPURI AND MANGIFERA INDICA L. VAR. NEELAM ROOT CRUDE EXTRACTS

    OpenAIRE

    Latha, M. S.

    2012-01-01

    Pet ether, ethyl acetate and ethanolic extracts of Mangifera indica L. Var. Thotapuri and Mangifera indica L. Var. Neelam were taken for anthelmintic activity against Indian earthworm Pheritima posthuma. Various concentrations of both extracts were tested and results were expressed in terms of time for evoked response, paralysis and time for death of worms. Piperazine citrate was used as a reference standard and distilled water as a control group. Dose dependent activity was observed in both ...

  15. Drug: D02608 [KEGG MEDICUS

    Lifescience Database Archive (English)

    Full Text Available D02608 Drug Perazine fendizoate (JAN) (C20H14O4)2. C20H25N3S 975.3553 976.1431 D0260...08303] N NERVOUS SYSTEM N05 PSYCHOLEPTICS N05A ANTIPSYCHOTICS N05AB Phenothiazines with piperazine structure N05AB10 Perazine D0260...8 Perazine fendizoate (JAN) PubChem: 17396778 LigandBox: D0260

  16. New Stable Cu(I) Catalyst Supported on Weakly Acidic Polyacrylate Resin for Green C-N Coupling: Synthesis of N-(Pyridin-4-yl)benzene Amines and N,N-Bis(pyridine-4-yl)benzene Amines.

    Science.gov (United States)

    Kore, Nitin; Pazdera, Pavel

    2016-12-22

    A method for preparation of a new stable Cu(I) catalyst supported on weakly acidic polyacrylate resin without additional stabilizing ligands is described. A simple and efficient methodology for Ullmann Cu(I) catalyzed C-N cross coupling reactions using this original catalyst is reported. Coupling reactions of 4-chloropyridinium chloride with anilines containing electron donating (EDG) or electron withdrawing (EWG) groups, naphthalen-2-amine and piperazine, respectively, are successfully demonstrated.

  17. New Stable Cu(I Catalyst Supported on Weakly Acidic Polyacrylate Resin for Green C-N Coupling: Synthesis of N-(Pyridin-4-ylbenzene Amines and N,N-Bis(pyridine-4-ylbenzene Amines

    Directory of Open Access Journals (Sweden)

    Nitin Kore

    2016-12-01

    Full Text Available A method for preparation of a new stable Cu(I catalyst supported on weakly acidic polyacrylate resin without additional stabilizing ligands is described. A simple and efficient methodology for Ullmann Cu(I catalyzed C-N cross coupling reactions using this original catalyst is reported. Coupling reactions of 4-chloropyridinium chloride with anilines containing electron donating (EDG or electron withdrawing (EWG groups, naphthalen-2-amine and piperazine, respectively, are successfully demonstrated.

  18. Drug evaluation: PRX-00023, a selective 5-HT1A receptor agonist for depression.

    Science.gov (United States)

    de Paulis, Tomas

    2007-01-01

    EPIX Pharmaceuticals Inc (formerly Predix Pharmaceuticals Inc) is developing PRX-00023, an oral aryl piperazine 5-HT1A agonist, for the potential treatment of depression. While initially in development for generalized anxiety disorder, EPIX is now only focusing on the development of PRX-00023 for depression. In November 2006, EPIX reported that it planned to initiate a phase II trial in patients with depression in the first half of 2007.

  19. Extended N-Arylsulfonylindoles as 5-HT₆ Receptor Antagonists: Design, Synthesis & Biological Evaluation.

    Science.gov (United States)

    Vera, Gonzalo; Lagos, Carlos F; Almendras, Sebastián; Hebel, Dan; Flores, Francisco; Valle-Corvalán, Gissella; Pessoa-Mahana, C David; Mella-Raipán, Jaime; Montecinos, Rodrigo; Recabarren-Gajardo, Gonzalo

    2016-08-16

    Based on a known pharmacophore model for 5-HT₆ receptor antagonists, a series of novel extended derivatives of the N-arylsulfonyindole scaffold were designed and identified as a new class of 5-HT₆ receptor modulators. Eight of the compounds exhibited moderate to high binding affinities and displayed antagonist profile in 5-HT₆ receptor functional assays. Compounds 2-(4-(2-methoxyphenyl)piperazin-1-yl)-1-(1-tosyl-1H-indol-3-yl)ethanol (4b), 1-(1-(4-iodophenylsulfonyl)-1H-indol-3-yl)-2-(4-(2-methoxyphenyl)piperazin-1-yl)ethanol (4g) and 2-(4-(2-methoxyphenyl)piperazin-1-yl)-1-(1-(naphthalen-1-ylsulfonyl)-1H-indol-3-yl)ethanol (4j) showed the best binding affinity (4b pKi = 7.87; 4g pKi = 7.73; 4j pKi = 7.83). Additionally, compound 4j was identified as a highly potent antagonist (IC50 = 32 nM) in calcium mobilisation functional assay.

  20. Experimental and field studies with thiophanate in pigs.

    Science.gov (United States)

    Baines, D M; Dalton, S E; Eichler, D A

    1976-08-14

    Thiophanate, administered at a dosage of 50 mg per kg to artifically infected pigs, removed 96 to 99 per cent of adult Oesophagostomum spp, Hyostrongylus rubidus and Trichuris suis. Activity was also high against larval stages of these nematodes, except for 26-day-old T suis. Thiophanate also showed ovicidal and larvicidal activity against H rubidus and Oesophagostomum spp. At 50 mg per kg thiophanate administered alone was inactive against Ascaris suum and Metastrongylus apri, the former species also being refractory at 200 mg per kg. Field trials confirmed these efficacy results in naturally infected animals. Pellet formulations providing mean dosages of 63 mg thiophanate per kg for adult pigs and 75 mg thiophanate per kg with 83 mg piperazine base per kg for growing pigs were highly effective in reducing the faecal output of Oesophagostomum spp, H rubidus and T suis eggs. In growing pigs, A suum was controlled by the thiophanate/piperazine product. No palatability or tolerance problems were observed when thiophanate or thiophanate/piperazine mixtures were administered at recommended dosage or multiples thereof in experimental or field studies.

  1. [Experimental study on CO2 absorption by aqueous ammonia-based blended absorbent].

    Science.gov (United States)

    Xia, Zhi-Xiang; Xiang, Qun-Yang; Zhou, Xu-Ping; Fang, Meng-Xiang

    2014-07-01

    A crucial problem for the promising absorbent aqueous ammonia (NH3) is the low CO2 absorption rate. The mass transfer coefficient (K(G)) of CO2 in aqueous NH3-based absorbents on a wetted wall column facility was investigated. Monoethanolamine (MEA), piperazine (PZ), 1-methyl piperazine (1-MPZ) and 2-methyl piperazine (2-MPZ) were introduced into NH3 solutions as additives, all of which significantly increased the mass transfer coefficient of CO2 in the solutions. With CO2 loading of 0, 0.1, 0.3, 0.5 mol x mol(-1), K(G) of 3 mol x L(-1) NH3 + 0.3 mol x L(-1) PZ blended solution increased by 2, 2.2, 2.2, and 1.9 fold as compared to that of 3 mol x L(-1) NH3. Typically, PZ, the additive with best performance, was chosen for further study. The effects of temperature and PZ concentration on CO2 absorption in PZ solution and the blended NH3/PZ solution. The calculated pseudo first order rate constant [42.7 m3 x (mol x s)(-1)] was analyzed to further elucidate the reaction mechanism in the blended NH3/PZ solution.

  2. Substituent Effects on Cytotoxic Activity, Spectroscopic Property, and DNA Binding Property of Naphthalimide Derivatives.

    Science.gov (United States)

    Wang, Ke-Rang; Qian, Feng; Sun, Qian; Ma, Cui-Lan; Rong, Rui-Xue; Cao, Zhi-Ran; Wang, Xiao-Man; Li, Xiao-Liu

    2016-05-01

    A series of novel naphthalimide derivatives NI1-5 containing piperazine moieties (N-(2-hydroxyethyl)piperazine and 1-piperazinepropanol) and piperidine moieties (4-piperidinemethanol, 4-hydroxypiperidine and 4-piperidineethanol) have been synthesized and evaluated for their cytotoxic activity, spectroscopic property, and DNA binding behaviors. It was found that substituents at the 4-position remarkably influence the various activities of this series of compound. Compounds NI3-5 modified with piperidines exhibited potent cytotoxic activities against Hela, SGC-7901, and A549 cells with the IC50 values from 0.73 μm to 6.80 μm, which are better than NI1-2 functionalized with piperazines. Compounds NI1-2 showed higher binding capacity with Ct-DNA than compounds NI3-5 based on studies of UV-vis, fluorescence and CD spectra. Furthermore, compounds NI3-5, as DNA intercalators, showed fluorescence enhancement upon binding with Ct-DNA. More interestingly, fluorescence imaging studies of compound NI4 with A549 cells showed that the fluorescence predominantly appeared in the cytoplasm. These results provided a potential application of NI3-5 as anticancer therapeutic and cancer cell imaging agents.

  3. Ampalaya (Momordica Charantia Leaf Extract Against Gastro-Intestinal Parasites of Native Chicken

    Directory of Open Access Journals (Sweden)

    Glynda F. Pariñas

    2017-05-01

    Full Text Available The general objective of the study is to determine the effectiveness of ampalaya leaf extract against gastrointestinal parasites of native chicken. Specifically, it aimed to:(1to evaluate the anthelmintic property of ampalaya leaf extract in the treatment of gastro-intestinal parasites of native chicken;(2 find out the most effective variety of ampalaya leaves as purgatives for native chicken; and(3 to compare the efficacy of ampalaya leaf extract with commercial purgative in the treatment of gastro-intestinal parasites. A total of fifteen (15 experimental native chickens were used in each study which was distributed into five (5 treatments. For study 1 and 2, Commercial purgative (Piperazine dihydrocloride and commercial purgative (mebendasole, niclosamide and levamisole were used respectively as positive control. Based on the result of the study, ampalaya leaf extract shows comparable effect to positive control (Piperazine dihydrochloride in treating and controlling gastro-intestinal parasites of native chicken. However, commercial purgative with triple ingredient (mebendasole, niclosamide and levamisole shows more effective than the ampalaya extract. The researcher concludes that efficacy of ampalaya leaf extract as purgative is comparable to the effect of commercial purgative with single active ingreadient (Piperazine dihydrochloride, commercial purgative with triple active ingredients ( mebendasole, niclosamide and levamisole excelled over the ampalaya extract because of its multi-ingredients.

  4. SYNTHESIS AND IN VITRO ANTIPROLIFERATIVE ACTIVITY OF NOVEL 2-ARYLIDENEAMINOBENZIMIDAZOLE DERIVATIVES.

    Science.gov (United States)

    Nowicka, Anna; Liszkiewicz, Hanna; Nawrocka, Wanda P; Wietrzyk, Joanna; Sadowska, Joanna

    2015-01-01

    A new class of Mannich bases 9-26, derivatives of 2-amino-1H-benzimidazole, were obtained in the condensation of Schiff bases 1-4 or 2-benzylaminobenzimidazoles 5-8 with selected secondary amines: morpholine, piperidine, N-methylpiperazine, N-phenylpiperazine, 1-(2-pyridyl)piperazine, 1(2-methoxyphenyl)piperazine, 1-(2-pyrimidinyl)piperazine and formaldehyde in ethanol. The pyrimido[1,2-albenzimidazole derivatives 27-29 have been synthesized in the reactions of Schiff base 2 with selected compounds containing active methylene group: acetylacetone, benzoylacetone and malononitrile. The structures 1-29 were confirmed by the results of elementary analysis and their IR, 1H- and 13C-NMR spectra. The products 1-29 are of interest for biological studies and can be substrates for further synthesis. All compounds were screened against the cells of MV4-11 human leukemia and then the most active of them 5, 7, 9-16, 24-26, 28, 29 were tested towards human T47D breast and A549 lung cancer cells as well as normal mouse fibroblasts (BALB/3T3). The most active compound against the cancer cell lines was 4-amino-3-cyano-2-(4-hydroxyphenylene)-1,2-dihydropyrimi-do[1,2-a]benzimidazole (29) (IC50 0.23 ± 0.05 µg/mL against MV4-11 cells) showing in parallel very low cytotoxicity towards mouse fibroblasts. Cisplatin was the control drug.

  5. Exquisite 1D Assemblies Arising from Rationally Designed Asymmetric Donor-Acceptor Architectures Exhibiting Aggregation-Induced Emission as a Function of Auxiliary Acceptor Strength.

    Science.gov (United States)

    Singh, Roop Shikha; Mukhopadhyay, Sujay; Biswas, Arnab; Pandey, Daya Shankar

    2016-01-11

    One-dimensional nanostructures with aggregation-induced emission (AIE) properties have been fabricated to keep the pace with growing demand from optoelectronics applications. The compounds 2-[4-(4-methylpiperazin-1-yl)benzylidene]malononitrile (PM1), 2-{4-[4-(pyridin-2-yl)piperazin-1-yl]-benzylidene}malononitrile (PM2), and 2-{4-[4-(pyrimidin-2-yl)piperazin-1-yl]benzylidene}malononitrile (PM3) have been designed and synthesized by melding piperazine and dicyanovinylene to investigate AIE in an asymmetric donor-acceptor (D-A) construct of A'-D-π-A- topology. The synthetic route has been simplified by using phenylpiperazine as a weak donor (D), dicyanovinylene as an acceptor (A), and pyridyl/pyrimidyl groups (PM2/PM3) as auxiliary acceptors (A'). It has been established that A' plays a vital role in triggering AIE in these compounds because the same D-A construct led to aggregation-caused quenching upon replacing A' with an electron-donating ethyl group (PM1). Moreover, the effect of restricted intramolecular rotation and twisted intramolecular charge transfer on the mechanism of AIE has also been investigated. Furthermore, it has been clearly shown that the optical disparities of these A'-D-π-A architectures are a direct consequence of comparative A' strength. Single-crystal X-ray analyses provided justification for role of intermolecular interactions in aggregate morphology. Electrochemical and theoretical studies affirmed the effect of the A' strength on the overall properties of the A'-D-π-A system.

  6. Involvement of 5-HT(2A/2B/2C) receptors on memory formation: simple agonism, antagonism, or inverse agonism?

    Science.gov (United States)

    Meneses, Alfredo

    2002-12-01

    1. The 5-HT2 receptors subdivision into the 5-HT(2A/2B/2C) subtypes along with the advent of the selective antagonists has allowed a more detailed investigation on the role and therapeutic significance of these subtypes in cognitive functions. The present study further analyzed the 5-HT2 receptors role on memory consolidation. 2. The SB-200646 (a selective 5-HT(2B/2C) receptor antagonist) and LY215840 (a nonselective 5-HT(2/7) receptor antagonist) posttraining administration had no effect on an autoshaped memory consolidation. However, both drugs significantly and differentially antagonized the memory impairments induced by 1-(3-chlorophenyl)piperazine (mCPP), 1-naphtyl-piperazine (1-NP), mesulergine, or N-(3-trifluoromethylphenyl) piperazine (TFMPP). 3. In contrast, SB-200646 failed to modify the facilitatory procognitive effect produced by (+/-)-2.5-dimethoxy-4-iodoamphetamine (DOI) or ketanserin, which were sensitive to MDL100907 (a selective 5-HT2A receptor antagonist) and to a LY215840 high dose. 4. Finally, SB-200646 reversed the learning deficit induced by dizocilpine, but not that by scopolamine: while SB-200646 and MDL100907 coadministration reversed memory deficits induced by both drugs. 5. It is suggested that 5-HT(2B/2C) receptors might be involved on memory formation probably mediating a suppressive or constraining action. Whether the drug-induced memory impairments in this study are explained by simple agonism, antagonism, or inverse agonism at 5-HT2 receptors remains unclear at this time. 6. Notably, the 5-HT2 receptor subtypes blockade may provide some benefit to reverse poor memory consolidation conditions associated with decreasedcholinergic, glutamatergic, and/or serotonergic neurotransmission.

  7. Characteristics of antibiotic resistance and sequence type of Acinetobacter baumannii clinical isolates in Japan and the antibacterial activity of DS-8587.

    Science.gov (United States)

    Higuchi, Saito; Shikata, Mototsugu; Chiba, Megumi; Hoshino, Kazuki; Gotoh, Naomasa

    2014-04-01

    DS-8587 is a novel broad-spectrum fluoroquinolone with extended antimicrobial activity against both Gram-positive and Gram-negative pathogens. In this study, we evaluated the antibacterial activity and mechanism of DS-8587 in 31 quinolone-resistant Acinetobacter baumannii clinical isolates. Efflux pump and qnr genes, mutations in quinolone resistance-determining regions of target enzymes, and sequence types determined by multilocus sequence typing were analyzed. Forty-two quinolone-susceptible clinical isolates were analyzed for comparison. For susceptibility testing, DS-8587 exhibited more effective antibacterial activity when compared with ciprofloxacin and levofloxacin. When combined with the efflux pump inhibitor 1-(1-napthylmethyl)-piperazine, the MIC of DS-8587 was less affected when compared with the MIC exhibited by combined ciprofloxacin and 1-(1-napthylmethyl)-piperazine. The efflux pump genes adeA/adeB/adeC and regulatory elements adeR/adeS were detected in 23 of 31 quinolone-resistant isolates. The qnrA/qnrB/qnrS genes were not detected in any A. baumannii isolates analyzed. Mutations in quinolone resistance-determining regions were observed in all 31 quinolone-resistant isolates. Multilocus sequence typing analyses revealed that 22 of 31 quinolone-resistant isolates belonged to ST-2, corresponding to international clonal lineage II. In conclusion, DS-8587 exhibits potent antibacterial activity against quinolone-resistant A. baumannii isolates that harbor mutations in quinolone resistance-determining regions. In the presence of the efflux pump inhibitor 1-(1-napthylmethyl)-piperazine, no significant changes were observed in the MIC for DS-8587. DS-8587 should be considered as a treatment option for A. baumannii including ST-2 strains that are predominant among the quinolone-resistant A. baumannii isolates found in Japan. Copyright © 2013 Japanese Society of Chemotherapy and The Japanese Association for Infectious Diseases. Published by Elsevier Ltd

  8. Sulfate radical-based oxidation of fluoroquinolone antibiotics: Kinetics, mechanisms and effects of natural water matrices.

    Science.gov (United States)

    Jiang, Canlan; Ji, Yuefei; Shi, Yuanyuan; Chen, Jifei; Cai, Tianming

    2016-12-01

    Widespread occurrence of fluoroquinolone antibiotics (FQs) in surface water, groundwater, soil and sediment has been reported and their remediation is essentially needed. Sulfate radical (SO4(-)) based advanced oxidation processes (SR-AOPs) are promising technologies for soil and groundwater remediation. In this study, the degradation kinetics, mechanisms, and effects of natural water matrices on heat-activated persulfate (PS) oxidation of FQs were systematically investigated. Experimental results clearly demonstrated that 92% of CIP was removed within 180 min (pH = 7, 60 °C). Higher temperature and lower pH facilitated the degradation of ciprofloxacin (CIP). The piperazine moiety of CIP was identified as the reactive site for SO4(-) attack by comparison with substructural analogs, flumequine (FLU) and 1-(2-fluorophenyl) piperazine (FPP). A comparison of the degradation of CIP, norfloxacin (NOR), enrofloxacin (ENR) and ofloxacin (OFL) confirmed that the presence of cyclopropane ring also influence the degradation of FQs. Water matrix significantly influenced the degradation of CIP and ENR, and the degradation rate followed the order of Milli-Q water (pH = 7) > groundwater > artificial seawater > artificial surface water > lake water. Degradation products of CIP in different water matrix were enriched by solid phase extraction (SPE) and then analyzed by liquid chromatography-electrospray ionization-triple quadrupole mass spectrometry (LC-ESI-MS/MS). Detailed transformation pathways of CIP were proposed and were compared with respect to different water matrices. Four transformation pathways including stepwise piperazine ring oxidation, OH/F substitution, hydroxylation, and cyclopropane ring cleavage were proposed for CIP degradation. Results clearly show that the water matrix influenced the degradation of FQs appreciably, a phenomenon that should be taken into consideration when applying SR-AOPs for remediation of soil and groundwater contaminated by

  9. Determination of anthelmintic activity of the leaf and bark extract of Tamarindus Indica linn

    Directory of Open Access Journals (Sweden)

    S S Das

    2011-01-01

    Full Text Available The aim of the present study was to evaluate the anthelmintic activity of ethanolic and aqueous extract of leaves and bark of Tamarindus indica Linn using Pheretima posthuma and Tubifex tubifex as test worms. The time of paralysis and time of death were studied and the activity was compared with piperazine citrate as reference standard. The alcohol and aqueous extract of bark of Tamarindus indica exhibited significant anthelmintic activity as evidenced by decreased paralyzing time and death time. The results thus support the use of Tamarindus indica as an anthelmintic agent.

  10. Determination of anthelmintic activity of the leaf and bark extract of tamarindus indica linn.

    Science.gov (United States)

    Das, S S; Dey, Monalisha; Ghosh, A K

    2011-01-01

    The aim of the present study was to evaluate the anthelmintic activity of ethanolic and aqueous extract of leaves and bark of Tamarindus indica Linn using Pheretima posthuma and Tubifex tubifex as test worms. The time of paralysis and time of death were studied and the activity was compared with piperazine citrate as reference standard. The alcohol and aqueous extract of bark of Tamarindus indica exhibited significant anthelmintic activity as evidenced by decreased paralyzing time and death time. The results thus support the use of Tamarindus indica as an anthelmintic agent.

  11. Bench-Scale Development of a Hybrid Membrane-Absorption CO{sub 2} Capture Process: Preliminary Cost Assessment

    Energy Technology Data Exchange (ETDEWEB)

    Freeman, Brice; Kniep, Jay; Pingjiao, Hao; Baker, Richard; Rochelle, Gary; Chen, Eric; Frailie, Peter; Ding, Junyuan; Zhang, Yue

    2014-03-31

    This report describes a study of capture costs for a hybrid membrane-absorption capture system based on Membrane Technology and Research, Inc. (MTR)’s low-pressure membrane contactors and the University of Texas at Austin’s 5 m piperazine (PZ) Advanced Flash Stripper (AFS; 5 m PZ AFS) based CO2 capture system. The report is submitted for NETL review, and may be superseded by a final topical report on this topic that will be submitted to satisfy the Task 2 report requirement of the current project (DE-FE0013118).

  12. Comparison of serum oestrogen concentrations in post-menopausal women taking oestrone sulphate and oestradiol.

    Science.gov (United States)

    Anderson, A B; Sklovsky, E; Sayers, L; Steele, P A; Turnbull, A C

    1978-01-21

    Mean serum concentrations of oestradiol-17beta, oestrone, and oestrone sulphate in postmenopausal women were the same when measured up to six hours after treatment with either piperazine oestrone sulphate 1.5 mg or oestradiol valerate 2 mg. Maximum concentrations of oestradiol were less than those of oestrone, but oestrone sulphate reached concentrations about 30 times higher than those of oestrone. The rapid conversion of oestradiol valerate to oestrone and oestrone sulphate does not support the suggestion that in menopausal women oestradiol is less likely to be associated with a risk of endometrial carcinoma than oestrone sulphate, since the two preparations appear to become identical after ingestion.

  13. A novel ionic liquids-based scrubbing process for efficient CO2 capture

    Institute of Scientific and Technical Information of China (English)

    2010-01-01

    A novel alkanolamine-based ionic liquid,N-methyl-diethanolammonium tetrafluoroborate ([MDEA][BF4]),was synthesized in our laboratory.The ionic liquid-based composite solution consisting of N-methyl-diethanolamine (MDEA),[MDEA][BF4],piperazine (PZ) and H2O was investigated for CO2 capture.The optimal performance for CO2 capture was found at 45°C,1.50 MPa,probably due to a synergistic action of the reaction and the transport.No apparent corrosion was found on stainless and carbon steel with the above composite solution.This finding is very significant to the promotion of its engineering application.

  14. Evaluation of bisbenzamidines as inhibitors for matriptase-2.

    Science.gov (United States)

    Beckmann, Anna-Madeleine; Gilberg, Erik; Gattner, Susanne; Huang, Tien L; Vanden Eynde, Jean Jacques; Mayence, Annie; Bajorath, Jürgen; Stirnberg, Marit; Gütschow, Michael

    2016-08-01

    The serine protease matriptase-2 has attracted much attention as a potential target for the treatment of iron overload diseases. In this study, a series of 27 symmetric, achiral bisbenzamidines was evaluated for inhibitory activity against human matriptase-2, against the closely related enzyme human matriptase, as well as against human thrombin, bovine factor Xa and human trypsin. The conformationally restricted piperazine derivative 19 and the oxamide-derived bisbenzamidine 1 were identified as the most potent inhibitors of this series for matriptase-2 and matriptase, respectively.

  15. Evaluation of anthelmintic activity of nuts of Semecarpus anacardium.

    Science.gov (United States)

    Pal, Dilipkumar; Mohapatra, Tapas Kumar; Das, Apurba

    2008-01-01

    The anthelmintic activity of different extracts of nuts of Semecarpus anacardium were evaluated separately on adult Indian earthworm (Pheritima posthuma). It was found that petroleum ether, chloroform extract of S. anacardium (PESA and CESA, respectively) showed better anthelmintic activities than ethanol (EESA) and aqueous (AESA) extract of it. The anthelmintic effects of PESA and CESA at 10 mg/ml and EESA at 20 mg/ml concentration are comparable to that of the effects produced by the reference standards, albendazole (10 mg/ml) and piperazine citrate (10 mg/ml).

  16. catena-Poly[[[(dimethyl-malonato-κO:O')(perchlorato-κO)copper(II)]-μ-bis-(3-pyridylmeth-yl)piperazinediium-κN:N] perchlorate dihydrate].

    Science.gov (United States)

    Farnum, Gregory A; Laduca, Robert L

    2008-11-13

    In the title compound, {[Cu(C(5)H(6)O(4))(ClO(4))(C(16)H(22)N(4))]ClO(4)·2H(2)O}(n), square-pyramidally coordinated Cu atoms with perchlorate and dimethyl-malonate ligands are connected into cationic sinusoidal coordination polymer chains by doubly protonated bis-(3-pyridylmeth-yl)piperazine (3-bpmp) ligands. The chains aggregate into pseudo-layers parallel to the (101) crystal planes by N-H⋯O hydrogen bonding. Unligated perchlorate anions and water mol-ecules of crystallization provide additional hydrogen bonding between pseudo-layers.

  17. catena-Poly[[[(dimethyl­malonato-κ2 O:O′)(perchlorato-κO)copper(II)]-μ-bis­(3-pyridylmeth­yl)piperazinediium-κ2 N 1′:N 4′] perchlorate dihydrate

    Science.gov (United States)

    Farnum, Gregory A.; LaDuca, Robert L.

    2008-01-01

    In the title compound, {[Cu(C5H6O4)(ClO4)(C16H22N4)]ClO4·2H2O}n, square-pyramidally coordinated Cu atoms with perchlorate and dimethyl­malonate ligands are connected into cationic sinusoidal coordination polymer chains by doubly protonated bis­(3-pyridylmeth­yl)piperazine (3-bpmp) ligands. The chains aggregate into pseudo-layers parallel to the (101) crystal planes by N—H⋯O hydrogen bonding. Unligated perchlorate anions and water mol­ecules of crystallization provide additional hydrogen bonding between pseudo-layers. PMID:21581141

  18. [{sup 18}F]p-MPPF: A Radiolabeled Antagonist for the Study of 5-HT{sub 1A} Receptors with PET

    Energy Technology Data Exchange (ETDEWEB)

    Plenevaux, A. E-mail: Alain.Plenevaux@ulg.ac.be; Lemaire, C.; Aerts, J.; Lacan, G.; Rubins, D.; Melega, W.P.; Brihaye, C.; Degueldre, C.; Fuchs, S.; Salmon, E.; Maquet, P.; Laureys, S.; Damhaut, P.; Weissmann, D.; Le Bars, D.; Pujol, J.-F.; Luxen, A

    2000-07-01

    This paper summarizes the present status of the researches conducted with [{sup 18}F]4-(2'-methoxyphenyl)-1-[2'-[N-(2''-pyridinyl)-p-fluoro benzamido]ethyl] -piperazine known as [{sup 18}F]p-MPPF, a new 5-HT{sub 1A} antagonist for the study of the serotonergic neurotransmission with positron emission tomography (PET). This includes chemistry, radiochemistry, animal data (rats, cats, and monkeys) with autoradiography and PET, human data with PET, toxicity, and metabolism.

  19. Antitussive properties of levodropropizine.

    Science.gov (United States)

    Malandrino, S; Melillo, G; Bestetti, A; Borsa, M; Giuliani, P; Tonon, G C

    1988-08-01

    The antitussive activity of levodropropizine (S(-)-3-(4-phenyl-piperazin-1-yl)-propane-1,2-diol, DF 526), was evaluated in anaesthetized guinea-pigs and rabbits and in unanaesthetized guinea-pigs. Levodropropizine was shown to have good antitussive activity. Intravenously, it was 1/10 to 1/20 as active as codeine and comparable to dropropizine, from which it is derived, on mechanically and electrically induced coughing in rabbits and guinea-pigs. After oral administration to the guinea-pig the antitussive activity of levodropropizine was comparable with those of both dropropizine and codeine against coughing induced by irritant aerosols.

  20. Clinical trials with the new antitussive levodropropizine in adult bronchitic patients.

    Science.gov (United States)

    Allegra, L; Bossi, R

    1988-08-01

    The results of 6 clinical trials involving a total of 174 patients are reported. Levodropropizine (S(-)-3-(4-phenyl-piperazin-1-yl)-propane-1,2-diol, DF 526) was compared in double-blind manner with placebo, morclofone and cloperastine. The antitussive activity and therapeutic efficacy of the drug were shown to be greater than those of placebo and morclofone and similar to those of cloperastine. Levodropropizine was effective in about 80% of patients; in responders, cough frequency was reduced by an average of 33-51%. Levodropropizine was generally well tolerated and mild side-effects were reported for only 3% of patients.

  1. N-β-羟乙基乙二胺在铜催化剂上的反应机理%REACTION MECHANISM OF N-β-HYDROXYETHYLETHYLENEDIAMINE ON COPPER CONTAINING CATALYST

    Institute of Scientific and Technical Information of China (English)

    孟祎; 许正双; 陈立功; 王多禄; 冯亚青

    2001-01-01

    The mechanism of the reaction of N-β-dydroxyethylethylenediamine(HEDA) on copper under catalysis for the synthesis of piperazine was studied.The structures of reaction mixtures were identified by GC-MS.The preliminary study demonstrats that the above reaction is an intermolecular catalytic amination of alcohol and was proved to proceed through dehydrogenation and hydrogenation.Under the reaction conditions HEDA may undertake the bimolecular disproportionation reaction.Furthermore,the similar nucleophilic substitution reactions between starting material and products,between products and products,possibly occur to give the corresponding byproducts.

  2. Designer drugs: aspectos analíticos e biológicos

    Directory of Open Access Journals (Sweden)

    Rachel Bulcão

    2012-01-01

    Full Text Available In the recent years, analytical toxicologists have been facing difficulties in detecting designer drugs due to the chemical modifications on the existing structures and the speed in which they are released into the market, requiring the development and improvement of specific and appropriate analytical methods. This work is a review of the literature which summarizes the characteristics of the drugs and the analytical validated methods using conventional and unconventional matrices currently used for correct identification and quantification of the following classes of emerging drugs of abuse: derivatives of opiates, amphetamines, tryptamines, piperazines and cannabinoids.

  3. Synthesis and Spectroscopic Analysis of Novel 1H-Benzo[d]imidazoles Phenyl Sulfonylpiperazines

    Directory of Open Access Journals (Sweden)

    Amjad M. Qandil

    2012-05-01

    Full Text Available A group of benzimidazole analogs of sildenafil, 3-benzimidazolyl-4-methoxy-phenylsulfonylpiperazines 2–4 and 3-benzimidazolyl-4-methoxy-N,N-dimethyl- benzenesulfonamide (5, were efficiently synthesized. Compounds 2–5 were characterized by NMR and MS and contrary to the reported mass spectra of sildenafil, the spectra of the piperazine-containing compounds 2–4 showed a novel fragmentation pattern leading to an m/z = 316. A mechanism for the formation of this fragment was proposed.

  4. CO2 CAPTURE BY ABSORPTION WITH POTASSIUM CARBONATE

    Energy Technology Data Exchange (ETDEWEB)

    Gary T. Rochelle; Eric Chen; J. Tim Cullinane; Marcus Hillard; Babatunde Oyenekan

    2003-10-31

    The objective of this work is to improve the process for CO{sub 2} capture by alkanolamine absorption/stripping by developing an alternative solvent, aqueous K{sub 2}CO{sub 3} promoted by piperazine. A rigorous thermodynamic model has been further developed with a standalone FORTRAN code to represent the CO{sub 2} vapor pressure and speciation of the new solvent. The welding work has initiated and will be completed for a revised startup of the pilot plant in February 2004.

  5. [{sup 18}F]fluoromethylated phenyl-pyrroles and 7-azaindole analog as potential dopamine D{sub 4} receptor imaging agents

    Energy Technology Data Exchange (ETDEWEB)

    Ji, D. Y. [Inha Univ., Inchon (Korea, Republic of); Oh, S. Z.; Choi, Y. S.; Lee, K. C.; Kim, S. E.; Choi, Y.; Lee, K. H.; Kim, B. T. [Samsung Biomedical Research Insititute, Seoul (Korea, Republic of)

    1997-07-01

    An association between the dopamine D{sub 4} receptor and schizophrenia was recently suggested and the D{sub 4} receptor antagonists may thus have potential in elucidating the role of the receptor in schizophrenic patients. The purpose of this study was to develop some of these antagonists as potential dopamine D{sub 4} receptor imaging agents for PET. We have prepared 1-(3-[{sup 18}F]fluoromethylphenyl)-3-([4-(pyridin-2-yl)piperazin-1-yl)methyl) pyrrole (1), 1-(3-[{sup 18}F]fluoromethylphenyl)-3-([4-(pyridin-2-yl)piperazin-1-yl)methyl) pyrrole (2), and 3-([4-(4-[{sup 18}F]fluoro methylbenzyl)piperazin-1-yl)methyl)-1H-pyrrolo(2,3,-b)pyridine (3) as potential imaging agents for the dopamine D{sub 4} receptor for PET. The compounds [{sup 18}F]1 and [{sup 18}F]2 were prepared by coupling of (3-[{sup 18}F]fluoromethylphenyl)-pyrrol-1- yl-3-aldehyde and the piperazine moiety in the presence of NaBH{sub 3}CN. The [{sup 18}F]fluorinated aldehyde was obtained in 60-85% yield by the displacement of the corresponding mesylate with F-18-(THF, 90 .deg. C, 5 min). HPLC purification (Alltech Econosil C-18 columm, 250 x 10 mm, 35: 65 = 0.1M NH{sub 4}CI{sub 2}H : CH{sub 3}OH, 4 ml/min, t{sub R}=26.6 min) gave the [{sup 18}F]1 and [{sup 18}F]2 in 7-12% yield. In the case of azaindole 3, a methlene link was inserted between the piperazinyl and a fluoromethyl phenyl group. Radiochemical synthesis of the [{sup 18}F]3 was carried out by coupling of the piperazne moiety and [{sup 18}F]fluoromethylbenzyl mesylate in the presence of NEt{sub 3}(3:1-CH{sub 3}CN: DMF, 120 .deg. C, 30 min). Purification was carried out by HPLC using a C-18 column (Alltech Econosil, 50 x 10 mm, 100% 0.1M NH{sub 4}CO{sub 2}H for 5 min followed by 40:60=0.1 M NH{sub 4}CO{sub 2}H : MeOH, 4 ml/min t{sub R}=28.7 min). The time of synthesis including HPLC purification was 100 min. The overall yield of [{sup 18}F]3 was 10-15% with a radiochemical purity better than 97% and a specific activity greater than 1000 ci/mmol.

  6. Drug: D04038 [KEGG MEDICUS

    Lifescience Database Archive (English)

    Full Text Available D04038 Drug Perphenazine fendizoate (JAN); PZC (TN) (C20H14O4)2. C21H26ClN3OS 1039.3269 1040.6142 D0403...pics 1172 Phenothiazines D04038 Perphenazine fendizoate (JAN) Anatomical Therapeu...Phenothiazines with piperazine structure N05AB03 Perphenazine D04038 Perphenazine fendizoate (JAN) USP drug ...classification [BR:br08302] Antiemetics Antiemetics, Other Perphenazine D04038 Pe...rphenazine fendizoate (JAN) Antipsychotics 1st Generation/Typical Perphenazine D04038 Perphenazine fendizoat

  7. Fabrication of a Polyamide/Polysulfone Hollow Fiber Composite Membrane

    Institute of Scientific and Technical Information of China (English)

    ZHANG Yu-feng; LIANG Chang-liang; DU Qi-yun; XIAO Chang-fa; YU Hong-liang

    2005-01-01

    With microporous polysulfone hollow fiber as the substrate,a polypiperazine amide nanofiltration composite membrane was prepared by interfacial polymerization in trimesoyl hexane solution as oil phase and piperazine aqueous solution as water phase. The conditions of the preparation, such as concentrations of monomer solutions, reaction time and temperature, annealing treatment, etc., were investigated.The hollow fiber composite herewith obtained showed high performance with water fluxes over 40 L · m-2 · hr-1 and MgSO4 rejection of 93% under a pressure of 0. 40 MPa.

  8. cis-Bis(4-methylpiperazine-1-carbodithioato-κ2S,S′bis(pyridine-κNcadmium

    Directory of Open Access Journals (Sweden)

    P. Valarmathi

    2012-01-01

    Full Text Available In the title complex, [Cd(C6H11N2S22(C5H5N2], the CdII ion is hexacoordinated by two N atoms from two pyridine ligands and by four S atoms from two dithiocarbamate ligands in a distorted octahedral geometry. The CdII ion lies on a twofold axis. The piperazine ring is in chair conformation and its least-squares plane makes a dihedral angle of 81.4 (1° with that of the pyridine ring.

  9. Structural properties and antibacterial potency of new supramolecular organotin(IV) dithiocarboxylates

    NARCIS (Netherlands)

    Shaheen, Farzana; Zia-ur-Rehman, [No Value; Ali, Saqib; Meetsma, Auke

    2012-01-01

    A series of new organotin(IV) derivatives: Me3SnL (1), Bu3SnL (2), Ph3SnL (3), Me2SnCIL (4), Bu2SnClL (5). Ph2SnClL (6), Et2SnClL (7) and Et2SnL2 (8) where L = N-(2,3-dimethylphenyl)piperazine-1-carbodithioate have been synthesized and characterized by various analytical techniques. Among these tech

  10. Supramolecular organotin(IV) dithiocarboxylates as potential antimicrobial agents

    NARCIS (Netherlands)

    Zia-ur-Rehman, [No Value; Muhammady, Niaz; Shah, Afzal; Ali, Saqib; Butler, Ian S.; Meetsma, Auke

    2012-01-01

    A series of tri-, chlorodi-, and diorganotin(IV) derivatives of 4-(2-methoxyphenyl) piperazine-1-carbodithioate (L) {R = n-C4H9 (1), C6H11 (2), CH3 (3) and C6H5 (4)}, (n-C4H9)(2)SnClL (5) and R2SnL2 {R = n-C4H9 (6), C2H5 (7), CH3 (8)} have been synthesized by refluxing organotin(IV) chlorides with t

  11. Novel benzamide-based histamine h3 receptor antagonists: the identification of two candidates for clinical development.

    Science.gov (United States)

    Letavic, Michael A; Aluisio, Leah; Apodaca, Richard; Bajpai, Manoj; Barbier, Ann J; Bonneville, Anne; Bonaventure, Pascal; Carruthers, Nicholas I; Dugovic, Christine; Fraser, Ian C; Kramer, Michelle L; Lord, Brian; Lovenberg, Timothy W; Li, Lilian Y; Ly, Kiev S; Mcallister, Heather; Mani, Neelakandha S; Morton, Kirsten L; Ndifor, Anthony; Nepomuceno, S Diane; Pandit, Chennagiri R; Sands, Steven B; Shah, Chandra R; Shelton, Jonathan E; Snook, Sandra S; Swanson, Devin M; Xiao, Wei

    2015-04-09

    The preclinical characterization of novel phenyl(piperazin-1-yl)methanones that are histamine H3 receptor antagonists is described. The compounds described are high affinity histamine H3 antagonists. Optimization of the physical properties of these histamine H3 antagonists led to the discovery of several promising lead compounds, and extensive preclinical profiling aided in the identification of compounds with optimal duration of action for wake promoting activity. This led to the discovery of two development candidates for Phase I and Phase II clinical trials.

  12. Productivity and parasitic infections of pigs kept under different management systems by smallholder farmers in Mbeya and Mbozi districts, Tanzania

    DEFF Research Database (Denmark)

    Lipendele, Calvin Paul; Lekule, Faustine Paul; Mushi, Daniel Elias

    2015-01-01

    ). The anthelmintic treatment (piperazine citrate) was administered at 1 g per kg body weight. Faecal and blood samples were collected at month three of the experiment to assess the burden of intestinal helminths and sero-prevalence of Taenia solium cysticercosis, respectively. Sows kept under free range system were...... and heart girth size with the feed to gain ratio of 8.5. Free range pigs tended to have lower faecal egg counts for most worm species compared to permanently confined pigs. Sero-prevalence of Taenia solium cysticercosis was 26%, with village prevalence ranging from 8 to 52%. Although pigs kept in M3...

  13. Comparative study on Anthelmintic property of Medicinal Plants

    Directory of Open Access Journals (Sweden)

    Asha Devi. S

    2014-03-01

    Full Text Available For the present study Acacia catechu, Euphorbia heterophylla, Corallocarpus epigaeus and Caesalpinia bonducella plant parts were chosen to evaluate the comparative analysis on anthelmintic activity. Different concentrations (20, 40, 60, 80, 100mg/ml of methanolic extracts of these plant parts were used. The evaluation parameters involved the determination of time of paralysis and time of death of the worms. Piperazine citrate was used as standard drug at 10 mg/ml concentration and saline as control. The results obtained showed that Corallocarpus epigaeus showed the highest anthelmintic activity with death time of 9 minutes at 100 mg/ml concentration.

  14. Anthelmintic activity of latex of Jatropha curcas (ratanjot

    Directory of Open Access Journals (Sweden)

    Mr. Hitesh Kumar Parmar

    2014-03-01

    Full Text Available A multitude of plants have been used for the treatment of helmenthiasis throughout the world. One such plant is Jatropha curcas. It is known as ratanjot or biodiesel plant, which belongs to the family Euphorbiaceae. It possesses many uses like antidiabetic, antmicrobial and antioxidant. The phytochemical prospection of the fresh and dried latex showed the presence of different classes of secondary metabolites that have demonstrated antimicrobial action. The present research work investigated the Anthelmintic activity of latex of leaves of Jatropha curcas. The major finding of the present work illustrates that aqueous latex of Jatropha curcas has shown better Anthelmintic activity than control Jatropha latex and standard drug, piperazine citrate.

  15. Synthesis of New Indole Derivatives Structurally Related to Donepezil and Their Biological Evaluation as Acetylcholinesterase Inhibitors

    Directory of Open Access Journals (Sweden)

    Samar I. Faggal

    2012-04-01

    Full Text Available New series of indole derivatives analogous to donepezil, a well known anti-Alzheimer and acetylcholinesterase inhibitor drug, was synthesized. A full chemical characterization of the new compounds is provided. Biological evaluation of the new compounds as acetylcholinesterase inhibitors was performed. Most of the compounds were found to have potent acetylcholinesterase inhibitor activity compared to donepezil as standard. The compound 1-(2-(4-(2-fluorobenzyl piperazin-1-ylacetylindoline-2,3-dione (IIId was found to be the most potent.

  16. Drug: D01447 [KEGG MEDICUS

    Lifescience Database Archive (English)

    Full Text Available D01447 Drug Thioproperazine mesilate (JAN); Thioproperazine mesylate C22H30N4O2S2. ...r08303] N NERVOUS SYSTEM N05 PSYCHOLEPTICS N05A ANTIPSYCHOTICS N05AB Phenothiazines with piperazine structure N05AB08 Thiopropera...zine D01447 Thioproperazine mesilate (JAN) Target-based classification of drugs [BR:br0...[HSA:1813] [KO:K04145] Thioproperazine [ATC:N05AB08] D01447 Thioproperazine mesilate (JAN) CAS: 2347-80-0 Pu

  17. Drug: D01448 [KEGG MEDICUS

    Lifescience Database Archive (English)

    Full Text Available D01448 Drug Trifluoperazine maleate (JAN); Trifluoperazine (TN) C21H24F3N3S. (C4H4O...stem 117 Psychotropics 1172 Phenothiazines D01448 Trifluoperazine maleate (JAN) Anatomical Therapeutic Chemi...IPSYCHOTICS N05AB Phenothiazines with piperazine structure N05AB06 Trifluoperazine D01448 Trifluoperazine ma...leate (JAN) USP drug classification [BR:br08302] Antipsychotics 1st Generation/Typical Trifluoperazine D01448 Trifluopera... G Protein-coupled receptors Rhodopsin family Dopamine dopamine D2-receptor [HSA:1813] [KO:K04145] Trifluopera

  18. Studies on the cyclization reaction of D-aspartic acid

    Institute of Scientific and Technical Information of China (English)

    Yu Chuan Li; Si Ping Pang; Yong Zhong Yu

    2007-01-01

    The cyclization reaction of D-aspartic acid was studied, the carboxyl groups of D-aspartic acid were protected by benzyl alcohol to give compound D-dibenzyl aspartate. Then (4R)-benzyl azetidine-2-one-4-carboxylate and meso-3,6-disubstituted piperazine2,5-diones were synthesized via intramolecular cyclization and intermolecular cyclization of D-dibenzyl aspartate, respectively, and their structures were confirmed by 1H NMR and MS. Both cyclization reaction conditions were also investigated in detail.

  19. Synthesis and evaluation of ligands for D2-like receptors: the role of common pharmacophoric groups.

    Science.gov (United States)

    Sikazwe, Donald M N; Nkansah, Nancy T; Altundas, Ramazan; Zhu, Xue Y; Roth, Bryan L; Setola, Vincent; Ablordeppey, Seth Y

    2009-02-15

    Arylcycloalkylamines, such as phenyl piperidines and piperazines and their arylalkyl substituents, constitute pharmacophoric groups exemplified in several antipsychotic agents. A review of previous reports indicates that arylalkyl substituents can improve the potency and selectivity of the binding affinity at D(2)-like receptors. In this paper, we explored the contributions of two key pharmacophoric groups, that is, 4'-fluorobutyrophenones and 3-methyl-7-azaindoles, to the potency and selectivity of synthesized agents at D(2)-like receptors. Preliminary observation of binding affinities indicates that there is little predictability of specific effects of the arylalkyl moieties but the composite structure is responsible for selectivity and potency at these receptors.

  20. CO2 CAPTURE BY ABSORPTION WITH POTASSIUM CARBONATE

    Energy Technology Data Exchange (ETDEWEB)

    Gary T. Rochelle; A. Frank Seibert

    2002-10-01

    The objective of this work is to improve the process for CO{sub 2} capture by alkanolamine absorption/stripping by developing an alternative solvent, aqueous K{sub 2}CO{sub 3} promoted by piperazine. Progress has been made in this reporting period on three subtasks. A simple thermodynamic model has been developed to represent the CO{sub 2} vapor pressure and speciation of the new solvent. A rate model has been formulated to predict the CO{sub 2} flux with these solutions under absorber conditions. A process and instrumentation diagram and process flow diagram have been prepared for modifications of the existing pilot plant system.

  1. Phyto chemical Screening, Antibacterial, Antifungal and Anthelmintic Activity of Morinda citrifolia stem

    Directory of Open Access Journals (Sweden)

    Dr. D. Gopala Krishna

    2013-05-01

    Full Text Available In the present study, the Petroleum Ether and Alcoholic extract of Morinda citrifolia L. (Noni stem were subjected to preliminary screening for Antimicrobial and Aanthelmintic activity. The alcoholic extract exhibited significant Anti bacterial, Antifungal activity, comparable to the standard drug Tetracycline. The Petroleum Ether and Alcoholic extract were evaluated for Anthelmintic activity on adult Indian Earthworms, ‘Pheretima posithuma’. The Alcoholic extract produced more significant Anthelmintic activity than Petroleum ether extract and the activities are comparable with the reference drug Piperazine citrate

  2. The highly selective 5-hydroxytryptamine (5-HT)2A receptor antagonist, EMD 281014, significantly increases swimming and decreases immobility in male congenital learned helpless rats in the forced swim test.

    Science.gov (United States)

    Patel, Jignesh G; Bartoszyk, Gerd D; Edwards, Emmeline; Ashby, Charles R

    2004-04-01

    We examined the effect of the highly selective 5-hydroxytryptamine (5-HT)(2A) receptor antagonist 7-[4-[2-(4-fluoro-phenyl)-ethyl]-piperazine-1-carbonyl]-1H-indole-3-carbonitrile HCl (EMD 281014) in congenital learned helpless male rats in the forced swim test. The administration of EMD-281014 (0.3-30 mg/kg i.p.) to congenital learned helpless rats dose-dependently and significantly (at 10 and 30 mg/kg) decreased immobility and increased swimming compared to vehicle-treated animals. Thus, EMD 281014 produces effects in the forced swim test resembling those of antidepressants.

  3. CO2 CAPTURE BY ABSORPTION WITH POTASSIUM CARBONATE

    Energy Technology Data Exchange (ETDEWEB)

    Gary T. Rochelle; Eric Chen; J. Tim Cullinane; Marcus Hilliard; Terraun Jones

    2003-04-01

    The objective of this work is to improve the process for CO{sub 2} capture by alkanolamine absorption/stripping by developing an alternative solvent, aqueous K{sub 2}CO{sub 3} promoted by piperazine. A rigorous thermodynamic model has been developed with a stand-alone FORTRAN code to represent the CO{sub 2} vapor pressure and speciation of the new solvent. Parameters have been developed for use of the electrolyte NRTL model in AspenPlus. Analytical methods have been developed using gas chromatography and ion chromatography. The heat exchangers for the pilot plant have been ordered.

  4. Carbohydrate-based switch-on molecular sensor for Cu(II) in buffer: absorption and fluorescence study of the selective recognition of Cu(II) ions by galactosyl derivatives in HEPES buffer.

    Science.gov (United States)

    Singhal, Nitin Kumar; Ramanujam, Balaji; Mariappanadar, Vairamani; Rao, Chebrolu Pulla

    2006-08-03

    [graph: see text] 1-(Beta-D-galactopyranosyl-1'-deoxy-1'-iminomethyl)-2-hydroxynaphthalene (L1), possessing an ONO binding core, was found to be selective for Cu2+ ions in N-[2-hydroxyethyl]piperazine-N'-[2-ethanesulfonic acid] buffer, at concentrations < or = 580 ppb, at physiological pH by eliciting switch-on behavior, whereas the other ions, viz., Mg2+, Ca2+, Mn2+, Fe2+, Co2+, Ni2+, Zn2+, and Cd2+, caused no significant change in the fluorescence. Whereas the binding characteristics were ascertained by absorption spectroscopy, the species formed were shown by Q-TOF ES MS.

  5. Drug: D07662 [KEGG MEDICUS

    Lifescience Database Archive (English)

    Full Text Available D07662 Drug Cetirizine (INN); Cetiderm (TN) C21H25ClN2O3 388.1554 388.8878 D07662.g...FOR SYSTEMIC USE R06A ANTIHISTAMINES FOR SYSTEMIC USE R06AE Piperazine derivatives R06AE07 Cetirizine D07662 Cetirizine...y Agents Antihistamines Cetirizine D07662 Cetirizine (INN) Target-based classification of drugs [BR:br08310]... G Protein-coupled receptors Rhodopsin family Histamine H1-receptor [HSA:3269] [KO:K04149] Cetirizine [ATC:R06AE07] D07662 Cetirizine... (INN) USP drug classification [BR:br08302] Respiratory Tract/Pulmonar

  6. Drug: D00664 [KEGG MEDICUS

    Lifescience Database Archive (English)

    Full Text Available D00664 Drug Cetirizine hydrochloride (JP16/USAN); Zyrtec (TN) C21H25ClN2O3. 2HCl 46...Japan [BR:br08301] 4 Agents affecting cellular function 44 Allergic agents 449 Miscellaneous 4490 Miscellaneous D00664 Cetirizine...S FOR SYSTEMIC USE R06AE Piperazine derivatives R06AE07 Cetirizine D00664 Cetirizine hydrochloride (JP16/USA...N) USP drug classification [BR:br08302] Respiratory Tract/Pulmonary Agents Antihistamines Cetirizine... D00664 Cetirizine hydrochloride (JP16/USAN) Target-based classification of drugs [BR:br0

  7. Synthesis, Crystal Structure, and Hirshfeld Surface Analysis of Ciprofloxacin-Salicylic Acid Molecular Salt

    OpenAIRE

    Ravikumar Nagalapalli; Shankar Yaga Bheem

    2014-01-01

    In the present study, ciprofloxacin-salicylic acid molecular salt has been synthesized and preliminarily characterized by FT-IR spectroscopy. The single crystal X-ray diffraction (SCXRD) reveals the proton transfer from carboxylic acid group of salicylic acid to piperazine moiety in ciprofloxacin confirming the formation of new molecular salt. The molecular packing of the molecular salt is mainly supported by N+–H⋯O−, O–H⋯O, C–H⋯F, C–H⋯π, and π-π interactions. The 3D Hirshfeld surfaces and th...

  8. Synthesis, Crystal Structure, and Hirshfeld Surface Analysis of Ciprofloxacin-Salicylic Acid Molecular Salt

    Directory of Open Access Journals (Sweden)

    Ravikumar Nagalapalli

    2014-01-01

    Full Text Available In the present study, ciprofloxacin-salicylic acid molecular salt has been synthesized and preliminarily characterized by FT-IR spectroscopy. The single crystal X-ray diffraction (SCXRD reveals the proton transfer from carboxylic acid group of salicylic acid to piperazine moiety in ciprofloxacin confirming the formation of new molecular salt. The molecular packing of the molecular salt is mainly supported by N+–H⋯O−, O–H⋯O, C–H⋯F, C–H⋯π, and π-π interactions. The 3D Hirshfeld surfaces and the associated 2D fingerprint plots were investigated for intermolecular hydrogen bonding interactions.

  9. Drug: D02609 [KEGG MEDICUS

    Lifescience Database Archive (English)

    Full Text Available D02609 Drug Prochlorperazine edisylate (USP); Compazine syrup (TN) C20H24ClN3S. C2H...6O6S2 563.0985 564.1381 D02609.gif Anti-emetic; Antipsychotic ATC code: N05AB04 Phenothiazine derivatives do...HOTICS N05AB Phenothiazines with piperazine structure N05AB04 Prochlorperazine D02609 Prochlorperazine edisy...late (USP) USP drug classification [BR:br08302] Antiemetics Antiemetics, Other Prochlorperazine D0260...9 Prochlorperazine edisylate (USP) Antipsychotics 1st Generation/Typical Prochlorperazine D0260

  10. Divalent cation and ionic strength effects on Vinca alkaloid-induced tubulin self-association.

    OpenAIRE

    Lobert, S; Boyd, C A; Correia, J J

    1997-01-01

    We present here a systematic study of ionic strength and divalent cation effects on Vinca alkaloid-induced tubulin spiral formation. We used sedimentation velocity experiments and quantitative fitting of weight-average sedimentation coefficients versus free drug concentrations to obtain thermodynamic parameters under various solution conditions. The addition of 50-150 mM NaCl to our standard buffer (10 mM piperazine-N,N'-bis(2-ethanesulfonic acid), 1 mM Mg, 50 microM GDP or GTP, pH 6.9) enhan...

  11. Rigid analogs of DMPP as probes for the nicotinic receptors.

    Science.gov (United States)

    Guandalini, Luca; Martini, Elisabetta; Martelli, Cecilia; Romanelli, M Novella; Varani, Katia

    2005-02-01

    Chemical manipulation of the nicotinic agonist DMPP, endowed with modest activity on the central receptors, definitely improved its affinity and pharmacokinetic properties. Although their pharmacophore is somehow different from that of classical nicotinic ligands, some DMPP derivatives show low nanomolar affinity for the central nicotinic receptors. Introduction of rigidity in the structure of DMPP and in that of its analogue 1-(3-pyridyl)piperazine, resulted in molecules with lower or null affinity for the central nicotinic receptors. This suggests that the frozen structures chosen either do not represent the bioactive conformation, or their volume is not compatible with the space available within the interaction site.

  12. A new diketopiperazine derivative from a deep sea-derived Streptomyces sp. SCSIO 04496.

    Science.gov (United States)

    Luo, Minghe; Tang, Guiling; Ju, Jianhua; Lu, Laichun; Huang, Hongbo

    2016-01-01

    A new diketopiperazine (DKP) derivative, (6R,3Z)-3-benzylidene-6-isobutyl-1-methyl piperazine-2,5-dione (1), as well as five known DKPs 2-6 was isolated from a deep sea-derived Streptomyces sp. SCSIO 04496. The structure of 1 was elucidated using a combination of 1D and 2D NMR, HR-ESI-MS and chiral-phase HPLC techniques. Compounds 1-6 did not show cytotoxic activity at a concentration of 100 μM in bioactivity assay.

  13. (3R,8aS-3-Ethylperhydropyrrolo[1,2-a]pyrazine-1,4-dione

    Directory of Open Access Journals (Sweden)

    Adailton J. Bortoluzzi

    2010-02-01

    Full Text Available In the title compound, C9H14N2O2, the pyrrolidine and piperazine rings adopt envelope and boat conformations, respectively. The chiral centers were assigned on the basis of the known stereogenic center of an enantiomerically pure starting material and the trans relationship between the H atoms attached to these centers. The crystal packing is stabilized by an intermolecular hydrogen bond between the N—H group and a carbonyl O atom of the diketopiperazine group, forming zigzag C(5 chains along [010].

  14. Tritiation of mianserin

    Energy Technology Data Exchange (ETDEWEB)

    Favier, J.S.; Wallaart, J.; Kaspersen, F.M. (Organon International B.V., Oss (Netherlands). Drug Metabolism R and D Labs.)

    1982-10-01

    Labelling of mianserin in the N-methyl group or the piperazine ring results in changes in the physical properties of the molecule. Using deuterium it is shown that mianserin can be labelled at metabolically stable positions without introducing isotope effects by exchange under alkaline conditions (at C/sub 10/) or by reductive dechlorination (at C/sub 12/ or C/sub 13/). (13-/sup 3/H)-mianserin with a specific activity of 16 Ci.mmol/sup -1/ was synthesized by reductive dehalogenation of 13-chloromianserin using /sup 3/H/sub 2/. The position of the label was confirmed by /sup 3/H-NMR spectroscopy.

  15. Diamidines versus Monoamidines as Anti-Pneumocystis Agents: An in Vivo Study

    Directory of Open Access Journals (Sweden)

    El-Moukhtar Aliouat

    2013-07-01

    Full Text Available Some compounds articulated around a piperazine or an ethylenediamine linker have been evaluated in vitro to determine their activity in the presence of a 3T6 fibroblast cell line and an axenic culture of Pneumocystis carinii, respectively. The most efficient antifungal derivatives, namely N,N′-bis(benzamidine-4-ylethane-1,2-diamine (compound 6, a diamidine and N-(benzamidine-4-yl-N′-phenylethane-1,2-diamine (compound 7, a monoamidine, exhibited no cytotoxicity and were evaluated in vivo in a rat model. Only the diamidine 6 emerged as a promising hit for further studies.

  16. Stereoselective Synthesis of Saturated Heterocycles via Pd-Catalyzed Alkene Carboetherification and Carboamination Reactions.

    Science.gov (United States)

    Wolfe, John P

    2006-11-13

    The development of Pd-catalyzed carboetherification and carboamination reactions between aryl/alkenyl halides and alkenes bearing pendant heteroatoms is described. These transformations effect the stereoselective construction of useful heterocycles such as tetrahydrofurans, pyrrolidines, imidazolidin-2-ones, isoxazolidines, and piperazines. The scope, limitations, and applications of these reactions are presented, and current stereochemical models are described. The mechanism of product formation, which involves an unusual intramolecular syn-insertion of an alkene into a Pd-Heteroatom bond is also discussed in detail.

  17. Synthesis and antibacterial evaluation of novel 8-fluoro Norfloxacin derivatives as potential probes for methicillin and vancomycin-resistant Staphylococcus aureus.

    Science.gov (United States)

    Sunduru, Naresh; Gupta, Leena; Chauhan, Kuldeep; Mishra, Nripendra N; Shukla, Praveen K; Chauhan, Prem M S

    2011-04-01

    A series of novel 8-fluoro Norfloxacin derivatives and the hybrids of its piperazinyl derivatives incorporated with 1,3,5-triazine and pyrimidine were synthesized. All the above compounds were evaluated for their antibacterial activity against Klebsiella pneumoniae, methicillin-resistant Staphylococcus aureus and methicillin & vancomycin-resistant S. aureus. Among all, compounds having Morpholine, N-methyl/phenyl/benzyl/pyrimidinyl piperazines and n-butylamine substitution at C-7 position, have shown increased potency in comparison to norfloxacin and ciprofloxacin. Copyright © 2011. Published by Elsevier Masson SAS.

  18. 3,5-二氧基苯甲酰哌嗪和均苯三甲酰氯界面聚合法制备复合纳滤膜%Preparation of Thin Film Composite Nanofiltration Membrane by Interfacial Polymerization with 3,5-Diaminobenzoylpiperazine and Trimesoyl Chloride

    Institute of Scientific and Technical Information of China (English)

    王丽红; 李德玲; 程丽华; 张林; 陈欢林

    2011-01-01

    A new aromatic diamine, 3,5-diaminobenzoylpiperazine (3,5-DABP), was synthesized from 3,5-diaminobenzoic acid and l-formyl piperazine. The structure of 3,5-DABP was identified by FT-IR spectra and 1H NMR spectra.With 3,5-DABP as aqueous monomer and trimesoyl chloride (TMC) as organic monomer, thin film composite (TFC) nanofiltration membranes were prepared by interfacial polymerization technology. The salt rejection order of these TFC membranes is Na2SO4>MgSO4>MgCl2>NaCl. This sequence indicates that the membranes are negatively charged.

  19. CO2 Capture by Absorption with Potassium Carbonate

    Energy Technology Data Exchange (ETDEWEB)

    Gary T. Rochelle; Eric Chen; Babatunde Oyenekan; Andrew Sexton; Amorvadee Veawab

    2006-04-28

    The objective of this work is to improve the process for CO{sub 2} capture by alkanolamine absorption/stripping by developing an alternative solvent, aqueous K{sub 2}CO{sub 3} promoted by piperazine. The final campaign of the pilot plant was completed in February 2006 with 5m K{sup +}/2.5m PZ and 6.4m K{sup +}/1.6m PZ using Flexipac AQ Style 20. The new cross-exchanger reduced the approach temperature to less than 9 C. Stripper modeling has demonstrated that a configuration with a ''Flashing Feed'' requires 6% less work that a simple stripper. The oxidative degradation of piperazine proceeds more slowly than that of monoethanolamine and produces ethylenediamine and other products. Uninhibited 5 m KHCO{sub 3}/2.5 m PZ corrodes 5 to 6 times faster that 30% MEA with 0.2 mol CO{sub 2}/mol MEA.

  20. Revisiting the Metabolism and Bioactivation of Ketoconazole in Human and Mouse Using Liquid Chromatography–Mass Spectrometry-Based Metabolomics

    Directory of Open Access Journals (Sweden)

    Ju-Hyun Kim

    2017-03-01

    Full Text Available Although ketoconazole (KCZ has been used worldwide for 30 years, its metabolic characteristics are poorly described. Moreover, the hepatotoxicity of KCZ limits its therapeutic use. In this study, we used liquid chromatography–mass spectrometry-based metabolomics to evaluate the metabolic profile of KCZ in mouse and human and identify the mechanisms underlying its hepatotoxicity. A total of 28 metabolites of KCZ, 11 of which were novel, were identified in this study. Newly identified metabolites were classified into three categories according to the metabolic positions of a piperazine ring, imidazole ring, and N-acetyl moiety. The metabolic characteristics of KCZ in human were comparable to those in mouse. Moreover, three cyanide adducts of KCZ were identified in mouse and human liver microsomal incubates as “flags” to trigger additional toxicity study. The oxidation of piperazine into iminium ion is suggested as a biotransformation responsible for bioactivation. In summary, the metabolic characteristics of KCZ, including reactive metabolites, were comprehensively understood using a metabolomics approach.

  1. Magnetic anisotropy of a Co-II single ion magnet with distorted trigonal prismatic coordination

    DEFF Research Database (Denmark)

    Peng, Yan; Bodenstein, Tilmann; Fink, Karin

    2016-01-01

    The single ion magnetic properties of Co(II) are affected by the details of the coordination geometry of the ion. Here we show that a geometry close to trigonal prismatic which arises when the ligand 6,6'-((1Z)-((piperazine-1,4-diylbis(propane-3,1-diyl)) bis(azanylylidene)) bis(methanylylidene)) ......The single ion magnetic properties of Co(II) are affected by the details of the coordination geometry of the ion. Here we show that a geometry close to trigonal prismatic which arises when the ligand 6,6'-((1Z)-((piperazine-1,4-diylbis(propane-3,1-diyl)) bis(azanylylidene)) bis......(methanylylidene)) bis(2-methoxyphenol) coordinates to Co(II) does indeed lead to enhanced single-ion behaviour as has previously been predicted. Synthesis of the compound, structural information, and static as well as dynamic magnetic data are presented along with an analysis using quantum chemical ab initio...

  2. Chemopreventive effects of dithiocarbamates on aflatoxin B1 metabolism and formation of AFB1 adducts with glutathione.

    Science.gov (United States)

    Gopalaswamy, U V; Frei, E; Frank, N; Kliem, H C; Wiessler, M; Bertram, B; Bhattacharya, R K

    1998-01-01

    Several agents with anticarcinogenic potential such as diethyldithiocarbamate (DDTC), lactose-DDTC, proline-dithiocarbamate (PDTC), its dimer proline-thiuramdisulfide (PTDS) and 4-carboxy-piperazine-TDS (4-pip-TDS) were investigated for their influence on the metabolism and the detoxication of aflatoxin B1 (AFB1) in vitro and in vivo. Aflatoxins are a group of mycotoxins produced by aspergillus species and are among the most important risk factors for hepatocellular carcinoma in certain areas of the world. AFB1 metabolism measured by the formation of tris-diol adducts showed that the thiuramdisulfides 4-carboxy-piperazine-TDS and PTDS were better inhibitors in vitro than the corresponding dithiocarbamates. Ex vivo studies in rats showed that dithiocarbamates (DTCs) including sugar linked lactose-DDTC decreased the formation of tris-diol adducts. Among the dithiocarbamates administered, DDTC showed a 40% inhibition whereas the other compounds showed only marginal effects. In vivo experiments on the formation of glutathione-adducts derived from AFB1-endo- and exo-epoxides showed that lactose-DDTC enhanced the formation of AFB1-GSH adducts, whereas PDTC, 4-pip-TDS, PTDS and DDTC displayed inhibitory effects. We conclude that DTCs may be promising agents in the chemoprevention of liver carcinogenesis caused by AFB1.

  3. Cell Cycle Regulating Kinase Cdk4 as a Potential Target for Tumor Cell Treatment and Tumor Imaging

    Directory of Open Access Journals (Sweden)

    Franziska Graf

    2009-01-01

    Full Text Available The cyclin-dependent kinase (Cdk-cyclin D/retinoblastoma (pRb/E2F cascade, which controls the G1/S transition of cell cycle, has been found to be altered in many neoplasias. Inhibition of this pathway by using, for example, selective Cdk4 inhibitors has been suggested to be a promising approach for cancer therapy. We hypothesized that appropriately radiolabeled Cdk4 inhibitors are suitable probes for tumor imaging and may be helpful studying cell proliferation processes in vivo by positron emission tomography. Herein, we report the synthesis and biological, biochemical, and radiopharmacological characterizations of two I124-labeled small molecule Cdk4 inhibitors (8-cyclopentyl-6-iodo-5-methyl-2-(4-piperazin-1-yl-phenylamino-8H-pyrido[2,3-d]-pyrimidin-7-one (CKIA and 8-cyclopentyl-6-iodo-5-methyl-2-(5-(piperazin-1-yl-pyridin-2-yl-amino-8H-pyrido[2,3-d]pyrimidin-7-one (CKIB. Our data demonstrate a defined and specific inhibition of tumor cell proliferation through CKIA and CKIB by inhibition of the Cdk4/pRb/E2F pathway emphasizing potential therapeutic benefit of CKIA and CKIB. Furthermore, radiopharmacological properties of [I124]CKIA and [I124]CKIB observed in human tumor cells are promising prerequisites for in vivo biodistribution and imaging studies.

  4. Nanofiltration Membrane with a Mussel-Inspired Interlayer for Improved Permeation Performance.

    Science.gov (United States)

    Yang, Xi; Du, Yong; Zhang, Xi; He, Ai; Xu, Zhi-Kang

    2017-03-07

    A mussel-inspired interlayer of polydopamine (PDA)/polyethylenimine (PEI) is codeposited on the ultrafiltration substrate to tune the interfacial polymerization of piperazine and trimesoyl chloride for the preparation of thin-film composite (TFC) nanofiltration membranes (NFMs). This hydrophilic interlayer results in an efficient adsorption of piperazine solution in the substrate pores. The solution height increases with the PDA/PEI codeposition time from 45 to 135 min due to the capillary effect of the substrate pores. The prepared TFC NFMs are characterized with thin and smooth polyamide selective layers by ATR/IR, XPS, FESEM, AFM, zeta potential, and water contact angle measurements. Their water permeation flux measured in a cross-flow process increases to two times as compared with those TFC NFMs without the mussel-inspired interlayer. These TFC NFMs also show a high rejection of 97% to Na2SO4 and an salt rejection order of Na2SO4 ≈ MgSO4 > MgCl2 > NaCl.

  5. Aryl biphenyl-3-ylmethylpiperazines as 5-HT7 receptor antagonists.

    Science.gov (United States)

    Kim, Jeeyeon; Kim, Youngjae; Tae, Jinsung; Yeom, Miyoung; Moon, Bongjin; Huang, Xi-Ping; Roth, Bryan L; Lee, Kangho; Rhim, Hyewhon; Choo, Il Han; Chong, Youhoon; Keum, Gyochang; Nam, Ghilsoo; Choo, Hyunah

    2013-11-01

    The 5-HT7 receptor (5-HT7 R) is a promising therapeutic target for the treatment of depression and neuropathic pain. The 5-HT7 R antagonist SB-269970 exhibited antidepressant-like activity, whereas systemic administration of the 5-HT7 R agonist AS-19 significantly inhibited mechanical hypersensitivity and thermal hyperalgesia. In our efforts to discover selective 5-HT7 R antagonists or agonists, aryl biphenyl-3-ylmethylpiperazines were designed, synthesized, and biologically evaluated against the 5-HT7 R. Among the synthesized compounds, 1-([2'-methoxy-(1,1'-biphenyl)-3-yl]methyl)-4-(2-methoxyphenyl)piperazine (28) was the best binder to the 5-HT7 R (pKi =7.83), and its antagonistic property was confirmed by functional assays. The selectivity profile of compound 28 was also recorded for the 5-HT7 R over other serotonin receptor subtypes, such as 5-HT1 R, 5-HT2 R, 5-HT3 R, and 5-HT6 R. In a molecular modeling study, the 2-methoxyphenyl moiety attached to the piperazine ring of compound 28 was proposed to be essential for the antagonistic function.

  6. Towards metabolically stable 5-HT7 receptor ligands: a study on 1-arylpiperazine derivatives and related isosters.

    Science.gov (United States)

    Lacivita, Enza; De Giorgio, Paola; Patarnello, Daniela; Niso, Mauro; Colabufo, Nicola A; Berardi, Francesco; Perrone, Roberto; Satala, Grzegorz; Duszynska, Beata; Bojarski, Andrzej J; Leopoldo, Marcello

    2013-10-01

    Serotonin 7 (5-hydroxytryptamine7 or 5-HT7) is the most recently identified serotonin receptor. It is involved in mood disorders and is studied as a target for antidepressants. Here, we report on the structural manipulation of the 5-HT7 receptor ligand 4-[2-(3-methoxyphenyl)ethyl]-1-(2-methoxyphenyl)piperazine (1a) aimed at obtaining 5-HT7 receptor ligands endowed with good in vitro metabolic stability. A set of N-[3-methoxyphenyl)ethyl-substituted] 1-arylpiperazine, 4-arylpiperidine and 1-aryl-4-aminopiperidine was synthesized and tested in radioligand binding assays at human cloned 5-HT7 and 5-HT1A receptors. In vitro metabolic stability of the target compounds was assessed after incubation with rat hepatic S9 microsomal fraction. Among the new compounds, 1-(2-biphenyl)-4-[2-(3-methoxyphenyl)ethyl]piperazine (1d) and 4-(2-biphenyl)-1-[2-(3-methoxyphenyl)ethyl]piperidine (2d) showed a good compromise between affinity at 5-HT7 receptor (K i = 7.5 nM and 13 nM, respectively) and in vitro metabolic stability (26 and 65 % recovery of parent compound, respectively) but were poorly selective over 5-HT1A receptor.

  7. Cr(III), Fe(III) and Co(III) complexes of tetradentate (ONNO) Schiff base ligands: Synthesis, characterization, properties and biological activity

    Science.gov (United States)

    Keskioğlu, Eren; Gündüzalp, Ayla Balaban; Çete, Servet; Hamurcu, Fatma; Erk, Birgül

    2008-08-01

    A series of metal complexes were synthesized from equimolar amounts of Schiff bases: 1,4-bis[3-(2-hydroxy-1-naphthaldimine)propyl]piperazine (bappnaf) and 1,8-bis[3-(2-hydroxy-1-naphthaldimine)- p-menthane (damnaf) with metal chlorides. All of synthesized compounds were characterized by elemental analyses, spectral (UV-vis, IR, 1H- 13C NMR, LC-MS) and thermal (TGA-DTA) methods, magnetic and conductance measurements. Schiff base complexes supposed in tetragonal geometry have the general formula [M(bappnaf or damnaf)]Cl· nH 2O, where M = Cr(III), Co(III) and n = 2, 3. But also Fe(III) complexes have octahedral geometry by the coordination of two water molecules and the formula is [Fe(bappnaf or damnaf)(H 2O) 2]Cl. The changes in the selected vibration bands in FT-IR indicate that Schiff bases behave as (ONNO) tetradentate ligands and coordinate to metal ions from two phenolic oxygen atoms and two azomethine nitrogen atoms. Conductance measurements suggest 1:1 electrolytic nature of the metal complexes. The synthesized compounds except bappnaf ligand have the antimicrobial activity against the bacteria: Escherichia coli (ATCC 11230), Yersinia enterocolitica (ATCC 1501), Bacillus magaterium (RSKK 5117), Bacillus subtilis (RSKK 244), Bacillus cereus (RSKK 863) and the fungi: Candida albicans (ATCC 10239). These results have been considerably interest in piperazine derivatives due to their significant applications in antimicrobial studies.

  8. The stability of four designer drugs: MDPV, mephedrone, BZP and TFMPP in three biological matrices under various storage conditions.

    Science.gov (United States)

    Johnson, Robert D; Botch-Jones, Sabra R

    2013-03-01

    The analysis of designer drugs, including those in the synthetic cathinone and piperazine classes, may be complicated by the poor stability of these compounds in biological specimens. The stability of four of these compounds was investigated: 3,4-methylenedioxypyrovalerone, 4-methyl-N-methylcathinone (mephedrone), N-benzylpiperazine and 1-[3-(trifluoromethyl)phenyl]piperazine. Compound stability was monitored in three different biological matrices when each matrix was stored under three different conditions. These matrices and conditions included human whole blood, human serum and human urine, each stored at -20, 4 and 22°C for a period of 14 days in the dark in a sealed glass container. Analysis by liquid chromatography-tandem mass spectrometry was performed on Day 1 to establish the initial concentration for each drug in each specimen type, and then the samples were divided into three parts for storage under the various conditions. Analysis was performed in triplicate on Days 2, 4, 7 and 14 for each specimen type under each storage condition and the results were compared to those obtained on Day 1. Following analysis of the data, it became clear that mephedrone was not stable, and that care must be taken following specimen receipt to ensure minimal degradation.

  9. Cr(III), Fe(III) and Co(III) complexes of tetradentate (ONNO) Schiff base ligands: synthesis, characterization, properties and biological activity.

    Science.gov (United States)

    Keskioğlu, Eren; Gündüzalp, Ayla Balaban; Cete, Servet; Hamurcu, Fatma; Erk, Birgül

    2008-08-01

    A series of metal complexes were synthesized from equimolar amounts of Schiff bases: 1,4-bis[3-(2-hydroxy-1-naphthaldimine)propyl]piperazine (bappnaf) and 1,8-bis[3-(2-hydroxy-1-naphthaldimine)-p-menthane (damnaf) with metal chlorides. All of synthesized compounds were characterized by elemental analyses, spectral (UV-vis, IR, (1)H-(13)C NMR, LC-MS) and thermal (TGA-DTA) methods, magnetic and conductance measurements. Schiff base complexes supposed in tetragonal geometry have the general formula [M(bappnaf or damnaf)]Cl.nH(2)O, where M=Cr(III), Co(III) and n=2, 3. But also Fe(III) complexes have octahedral geometry by the coordination of two water molecules and the formula is [Fe(bappnaf or damnaf)(H(2)O)(2)]Cl. The changes in the selected vibration bands in FT-IR indicate that Schiff bases behave as (ONNO) tetradentate ligands and coordinate to metal ions from two phenolic oxygen atoms and two azomethine nitrogen atoms. Conductance measurements suggest 1:1 electrolytic nature of the metal complexes. The synthesized compounds except bappnaf ligand have the antimicrobial activity against the bacteria: Escherichia coli (ATCC 11230), Yersinia enterocolitica (ATCC 1501), Bacillus magaterium (RSKK 5117), Bacillus subtilis (RSKK 244), Bacillus cereus (RSKK 863) and the fungi: Candida albicans (ATCC 10239). These results have been considerably interest in piperazine derivatives due to their significant applications in antimicrobial studies.

  10. N-Substituted piperazinyl quinolones as potential cytotoxic agents: structure-activity relationships study.

    Science.gov (United States)

    Foroumadi, Alireza; Emami, Saeed; Rajabalian, Saeed; Badinloo, Marziyeh; Mohammadhosseini, Negar; Shafiee, Abbas

    2009-03-01

    As part of a continuing search for new potential anticancer candidates in the piperazinyl quinolone series, the cytotoxicity evaluation of new N-substituted piperazinyl quinolones was of our interest. The growth inhibitory activities of 12 new compounds, namely N-[2-(5-chlorothiophen-2-yl)-2-oxoethyl] and N-[2-(5-chlorothiophen-2-yl)-2-oxyiminoethyl] piperazinyl quinolones 1-12 were determined against six cancer cell lines using MTT colorimetric assay. Preliminary screening showed that most of the new N-[2-(5-chlorothiophen-2-yl)ethyl]piperazinyl quinolones 4-12 containing (un)substituted oxime moiety showed significant cytotoxic activity and the modification of functionality on ethyl spacer produced a relatively minor change of activity. Thus, in the piperazinyl quinolone series, cytotoxic activity can be positively modulated through the introduction of 2-(5-chlorothiophen-2-yl)ethyl residue on the piperazine ring. The results revealed that the introduction of 2-(5-chlorothiophen-2-yl)ethyl moiety on the piperazine ring of quinolone antibacterials (ciprofloxacin, norfloxacin and enoxacin) changes the biological profile of piperazinyl quinolones from antibacterials to cytotoxic agents.

  11. Synthesis, kinetic mechanism and docking studies of vanillin derivatives as inhibitors of mushroom tyrosinase.

    Science.gov (United States)

    Ashraf, Zaman; Rafiq, Muhammad; Seo, Sung-Yum; Babar, Mustafeez Mujtaba; Zaidi, Najam-us-Sahar Sadaf

    2015-09-01

    The purpose of the present study was to discover the extent of contribution to antityrosinase activity by adding hydroxy substituted benzoic acid, cinnamic acid and piperazine residues to vanillin. The study showed the transformation of vanillin into esters as shown in (4a-4d), (6a-6b), and (8a-8b). In addition, the relationship between structures of these esters and their mushroom tyrosinase inhibitory activity was explored. The kinetics of inhibition on mushroom tyrosinase by these esters was also investigated. It was found that hydroxyl substituted benzoic acid derivatives were weak inhibitors; however hydroxy or chloro substituted cinnamic acid and piperazine substituted derivatives were able to induce significant tyrosinase inhibition. The mushroom tyrosinase (PDBID 2ZWE) was docked with synthesized vanillin derivatives and their calculated binding energies were compared with experimental IC50 values which provided positive correlation. The most potent derivative 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate (6a) possesses hydroxy substituted cinnamic acid scaffold having IC50 value 16.13 μM with binding energy of -7.2 kcal/mol. The tyrosinase inhibitory activity of (6a) is comparable with standard kojic acid. Kinetic analysis indicated that compound 6a was mixed-type tyrosinase inhibitor with inhibition constant values Ki (13 μM) and Ki' (53 μM) and formed reversible enzyme inhibitor complex. The active vanillin analog (6a) was devoid of toxic effects as shown in cytotoxic studies.

  12. Flupentixol tartrate.

    Science.gov (United States)

    Yamuna, Thammarse S; Kaur, Manpreet; Anderson, Brian J; Jasinski, Jerry P; Yathirajan, H S

    2014-02-01

    In the title salt, C23H26F3N2OS(+)·C4H5O6 (-) [systematic name: 1-(2-hy-droxy-eth-yl)-4-[3-(2-(tri-fluoro-meth-yl)thioxanthen-9-yl-idene)prop-yl]piperazin-1-ium 3-carb-oxy-2,3-di-hydroxy-pro-pion-ate], the monoprotonated piperazine ring in the cation adopts a chair conformation, while the thio-pyran ring of the thioxanthene group has a boat conformation. The dihedral angle between the mean planes of the two outer aromatic rings of the thioxanthene groups is 31.6 (2)°. In the crystal, the cations and anions are linked via O-H⋯O, N-H⋯O, O-H⋯N and C-H⋯O hydrogen bonds, forming chains propagating along [100]. In addition, R (2) 2(7), R (2) 2(11), R (2) 2(10) and R (2) 2(12) graph-set ring motifs involving the anions, and R (2) 2(9) graph-set ring motifs involving both the cations and anions are observed. The three F atoms of the tri-fluoro-methyl group are disordered over two sets of sites and the individual atoms were refined with occupancy ratios of 0.54 (6):0.46 (6), 0.72 (2):0.28 (2) and 0.67 (3):0.33 (3).

  13. Identification of biotransformation products of macrolide and fluoroquinolone antimicrobials in membrane bioreactor treatment by ultrahigh-performance liquid chromatography/quadrupole time-of-flight mass spectrometry.

    Science.gov (United States)

    Terzic, Senka; Senta, Ivan; Matosic, Marin; Ahel, Marijan

    2011-07-01

    Ultrahigh-performance liquid chromatography coupled to quadrupole time-of-flight mass spectrometry was applied for the identification of transformation products (TPs) of fluoroquinolone (norfloxacin and ciprofloxacin) and macrolide (azithromycin, erythromycin, and roxitromycin) antimicrobials in wastewater effluents from a Zenon hollow-fiber membrane bioreactor (MBR). The detected TPs were thoroughly characterized using the accurate mass feature for the determination of the tentative molecular formulae and MS-MS experiments for the structural elucidation of unknowns. Several novel TPs, which have not been previously reported in the literature, were identified. The TPs of azithromycin and roxithromycin, identified in MBR effluent, were conjugate compounds, which were formed by phosphorylation of desosamine moiety. Transformation of fluoroquinolones yielded two types of products: conjugates, formed by succinylation of the piperazine ring, and smaller metabolites, formed by an oxidative break-up of piperazine moiety to form the 7-[(2-carboxymethyl)amino] group. A semi-quantitative assessment of these TPs suggested that they might have contributed significantly to the overall balance of antimicrobial residues in MBR effluents and thus to the overall removal efficiency. Determination of TPs during a period of 2 months indicated a conspicuous dynamics, which warrants further research to identify microorganisms involved and treatment conditions leading to their formation.

  14. Synthesis and Microbial Studies of New Pyridine Derivatives-Ⅲ

    Institute of Scientific and Technical Information of China (English)

    PATEL,N.B.; AGRAVAT,S. N.

    2007-01-01

    2-Amino substituted benzothiazole 4a-41 and p-acetamidobenzenesulfonyl chloride 2 were used to prepare 2-(p-aminophenylsulfonamido) substituted benzothiazole 6a-61 using mixture of pyridine and acetic anhydride which formed an electrophilic complex (N-acetyl pyridinium) to facilitate condensation to give desired product by removal of HCl. 2-{p-[(3-Carboxypyrid-2-yl)amino]phenylsulfonamido}benzothiazoles 8a-81 were synthesized from 2-chloropyridine-3-carboxylic acid 7 and 6a-61 in 2-ethoxy ethanol using Cu-powder and K2CO3. Acid chlorides 9a-91 were condensed with 2-hydroxyethyl piperazine 10 and 2,3-dichloropiperazine 11 for amide derivatives 2-(p-((3-(4-(2-hydroxyethyl)piperazin-1-ylcarbonyl)pyrid-2-yl)amino)phenylsulfonamido)benzothiazoles 12a -121 and 2-{p-[3-(2,3-dichloropiperazin-1-ylcarbonyl)pyrid-2-ylamino]phenylsulfonamido}benzothiazoles 13a-131 respectively. The structures of the new compounds have been established on the basis of their chemical analysis and spectral data (IR, 1H NMR and mass). All the compounds have been screened for their antibacterial and antifungal activities.

  15. Adsorption of Some Drugs onto Surface of Iraqi Kaolin Clay

    Directory of Open Access Journals (Sweden)

    *S. A. Hassan

    2011-09-01

    Full Text Available Drugs overdose poses a serious threat on human health and may be occur with (ciprofloxacin, chloroquin, piperazine, phyllocontin, digoxin and diazepam.The objective of this study was to examine the adsorption of these drugs onto the Iraqi kaolin clay surface,which used for the temporary treatment of these drugs overdose when this occur.In this work a UV-Visible spectrophotometer has been used to determine the adsorption isotherms which were of type (S3,S4 according to Giles classification and these isotherms were analyzed by the Freundlich and Langmuir equations using linearized correlation coefficient,the characteristic parameters for each isotherm have been determined.The effect of temperature, acid function and initial drug concentration were chosen as an experimental parameters. The results showed that the adsorption process attained equilibrium within seventy minutes. Thermodynamic parameters such as ΔH, ΔG and ΔS were calculated.The adsorption process was found to be exothermic and non-spontaneous for (ciprofloxacin, chloroquin, piperazine, phyllocontin and diazepam while for digoxin was endothermic and non-spontaneous.

  16. Zero-valent iron mediated degradation of ciprofloxacin - assessment of adsorption, operational parameters and degradation products.

    Science.gov (United States)

    Perini, João Angelo de Lima; Silva, Bianca Ferreira; Nogueira, Raquel F Pupo

    2014-12-01

    The zero-valent iron (ZVI) mediated degradation of the antibiotic ciprofloxacin (CIP) was studied under oxic condition. Operational parameters such as ZVI concentration and initial pH value were evaluated. Increase of the ZVI concentration from 1 to 5gL(-1) resulted in a sharp increase of the observed pseudo-first order rate constant of CIP degradation, reaching a plateau at around 10 g L(-1). The contribution of adsorption to the overall removal of CIP and dissolved organic carbon (DOC) was evaluated after a procedure of acidification to pH 2.5 with sulfuric acid and sonication for 2 min. Adsorption increased as pH increased, while degradation decreased, showing that adsorption is not important for degradation. Contribution of adsorption was much more important for DOC removal than for CIP. Degradation of CIP resulted in partial defluorination since the fluoride measured corresponded to 34% of the theoretical value after 120 min of reaction. Analysis by liquid chromatography coupled to mass spectrometry showed the presence of products of hydroxylation on both piperazine and quinolonic rings generating fluorinated and defluorinated compounds as well as a product of the piperazine ring cleavage. Copyright © 2014 Elsevier Ltd. All rights reserved.

  17. Molecular recognition of naphthalene diimide ligands by telomeric quadruplex-DNA: the importance of the protonation state and mediated hydrogen bonds.

    Science.gov (United States)

    Spinello, A; Barone, G; Grunenberg, J

    2016-01-28

    In depth Monte Carlo conformational scans in combination with molecular dynamics (MD) simulations and electronic structure calculations were applied in order to study the molecular recognition process between tetrasubstituted naphthalene diimide (ND) guests and G-quadruplex (G4) DNA receptors. ND guests are a promising class of telomere stabilizers due to which they are used in novel anticancer therapeutics. Though several ND guests have been studied experimentally in the past, the protonation state under physiological conditions is still unclear. Based on chemical intuition, in the case of N-methyl-piperazine substitution, different protonation states are possible and might play a crucial role in the molecular recognition process by G4-DNA. Depending on the proton concentration, different nitrogen atoms of the N-methyl-piperazine might (or might not) be protonated. This fact was considered in our simulation in terms of a case by case analysis, since the process of molecular recognition is determined by possible donor or acceptor positions. The results of our simulations show that the electrostatic interactions between the ND ligands and the G4 receptor are maximized in the case of the protonation of the terminal nitrogen atoms, forming compact ND G4 complexes inside the grooves. The influence of different protonation states in terms of the ability to form hydrogen bonds with the sugar-phosphate backbone, as well as the importance of mediated vs. direct hydrogen bonding, was analyzed in detail by MD and relaxed force constant (compliance constant) simulations.

  18. The role of 5-arylalkylamino- and 5-piperazino- moieties on the 7-aminopyrazolo[4,3-d]pyrimidine core in affecting adenosine A1 and A2A receptor affinity and selectivity profiles.

    Science.gov (United States)

    Squarcialupi, Lucia; Betti, Marco; Catarzi, Daniela; Varano, Flavia; Falsini, Matteo; Ravani, Annalisa; Pasquini, Silvia; Vincenzi, Fabrizio; Salmaso, Veronica; Sturlese, Mattia; Varani, Katia; Moro, Stefano; Colotta, Vittoria

    2017-12-01

    New 7-amino-2-phenylpyrazolo[4,3-d]pyrimidine derivatives, substituted at the 5-position with aryl(alkyl)amino- and 4-substituted-piperazin-1-yl- moieties, were synthesized with the aim of targeting human (h) adenosine A1 and/or A2A receptor subtypes. On the whole, the novel derivatives 1-24 shared scarce or no affinities for the off-target hA2B and hA3 ARs. The 5-(4-hydroxyphenethylamino)- derivative 12 showed both good affinity (Ki = 150 nM) and the best selectivity for the hA2A AR while the 5-benzylamino-substituted 5 displayed the best combined hA2A (Ki = 123 nM) and A1 AR affinity (Ki = 25 nM). The 5-phenethylamino moiety (compound 6) achieved nanomolar affinity (Ki = 11 nM) and good selectivity for the hA1 AR. The 5-(N(4)-substituted-piperazin-1-yl) derivatives 15-24 bind the hA1 AR subtype with affinities falling in the high nanomolar range. A structure-based molecular modeling study was conducted to rationalize the experimental binding data from a molecular point of view using both molecular docking studies and Interaction Energy Fingerprints (IEFs) analysis.[Formula: see text].

  19. Synthesis of mononuclear copper(II) complexes of acyclic Schiff's base ligands: Spectral, structural, electrochemical, antibacterial, DNA binding and cleavage activity

    Science.gov (United States)

    Jayamani, Arumugam; Thamilarasan, Vijayan; Sengottuvelan, Nallathambi; Manisankar, Paramasivam; Kang, Sung Kwon; Kim, Young-Inn; Ganesan, Vengatesan

    2014-03-01

    The mononuclear copper(II) complexes (1&2) of ligands L1 [N,N";-bis(2-hydroxy-5-methylbenzyl)-1,4-bis(3-iminopropyl)piperazine] or L2 [N,N";-bis(2-hydroxy-5-bromobenzyl)-1,4-bis(3-iminopropyl) piperazine] have been synthesized and characterised. The single crystal X-ray study had shown that ligands L1 and L2 crystallize in a monoclinic crystal system with P21/c space group. The mononuclear copper(II) complexes show one quasireversible cyclic voltammetric response near cathodic region (-0.77 to -0.85 V) in DMF assignable to the Cu(II)/Cu(I) couple. Binding interaction of the complexes with calf thymus DNA (CT DNA) investigated by absorption studies and fluorescence spectral studies show good binding affinity to CT DNA, which imply both the copper(II) complexes can strongly interact with DNA efficiently. The copper(II) complexes showed efficient oxidative cleavage of plasmid pBR322 DNA in the presence of 3-mercaptopropionic acid as reducing agent through a mechanistic pathway involving formation of singlet oxygen as the reactive species. The Schiff bases and their Cu(II) complexes have been screened for antibacterial activities which indicates that the complexes exhibited higher antimicrobial activity than the free ligands.

  20. Novel 4-phenylpiperidine-2,6-dione derivatives. Ligands for α1-adrenoceptor subtypes

    KAUST Repository

    Romeo, Giuseppe F.

    2011-07-01

    A number of new 4-phenylpiperidine-2,6-diones bearing at the 1-position an ω-[4-(substituted phenyl)piperazin-1-yl]alkyl moiety were designed and synthesized as ligands for the α1-adrenergic receptor (α1-AR) subtypes. Some synthesized compounds, tested in binding assays for the human cloned α1A-, α1B-, and α1D-AR subtypes, displayed affinities in the nanomolar range. Highest affinity values were found in derivatives having a butyl connecting chain between the 4-phenylpiperidine-2,6-dione and the phenylpiperazinyl moieties. 1-[4-[4-(2-Methoxyphenyl)piperazin-1-yl]butyl]-4-phenylpiperidine-2,6- dione (34) showed the best affinity for the α1A-AR (pK i = 8.74) and 10-fold selectivity compared to the other two α1-AR subtypes. Some representative compounds were also tested in order to evaluate their effects on the signal transduction pathway coupled to α1-AR subtypes. They all blocked norepinephrine-induced stimulation of inositol phospholipid hydrolysis, thus behaving as antagonists. Binding data were used to refine a previously developed pharmacophoric model for α1D-ARs. The revised model shows a highly predictive power and could be useful for the future design of high affinity α1D-AR ligands. © 2011 Elsevier Masson SAS. All rights reserved.

  1. Synthesis of ciprofloxacin-conjugated poly (L-lactic acid) polymer for nanofiber fabrication and antibacterial evaluation

    Science.gov (United States)

    Parwe, Sharad P; Chaudhari, Priti N; Mohite, Kavita K; Selukar, Balaji S; Nande, Smita S; Garnaik, Baijayantimala

    2014-01-01

    Ciprofloxacin was conjugated with polylactide (PLA) via the secondary amine group of the piperazine ring using PLA and 7-(4-(2-Chloroacetyl) piperazin-1-yl)-1-cyclopropyl-6-fluoro-1, 4-dihydro-4-oxoquinoline-3-carboxylic acid. Zinc prolinate, a biocompatible catalyst was synthesized, characterized, and used in ring opening polymerization of L-lactide. Five different kinds of OH-terminated poly(L-lactide) (two-, three-, four-, six-arm, star-shaped) homopolymers were synthesized by ring opening polymerization of L-lactide in the presence of dodecanol, glycerol, pentaerythritol, dipentaerythritol as initiator and zinc prolinate as a catalyst. The structures of the polymers and conjugates were thoroughly characterized by means of gel permeation chromatography, matrix-assisted laser desorption/ionization – time of flight mass spectrometry, and nuclear magnetic resonance spectroscopy. PLA (molecular weight =100,000) and ciprofloxacin conjugated PLA were used for fabrication of nonwoven nanofiber mat (diameter ranges; 150–400 nm) having pore size (62–102 nm) using electrospinning. The microbiological assessment shows that the release of ciprofloxacin possesses antimicrobial activity. The drug-release behavior of the mat was studied to reveal potential application as a drug delivery system. The result shows that the ciprofloxacin release rates of the PLA conjugate nonwoven nanofiber mat could be controlled by the drug loading content and the release medium. The development of a biodegradable ciprofloxacin system, based on nonwoven nanofiber mat, should be of great interest in drug delivery systems. PMID:24741303

  2. Screening for new psychoactive substances in hair by ultrahigh performance liquid chromatography-electrospray ionization tandem mass spectrometry.

    Science.gov (United States)

    Strano-Rossi, Sabina; Odoardi, Sara; Fisichella, Marco; Anzillotti, Luca; Gottardo, Rossella; Tagliaro, Franco

    2014-11-06

    In the latest years, many new psychoactive substances (NPS) from several drug classes have appeared in the illicit drug market. Their rapid, sensitive and specific identification in biological fluids is hence of great concern for clinical and forensic toxicologists. Here is described a multi-analyte method for the determination of NPS, pertaining to different chemical classes (synthetic cannabinoids, synthetic cathinones, ketamine, piperazines and amphetamine-type substances-ATS) in human hair using ultrahigh performance liquid chromatography tandem mass spectrometry (UHPLC-MS/MS) in electrospray ionization mode. We focused on a sample preparation able to extract the different classes of NPS. About 30mg of hair was decontaminated and incubated overnight under sonication in different conditions depending on the type of analytes to be extracted: (a) with 300μL of HCOOH 0.1% for cathinones, piperazines and ATS; (b) with 300μL of MeOH for synthetic cannabinoids. Ten microliter of the extracts were then injected in UHPLC-ESI-MS/MS in MRM mode. The LODs varied from 2pg/mg to 20pg/mg. The method was linear in the range from the LOQ to 500pg/mg and showed acceptable precision (%RSD<15) and accuracy (%E<15) for all the analytes. The method was finally applied on 50 samples from real forensic cases (driving license re-granting, postmortem toxicological analyses, workplace drug testing). In three samples we detected synthetic cannabinoids, in four samples cathinones or ephedrines, in two samples ketamine.

  3. Anthelmintic Activity of Musa paradisiaca (L. cv. Puttabale

    Directory of Open Access Journals (Sweden)

    Venkatesh, V. Krishna

    2013-04-01

    Full Text Available Musa paradisiaca cv. Puttabale (AB group is an indigenous banana cultivar commonly cultivated in the Malnad region of Karnataka, India. Helminthes infections are acute and chronic illness in human beings and cattle. About 3 million people are infected with helminthes worldwide. Traditionally, the plant M. paradisiaca cv. Puttabale was used to expel parasitic worms. In order to justify the ethanomedicinal claim with scientific report, sincere attempts have been made to investigate the Anthelmintic activity from corm ethanol extracts of M. paradisiaca cv. Puttabale using Pheretima posthuma as an experimental model. Three concentrations of 25, 50 and 100 mg/ml of corm ethanol extract were used to study their effect in time of paralysis and death of worm. The results suggest that the ethanol extract at the concentration of 100 mg/ml showed significant effect in time of paralysis at 42.33±1.45 min and death time was 54.00±0.58 min than control group in time of paralysis (142.67±1.45 min and death (168.00±1.53 min. Standard drug piperazine citrate showed paralysis on 39.67±0.88 min and death at 59.00±0.58 min. The corm ethanol extract confirmed antihelmintic activity in dose depend manure and efficient, than standard drug piperazine citrate. This investigation revealed that the antihelmintic property of ethanol extracts of Musa paradisiaca cv. Puttabale against Pheretima posthuma to support its medicinal claims.

  4. Visualization and characterization of interfacial polymerization layer formation.

    Science.gov (United States)

    Zhang, Yali; Benes, Nieck E; Lammertink, Rob G H

    2015-01-21

    We present a microfluidic platform to visualize the formation of free-standing films by interfacial polymerization. A microfluidic device is fabricated, with an array of micropillars to stabilize an aqueous-organic interface that allows a direct observation of the films formation process via optical microscopy. Three different amines are selected to react with trimesoyl chloride: piperazine, JEFFAMINE(®)D-230, and an ammonium functionalized polyhedral oligomeric silsesquioxane. Tracking the formation of the free-standing films in time reveals strong effects of the characteristics of the amine precursor on the morphological evolution of the films. Piperazine exhibits a rapid reaction with trimesoyl chloride, forming a film up to 20 μm thick within half a minute. JEFFAMINE(®)D-230 displays much slower film formation kinetics. The location of the polymerization reaction was initially in the aqueous phase and then shifted into the organic phase. Our in situ real-time observations provide information on the kinetics and the changing location of the polymerization. This provides insights with important implications for fine-tuning of interfacial polymerizations for various applications.

  5. Mejoramiento del proceso de obtención de citrato de piperacina

    Directory of Open Access Journals (Sweden)

    María Elena Pérez Blanco

    1998-08-01

    Full Text Available Se describió un procedimiento industrial mediante el cual se obtuvo citrato de piperacina de calidad farmacéutica, al hacer reaccionar a 60 ºC una solución de piperacina anhidra con otra solución de ácido cítrico monohidratado. Se realizó a la solución copulada tratamiento de carbón, filtración en caliente y posterior cristalización y centrifugación. Se determinó la concentración adecuada para la cristalización, se introdujo el control de la concentración mediante lectura refractométrica como control de proceso, se modificó la carga utilizada en la preparación del lote cuando en él se emplearon los líquidos madres colectados en el lote anterior. Se analizaron los resultados del rendimiento acumulado en la medida que aumentaba el número de reproducciones. Se incluyeron los datos obtenidos en los ensayos al nivel de producción experimental. Se concluye que el procedimiento por su factibilidad técnica y económica es adecuado para la obtención del citrato de piperacina.It is described the industrial procedure by which the piperazine citrate of pharmaceutical quality was obtained on making react at 60 ºC an anhydrous piperazine solution with another solution of monohydrated citric acid. The mixed solution was subjected to a treatment with coal, filtration while hot, crystallization and purification. The adequate concentration for crystallization was determined, the concentration control was introduced by using the refractometric reading as a process control, and the charge used in the preparation of the lot when the mother liquids colleted in the previous lot were used was modified. The results of the accumulated yield were analyzed as the number of reproductions increased. Data obtained in the assays at the level of experimental production were included. It was concluded that the procedure is adequate for the obtention of piperazine citrate according to its economic and technical feasibility.

  6. The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain.

    Science.gov (United States)

    Nagai, Fumiko; Nonaka, Ryouichi; Satoh Hisashi Kamimura, Kanako

    2007-03-22

    We developed a reproducible, simple, and small-scale method for determining the re-uptake and release of monoamines (dopamine, serotonin (5-HT) and norepinephrine) using rat brain synaptosomes. These assays were then applied to study the effects of different kinds of non-medically used psychoactive drugs on monoamine re-uptake and release. The phenethylamine derivatives, 4-fluoroamphetamine, 2-methylamino-3,4-methylene-dioxy-propiophenone (methylone), 1-(1,3-benzodioxol-5-yl)-2-butanamine (BDB), and N-methyl-1-(1,3-benzodioxol-5-yl)-2-butanamine (MBDB), had strong inhibitory effects on the re-uptake of dopamine, 5-HT and norepinephrine. 4-Fluoroamphetamine, methylone and BDB also strongly increased the release of the three monoamines, but MBDB increased 5-HT and norepinephrine release, but had little effect on dopamine release. However, 2,5-dimethoxy-4-iodophenethylamine (2C-I), 2,5-dimethoxy-4-ethylphenethylamine (2C-E), 2,5-dimethoxy-4-chlorophenethylamine (2C-C), 2,4,5-trimethoxyamphetamine (TMA-2) and 2,4,6-trimethoxyamphetamine (TMA-6), which are methoxylated phenethylamine derivatives, slightly influenced the re-uptake and release of monoamines. Alpha-metyltryptamine (AMT), a tryptamine derivative, was one of the strongest re-uptake inhibitors and releasers of the three monoamines. The tryptamine derivative, 5-methoxy-alpha-methyltryptamine (5-MeO-AMT), also strongly inhibited re-uptake and increased the release of the three monoamines. N,N-dipropyltryptamine (DPT), 5-methoxy-N,N-diisopropyltryptamine (5-MeO-DIPT), 5-methoxy-N,N-methylisopropyltryptamine (5-MeO-MIPT), and 5-methoxy-N,N-dimethyltryptamine (5-MeO-DMT) inhibited monoamine re-uptake, but had a few effects on monoamine release. 1-(3-Chlorophenyl)piperazine (3CPP) and 1-(methoxyphenyl)piperazine (4MPP), which are piperazine derivatives, inhibited monoamine re-uptake and accelerated their release. The results suggest that some designer drugs strongly act on the central nerve system to the same

  7. Buffers more than buffering agent: introducing a new class of stabilizers for the protein BSA.

    Science.gov (United States)

    Gupta, Bhupender S; Taha, Mohamed; Lee, Ming-Jer

    2015-01-14

    In this study, we have analyzed the influence of four biological buffers on the thermal stability of bovine serum albumin (BSA) using dynamic light scattering (DLS). The investigated buffers include 4-(2-hydroxyethyl)piperazine-1-ethanesulfonic acid (HEPES), 4-(2-hydroxyethyl)-1-piperazine-propanesulfonic acid (EPPS), 4-(2-hydroxyethyl)piperazine-1-ethanesulfonic acid sodium salt (HEPES-Na), and 4-morpholinepropanesulfonic acid sodium salt (MOPS-Na). These buffers behave as a potential stabilizer for the native structure of BSA against thermal denaturation. The stabilization tendency follows the order of MOPS-Na > HEPES-Na > HEPES ≫ EPPS. To obtain an insight into the role of hydration layers and peptide backbone in the stabilization of BSA by these buffers, we have also explored the phase transition of a thermoresponsive polymer, poly(N-isopropylacrylamide (PNIPAM)), a model compound for protein, in aqueous solutions of HEPES, EPPS, HEPES-Na, and MOPS-Na buffers at different concentrations. It was found that the lower critical solution temperatures (LCST) of PNIPAM in the aqueous buffer solutions substantially decrease with increase in buffer concentration. The mechanism of interactions between these buffers and protein BSA was probed by various techniques, including UV-visible, fluorescence, and FTIR. The results of this series of studies reveal that the interactions are mainly governed by the influence of the buffers on the hydration layers surrounding the protein. We have also explored the possible binding sites of BSA with these buffers using a molecular docking technique. Moreover, the activities of an industrially important enzyme α-chymotrypsin (α-CT) in 0.05 M, 0.5 M, and 1.0 M of HEPES, EPPS, HEPES-Na, and MOPS-Na buffer solutions were analyzed at pH = 8.0 and T = 25 °C. Interestingly, the activities of α-CT were found to be enhanced in the aqueous solutions of these investigated buffers. Based upon the Jones-Dole viscosity parameters, the

  8. Clinical Analysis of Paul Shenkang Combined with Enalapril Treatment of Diabetic Nephropathy%保肾康联合依那普利治疗糖尿病肾病的临床疗效分析

    Institute of Scientific and Technical Information of China (English)

    汪华英; 余智

    2013-01-01

      目的观察保肾康联合依那普利治疗糖尿病肾病的疗效。方法将54例2型糖尿病肾病患者,随机分为对照组和治疗组各27例,对照组予依那普利等常规治疗,治疗组在常规治疗的基础上加用保肾康,两组连续用药12周,观察各项指标并分析。结果两组治疗前后24h尿蛋白排泄率、血肌酐及三酰甘油有明显改善(P<0.01),糖化血红蛋白、平均动脉血压也有不同程度的改善(P<0.05),且治疗组优于对照组(P<0.05)。结论保肾康联合依那普利治疗糖尿病肾病疗效显著,且无明显不良反应,值得临床推广应用。%Objective To observe curative effect of ferulaic acid piperazine combined with Enalapril in diabetic nephropathy. Methods The 54 cases 2 diabetic were randomly divided into two groups. The treatment group of 27 cases was treated with conventional therapy and ferulaic acid piperazine, the control group of 27 cases was treated with conventional therapy only. The two groups applied drugs continuously for 12 weeks, and then observed the index and analysis on. Results The urinary albumin excretion rate in 24 hours and Scr were significantly lower than that of prior treatment (P<0.01) and there were significant difference in HbA1c and TG and MAP between pre and post treatment in two groups (P<0.05). The data of combined treatment group were better than those of the control group (P<0.05). Conclusion The combined treatment of ferulaic acid piperazine and Enalapril is effective in diabetic nephropathy, and which has no observed adverse effect. It is deserved to been clinically spread and applied.

  9. 含有一个非平面杂环胺配体的新型反铂抗癌药物的水解机理%Hydrolysis Mechanism of New Anticancer Drug Transplatin Analogues Containing One Nonplanar Heterocyclic Amine Ligand

    Institute of Scientific and Technical Information of China (English)

    赵亚华

    2009-01-01

    Hydrolysis processes of novel anticancer transplatin analogues, trans-[PtCl_2(NH_3)(Am)](Am: nonplanar heterocycle piperidine or piperazine), were explored using the B3LYP hybrid functional and isoclectric focusing polarized continuum model (IEF-PCM). Stationary points on the potential energy surfaces for the first and second hydrolysis steps that proceed via a general S_N2 pathway were fully optimized and characterized. The most remarkable structural variations in the hydrolysis process were found to occur in the equatorial plane of five-coordinate trigonal-bipyramidal (TBP) like structures of the intermediates and transition states. We obtained lower activation energies for trans-[PtCl_2(NH_3)(piperazine)] and a slightly higher activation energy for the first step and a slightly lower activation energy for the second step during the hydrolysis of trans-[PtCl_2(NH_3)(piperidine)] by comparison to previous work on the hydrolysis reactions of cisplatin. Our calculations suggest that this class of non-classical transplatin analogues with one nonplanar heterocyclic amine decreases the equatorial steric effect and the hydrolysis reaction barriers.%用B3LYP杂化泛函和等电子聚焦极化连续模型(IEF-PCM)研究了trans-[P[Cl_2(NH_3)(Am)](Am:非平面哌啶或哌嗪)新型反铂抗癌药物的水解反应机理.对经由一般的S_N2机理的第一步和第二步水解反应势能而上的稳定点进行了全优化和表征.在水解中,最显著的结构变化发生在反应过渡态和中间体的五配位三角双锥的赤道面上.与经典顺铂(cisplatin)比较,反式[PtCl_2(NH_3)(piperazine)]的第一步和第二步水解活化能均低于顺铂,而反式[PtCl_2(NH_3)(piperidine)]的第一步水解活化能稍高于顺铂,第二步水解活化能稍低于顺铂.计算表明,这些含有非平面杂环胺反铂的配合物减小了赤道面上的立体效应和水解势垒.

  10. Carbon-11 pb-12: an attempt to visualize the dopamine d{sub 4} receptor in the primate brain with positron emission tomography

    Energy Technology Data Exchange (ETDEWEB)

    Langer, Oliver E-mail: oliver.langer@psyk.ks.se; Halldin, Christer; Chou Yuanhwa; Sandell, Johan; Swahn, Carl-Gunnar; Naagren, Kjell; Perrone, Roberto; Berardi, Francesco; Leopoldo, Marcello; Farde, Lars

    2000-11-01

    The dopamine D{sub 4} receptor (D{sub 4}R) is expressed in low density in various extrastriatal brain regions. This receptor subtype is discussed in relation to the pathophysiology and treatment of schizophrenia but no selective positron emission tomography (PET) ligand is available to date to study the distribution in vivo. The arylpiperazine derivative N-[2-[4-(4-chlorophenyl)piperazin-1-yl]ethyl]-3-methoxybenzamide (PB-12) is a novel, high-affinity ( K{sub i}=0.040 nM) and selective D{sub 4}R ligand. We radiolabeled PB-12 with carbon-11 (t{sub 1/2} 20.4 min) by O-methylation of the corresponding desmethyl analogue N-[2-[4-(4-chlorophenyl)piperazin-1-yl]ethyl]-3-hydroxybenzamide (LM-190) with [{sup 11}C]methyl triflate. Derivative LM-190 was prepared by condensing 3-hydroxybenzoic acid with the appropriate amine. For the radiolabeling, the incorporation yield was >90% and the total synthesis time including high performance liquid chromatography (HPLC) purification was about 35 min. The specific radioactivity of [{sup 11}C]PB-12 at time of injection was 67-118 GBq{center_dot}{mu}mol{sup -1}. PET studies in a cynomolgus monkey showed a high uptake and widespread distribution of radioactivity in the brain, including the neocortex and thalamus. About 40% of total radioactivity in plasma represented unchanged radioligand at 60 min after injection as determined by HPLC. Pretreatment with the D{sub 4}R ligand 3-{l_brace}[4-(4-chlorophenyl)piperazin-1-yl]methyl{r_brace}-1H-pyrollo[2,3-b]pyridine (L-745,870) prior to radioligand injection failed to demonstrate receptor-specific binding in the monkey brain. Furthermore, the brain radioactivity distribution was left unaffected by pretreating with unlabeled PB-12. This failure to detect a D{sub 4}R-specific signal may be related to a very low density of the D{sub 4}R in primate brain, insufficient binding affinity of the radioligand, and a high background of nonspecific binding. It can be concluded from these findings that

  11. Molar heat capacity and molar excess enthalpy measurements in aqueous amine solutions

    Science.gov (United States)

    Poozesh, Saeed

    Experimental measurements of molar heat capacity and molar excess enthalpy for 1, 4-dimethyl piperazine (1, 4-DMPZ), 1-(2-hydroxyethyl) piperazine (1, 2-HEPZ), I-methyl piperazine (1-MPZ), 3-morpholinopropyl amine (3-MOPA), and 4-(2-hydroxy ethyl) morpholine (4, 2-HEMO) aqueous solutions were carried out in a C80 heat flow calorimeter over a range of temperatures from (298.15 to 353.15) K and for the entire range of the mole fractions. The estimated uncertainty in the measured values of the molar heat capacity and molar excess enthalpy was found to be +/- 2%. Among the five amines studied, 3-MOPA had the highest values of the molar heat capacity and 1-MPZ the lowest. Values of molar heat capacities of amines were dominated by --CH 2, --N, --OH, --O, --NH2 groups and increased with increasing temperature, and contributions of --NH and --CH 3 groups decreased with increasing temperature for these cyclic amines. Molar excess heat capacities were calculated from the measured molar heat capacities and were correlated as a function of the mole fractions employing the Redlich-Kister equation. The molar excess enthalpy values were also correlated as a function of the mole fractions employing the Redlich-Kister equation. Molar enthalpies at infinite dilution were derived. Molar excess enthalpy values were modeled using the solution theory models: NRTL (Non Random Two Liquid) and UNIQUAC (UNIversal QUAsi Chemical) and the modified UNIFAC (UNIversal quasi chemical Functional group Activity Coefficients - Dortmund). The modified UNIFAC was found to be the most accurate and reliable model for the representation and prediction of the molar excess enthalpy values. Among the five amines, the 1-MPZ + water system exhibited the highest values of molar excess enthalpy on the negative side. This study confirmed the conclusion made by Maham et al. (71) that -CH3 group contributed to higher molar excess enthalpies. The negative excess enthalpies were reduced due to the contribution of

  12. CO2 CAPTURE BY ABSORPTION WITH POTASSIUM CARBONATE

    Energy Technology Data Exchange (ETDEWEB)

    Gary T. Rochelle; Eric Chen; Jennifer Lu; Babatunde Oyenekan; Ross Dugas

    2005-04-29

    The objective of this work is to improve the process for CO{sub 2} capture by alkanolamine absorption/stripping by developing an alternative solvent, aqueous K{sub 2}CO{sub 3} promoted by piperazine. Stripper modeling suggests the energy requirement with a simple stripper will be about the same for 5 m K{sup +}/2.5 m PZ and 7 m MEA. Modeling with a generic solvent shows that the optimum heat of CO{sub 2} desorption to minimize heat duty lies between 15 and 25 kcal/gmol. On-line pH and density measurements are effective indicators of loading and total alkalinity for the K+/PZ solvent. The baseline pilot plant campaign with 30% MEA has been started.

  13. The first bis-cyanoxime: synthesis and properties of a new versatile and accessible polydentate bifunctional building block for coordination and supramolecular chemistry.

    Science.gov (United States)

    Cheadle, Carl; Gerasimchuk, Nikolay; Barnes, Charles L; Tyukhtenko, Sergiy I; Silchenko, Svitlana

    2013-04-14

    A new multidentate bifunctional organic ligand – di-N,N′-(2-cyano-2-oximinoacetyl)piperazine – was synthesized in high yield using a two-step procedure carried out under ambient conditions. At first, the reaction of piperazine and neat methylcyanoacetate led to the di-N,N′-(cyanoacetyl)piperazine (1), which then was converted into bis-cyanoxime, di-N,N′-(2-cyano-2-oximinoacetyl)piperazine (HL, 2) using a room temperature nitrosation reaction with gaseous methylnitrite. Synthesized bis-cyanoxime was characterized by 1H, 13C NMR, UV-visible, IR spectroscopy and the X-ray analysis. The ligand 2 exists as a mixture of three diastereomers arising from the syn- and anti-geometry of the cyanoxime group. The prolonged crystallization of 2 from an ethanol–water mixture leads to the formation of: (a) colorless crystals that according to the X-ray analysis contain a 51.2:48.8% co-crystallized mixture of both isomers that have the same H-bonding motif (minority), and (b) a white amorphous material that represents an almost pure anti-isomer (majority). The deprotonation of 2 leads to the formation of a yellow dianion that demonstrated pronounced solvatochromism of its n → π* transition in the nitroso-chromophore. The disodium salt Na2L·4H2O (3) was obtained from 2 using NaOC2H5 in ethanol. The new bis-cyanoxime 2 reacts with Tl2CO3 and AgNO3 in aqueous solutions with the formation of light-stable, sparingly soluble yellow precipitates of M′2L·xH2O composition (M′ = Tl, Ag; Tl = 4, x = 0; Ag = 5, x = 2). The reaction of 3 with Ni2+ or K2M′′Cl4 (M′′ = Pd, Pt) in aqueous solutions leads to NiL·4H2O (6), PdL·4H2O (7) and PtL·5H2O (8). The crystal structure of 4 was determined and revealed the formation of a 3D-coordination polymeric complex in which the bis-cyanoxime acts as a dianionic, bridging, formally decadentate ligand. Each Tl(I) center has two bonds (2.655, 2.769 Å), shorter than the sum of ionic radii Tl–O (oxime group), and three longer

  14. In-vitro anthelmintic activity of seeds of Zanthoxylum armatum DC. against Pheretima Posthuma

    Directory of Open Access Journals (Sweden)

    Dinesh Kumar Mehta

    2012-01-01

    Full Text Available Among the most common infections of digestive system in human beings are helminth infections. In developing countries, they pose a large threat to the society. Such parasitic diseases cause severe morbidity, including lymphatic filariasis, onchoserciasis and schistosomiasis. Different extracts of the plant material were tested against adult Indian earthworms Pheretima posthuma (Pheritimidae as test worms. Various concentrations (10, 25 and 50 mg/ml of all extracts were tested and results were expressed in terms of time for paralysis and time for death of worms. Piperazine citrate (10 mg/ml was used as the standard reference drug. Results showed that the aqueous extract is more potent as compared to other extracts as it took less time to cause paralysis and death of the earthworms as compared to standard reference drug.

  15. Exploring the Phe-Gly Dipeptide-Derived Piperazinone Scaffold in the Search for Antagonists of the Thrombin Receptor PAR1

    Directory of Open Access Journals (Sweden)

    Ángel M. Valdivielso

    2014-04-01

    Full Text Available A series of Phe-Gly dipeptide-derived piperazinones containing an aromatic urea moiety and a basic amino acid has been synthesized and evaluated as inhibitors of human platelet aggregation induced by the PAR1 agonist SFLLRN and as cytotoxic agents in human cancer cells. The synthetic strategy involves coupling of a protected basic amino acid benzyl amide to 1,2- and 1,2,4-substituted-piperazinone derivatives, through a carbonylmethyl group at the N1-position, followed by formation of an aromatic urea at the exocyclic moiety linked at the C2 position of the piperazine ring and removal of protecting groups. None of the compounds showed activity in the biological evaluation.

  16. Synthesis, Structure and Electrochemical Properties of Three-Dimensional Complex [C4H12N2] 3 [PMo12O40]%三维配位聚合物[C4H12N2] 3 [PMo12O40]的合成、结构及其电化学性质

    Institute of Scientific and Technical Information of China (English)

    齐艳娟; 苑晓冬; 田利

    2009-01-01

    The title compound [C4H12N2] 3 [PMo12O40] was synthesized from the hydrothermal reaction and charac-terized by IR, elemental analysis and X-ray signal crystal structural analysis. The crystal of the title complex belongs to trigonal space group R3c with a=1.788 62 nm, c=2.354 3 nm, and V=6.522 62 nm3, Z=6, R1=0.038 4, wR2=0.102 0. The compound consisted of piperazine and PMo12O403-, and the structure is extended to three dimensional framework owing to the hydrogen bond between the O atoms and N atoms. The bulk-modified carbon paste electrode (APM-CPE) using this compound as modifier shows a good electrocatalytic activity toward the oxidation of ascorbic acid(AA). CCDC: 707968.

  17. A dynamic mathematical model for packed columns in carbon capture plants

    DEFF Research Database (Denmark)

    Gaspar, Jozsef; Jørgensen, John Bagterp; Fosbøl, Philip Loldrup

    2015-01-01

    In this paper, we present a dynamic mathematical model for the absorption and desorption columns in a carbon capture plant. Carbon capture plants must be operated in synchronization with the operation of thermal power plants. Dynamic and flexible operation of the carbon capture plant is important...... simulation using monoethanolamine (MEA) and piperazine (PZ) as solvent. MEA is considered as the base-case solvent in the carbon capture business. The effect of changes in the flue gas flow rate and changes in the available steam are investigated to determine their influence on the performance of the capture...... process. The response of the model is shown in terms of capture efficiency and purity of the CO2 product stream. The model is aimed for rigorous dynamic simulation in the context of optimization and control strategy development....

  18. SYNTHESIS AND ANTIMICROBIAL ACTIVITIES OF NEW 1,2,4- TRIAZOLES, MANNICH BASES, CONAZOLES, AND FLUOROQUINOLONES

    Directory of Open Access Journals (Sweden)

    Şule CEYLAN

    2016-09-01

    Full Text Available Abstract: Triazoles are heterocyclic compounds which have been of interest in the development of novel compounds with antidepressant, anti-inflammatory, analgesic, antibacterial, antimycobacterial, antifungal, antiviral, anticancer, and other activities. In this article, a series of fluorine- and piperazine-containing some novel biologically active 1,2,4-triazole-3-one derivatives were synthesized by the Mannich reaction of triazole intermediates. The structures for novel synthesized compounds were elucidated using elemental analysis and FT IR, 13C NMR, 1H NMR, EI MS techniques. These compounds were investigated in vitro for their antimicrobial properties and several compounds have fungicidal activity against Candida albicans and Saccharomyces cerevisiae. And also some of the compounds exhibited excellent activity on Mycobacterium smegmatis, a nonpigmented fast-rising mycobacterium, at the concentration of <1 μg/mL is better than standard drug streptomycin.

  19. Synthesis and biological evaluation of N-substituted polycyclic imides derivatives.

    Science.gov (United States)

    Bielenica, Anna; Struga, Marta; Mirosław, Barbara; Kozioł, Anna E; Kossakowski, Jerzy; Sanna, Giuseppina; La Colla, Paolo; Giliberti, Gabriele

    2013-01-01

    The preparation of 16 derivatives of 3,5,8-trioxo-4-azatricyclo- [5.2.2.0(2.6)]undec-1-yl acetate and 8 derivatives of 1-isobutoxy-4-azatricyclo[5.2.2.0(2.6)]undecane-3,5,8-trione was described. Substituents to the imide N-atom were alkyl-(aryl)piperazine fragments with an alkyl linker being propyl or butyl group. Selected newly obtained compounds were evaluated in vitro against anti-HIV-1 activity. A broad group o fderivatives were tested for their antibacterial and antifungal activity. The pharmacological properties of butyl derivatives of imide 6 were evaluated in three behavioral tests in mice. The molecular structures of starting polycyclic 6-acetyl-imides, 1 and 5, were determined by X-ray crystallography. Presented tests have not revealed any activity of the compounds, however, selected derivatives exerted no neurotoxicity in behavioral tests.

  20. Proapoptotic activity of heterocyclic compounds containing succinimide moiety in the promyelocytic leukemia cell line HL-60.

    Science.gov (United States)

    Kuran, Bozena; Krawiecka, Mariola; Kossakowski, Jerzy; Koronkiewicz, Mirosława; Chilmonczyk, Zdzisław

    2013-01-01

    In the present paper, we describe proapoptotic activity of several heterocyclic compounds 9, 12, 18, 19 and 20 possessing succinimide (as well as succinimide related) moieties. The compounds properties were examined with the aid of flow cytometry on the promyelocytic leukemia cell line HL-60. The highest proapoptotic activity exhibited compound 12 (4-{4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl}-1,7-diethyl-8,9-diphenyl-4-azatricyklo[5.2.1.0(2,6)]-dec-8-ene-3,5,10-trione). The synthesis of compounds 1-17 is also described. The structures of obtained compounds were characterized by 1H NMR, 13C NMR, ESI MS and/or elemental analyses.

  1. Synthesis and evaluation of in vitro biological activity of 4-substituted arylpiperazine derivatives of 1,7,8,9-tetrachloro-10,10-dimethoxy-4-azatricyclo[5.2.1.0(2,6)]dec-8-ene-3,5-dione.

    Science.gov (United States)

    Kossakowski, Jerzy; Pakosinska-Parys, Magdalena; Struga, Marta; Dybala, Izabela; Koziol, Anna E; La Colla, Paolo; Marongiu, Laura Ester; Ibba, Cristina; Collu, David; Loddo, Roberta

    2009-12-11

    A series of twenty arylpiperazine derivatives of 1,7,8,9-tetrachloro-10,10-dimethoxy-4-azatricyclo[5.2.1.0(2,6)]dec-8-ene-3,5-dione have been prepared. These derivatives were tested in vitro with the aim of identifying novel lead compounds active against emergent and re-emergent human and cattle infectious diseases (AIDS, hepatitis B and C, tuberculosis, bovine viral diarrhea). In particular, these compounds were evaluated in vitro against representatives of different virus classes, such as a HIV-1 (Retrovirus), a HBV (Hepadnavirus) and the single-stranded RNA(+) viruses Yellow fever virus (YFV) and Bovine viral diarrhea virus (BVDV), both belonging to the Flaviridae. Compounds 2c, 2g and 3d showed a modest activity against CVB-2. The molecular structures of the starting imide 1 and one of propyl-piperazine derivatives, 3b, have been determined by an X-ray crystallography study.

  2. CO2 Capture by Absorption with Potassium Carbonate

    Energy Technology Data Exchange (ETDEWEB)

    Gary T. Rochelle; Marcus Hilliard; Eric Chen; Babatunde Oyenekan; Ross Dugas; John McLees; Andrew Sexton; Amorvadee Veawab

    2005-01-26

    The objective of this work is to improve the process for CO{sub 2} capture by alkanolamine absorption/stripping by developing an alternative solvent, aqueous K{sub 2}CO{sub 3} promoted by piperazine. In Campaign 3 of the pilot plant, the overall mass transfer coefficient for the stripper with 7 m MEA decreased from 0.06 to 0.01 mol/(m{sup 3}.s.kPa) as the rich loading increased from 0.45 to 0.6 mol CO{sub 2}/mol MEA. Anion chromatography has demonstrated that nitrate and nitrite are major degradation products of MEA and PZ with pure oxygen. In measurements with the high temperature FTIR in 7 m MEA the MEA vapor pressure varied from 2 to 20 Pa at 35 to 70 C. In 2.5 m PZ the PZ vapor pressure varied from 0.2 to 1 Pa from 37 to 70 C.

  3. Synthesis and Evaluation of in Vitro Biological Activity of 4-Substituted Arylpiperazine Derivatives of 1,7,8,9-Tetrachloro-10,10-dimethoxy-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione

    Directory of Open Access Journals (Sweden)

    David Collu

    2009-12-01

    Full Text Available A series of twenty arylpiperazine derivatives of 1,7,8,9-tetrachloro-10,10-dimethoxy-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione have been prepared. These derivatives were tested in vitro with the aim of identifying novel lead compounds active against emergent and re-emergent human and cattle infectious diseases (AIDS, hepatitis B and C, tuberculosis, bovine viral diarrhea. In particular, these compounds were evaluated in vitro against representatives of different virus classes, such as a HIV-1 (Retrovirus, a HBV (Hepadnavirus and the single-stranded RNA+ viruses Yellow fever virus (YFV and Bovine viral diarrhea virus (BVDV, both belonging to the Flaviridae. Compounds 2c, 2g and 3d showed a modest activity against CVB-2. The molecular structures of the starting imide 1 and one of propyl-piperazine derivatives, 3b, have been determined by an X-ray crystallography study.

  4. Solid-Phase Synthesis of Amine/Carboxyl Substituted Prolines and Proline Homologues: Scope and Limitations.

    Science.gov (United States)

    Zhou, Ziniu; Scott, William L; O'Donnell, Martin J

    2016-03-15

    A solid-phase procedure is used to synthesize racemic peptidomimetics based on the fundamental peptide unit. The peptidomimetics are constructed around proline or proline homologues variably substituted at the amine and carbonyl sites. The procedure expands the diversity of substituted peptidomimetic molecules available to the Distributed Drug Discovery (D3) project. Using a BAL-based solid-phase synthetic sequence the proline or proline homologue subunit is both constructed and incorporated into the peptidomimetic by an α-alkylation, hydrolysis and intramolecular cyclization sequence. Further transformations on solid-phase provide access to a variety of piperazine derivatives representing a class of molecules known to exhibit central nervous system activity. The procedure works well with proline cores, but with larger six- and seven-membered ring homologues the nature of the carboxylic acid acylating the cyclic amine can lead to side reactions and result in poor overall yields.

  5. STUDY ON THE DESALINATION BEHAVIORS OF PA/PSF THIN FILM COMPOSITE

    Institute of Scientific and Technical Information of China (English)

    TIAN Guojun; ZHANG Yufeng; ZHANG Yan; DU Qiyun; XIAO Changfa; GUO Hao

    2006-01-01

    A polypiperazine amide (PA)/polysulfone (PSF) thin film composite (TFC) was prepared by interfacial polymerization (IP) using a trimesoyl chloride hexane solution as the oil phase and a piperazine aqueous solution as the water phase on a porous polysulfone hollow fiber substrate. Its separating behaviors were investigated systematically to various salts such as NaCl, KCI, Na2SO4,MgCl2, CaCl2 and MgSO4, showing the highest rejection rate to Na2SO4, the second to MgSO4, the third to MgCl2 and CaCl2, and the lowest to KCI, NaCl, being 99%, 98%, 70%, 60%, 15% and 10% respectively. Under an increasing pressure or with time, the rejection rate of the TFC rises to a plateau. To various concentration of the feed, the rejection rate reduced gradually with the higher concentration.

  6. Chemistry of Renieramycins. Part 14: Total Synthesis of Renieramycin I and Practical Synthesis of Cribrostatin 4 (Renieramycin H

    Directory of Open Access Journals (Sweden)

    Masashi Yokoya

    2015-08-01

    Full Text Available The first total synthesis of (±-renieramycin I, which was isolated from the Indian bright blue sponge Haliclona cribricutis, is described. The key step is the selenium oxide oxidation of pentacyclic bis-p-quinone derivative (3 stereo- and regioselectively. We also report a large-scale synthesis of cribrostatin 4 (renieramycin H via the C3-C4 double bond formation in an early stage based on the Avendaño’s protocol, from readily available 1-acetyl-3-(3-methyl-2,4,5-trimethylphenylmethyl-piperazine-2,5-dione (8 in 18 steps (8.3% overall yield. The synthesis provides unambiguous evidence supporting the original structure of renieramycin I.

  7. Synthesis of 5,10,15,20-Tetra[4-(N-ethylpiperazinyl)phenyl]-porphyrin and Its Interaction with DNA

    Institute of Scientific and Technical Information of China (English)

    郭灿城; 李和平; 张晓兵

    2005-01-01

    Piperazinyl-porphyrin, 5,10,15,20-tetra[4-(N-ethylpiperazinyl)phenyl]porphyrin (TEPPH2), was synthesized based on the special affinity of porphyrin to cancer cells and the antitumor activity of piperazine compounds. Its structure was characterized by UV-vis and 1H NMR spectra and elemental analysis. A model for the interaction between TEPPH2 and calf thymus DNA was built, and the binding mechanism was investigated by W-vis and fluorescence spectra. The results indicated that TEPPH2 could intercalate into the base pairs of DNA strongly. One calf thymus DNA molecule could bind 88 TEPPH2 molecules, and the binding constant K is 8.4×106 L-mol-1. The binding number and binding constant of TEPPH2 with DNA are higher than those of the known anti-tumor drugs,tetrakis(4-N-methylpyridyl)porphine and the Schiff bases Ca/sal-his and Ni/sal-aln.

  8. Charge-transfer-directed radical substitution enables para-selective C-H functionalization

    Science.gov (United States)

    Boursalian, Gregory B.; Ham, Won Seok; Mazzotti, Anthony R.; Ritter, Tobias

    2016-08-01

    Efficient C-H functionalization requires selectivity for specific C-H bonds. Progress has been made for directed aromatic substitution reactions to achieve ortho and meta selectivity, but a general strategy for para-selective C-H functionalization has remained elusive. Herein we introduce a previously unappreciated concept that enables nearly complete para selectivity. We propose that radicals with high electron affinity elicit arene-to-radical charge transfer in the transition state of radical addition, which is the factor primarily responsible for high positional selectivity. We demonstrate with a simple theoretical tool that the selectivity is predictable and show the utility of the concept through a direct synthesis of aryl piperazines. Our results contradict the notion, widely held by organic chemists, that radical aromatic substitution reactions are inherently unselective. The concept of radical substitution directed by charge transfer could serve as the basis for the development of new, highly selective C-H functionalization reactions.

  9. CO2 CAPTURE BY ABSORPTION WITH POTASSIUM CARBONATE

    Energy Technology Data Exchange (ETDEWEB)

    Gary T. Rochelle; Marcus Hilliard; Eric Chen; Babatunde Oyenekan; Ross Dugas; John McLees

    2005-07-31

    The objective of this work is to improve the process for CO{sub 2} capture by alkanolamine absorption/stripping by developing an alternative solvent, aqueous K{sub 2}CO{sub 3} promoted by piperazine. The baseline campaign with 30% MEA has given heat duties from 40 to 70 kcal/gmol CO{sub 2} as predicted by the stripper model. The Flexipak 1Y structured packing gives significantly better performance than IMTP 40 duped packing in the absorber, but in the stripper the performance of the two packings is indistinguishable. The FTIR analyzer measured MEA volatility in the absorber represented by an activity coefficient of 0.7. In the MEA campaign the material balance closed with an average error of 3.5% and the energy balance had an average error of 5.9.

  10. Antitussive activity and respiratory system effects of levodropropizine in man.

    Science.gov (United States)

    Bossi, R; Braga, P C; Centanni, S; Legnani, D; Moavero, N E; Allegra, L

    1988-08-01

    Antitussive activity of the new antitussive drug, levodropropizine (S(-)-3-(4-phenyl-piperazin-1-yl)-propane-1,2-diol, DF 526), was evaluated in healthy volunteers by the classical method of citric acid-induced coughing. Levodropropizine dose-dependently reduced cough frequency. Maximal inhibition was observed at 6 h after administration. Cough intensity was also reduced, as shown by the analysis of cough noise. Levodropropizine, at the dosage of 60 mg t.i.d., had no adverse effects on respiratory function nor on airway clearance mechanisms: in fact, it did not affect spirometric parameters. Levodropropizine had no effects on the rheological properties of mucus nor on ciliary activity of airway epithelium.

  11. Pelanserin: 3-[3-(4-phenylpiperazin-1-ylpropyl]quinazoline-2,4(1H,3H-dione

    Directory of Open Access Journals (Sweden)

    Gerardo Aguirre Hernández

    2014-08-01

    Full Text Available The title compound, C21H24N4O2, is a potent serotonin 5-HT2 and α1-adrenoceptor antagonist. The n-propyl chain links the quinazolinedione heterocycle and the phenylpiperazine group in which the benzene ring is equatorially located and the piperazine ring has the expected chair conformation. The dihedral angle between the planes of the benzene ring and the quinazolinedione ring system is 74.1 (1°. In the crystal, molecules form centrosymmetric dimers through R22(8 hydrogen-bonded rings involving the amine and one carbonyl group of the quinazolinedione moiety. These dimers are extended into chains extending along the a-axis direction through expanded centrosymmetric cyclic C—H...O associations involving the second carbonyl group, giving R22(20 and R12(7 motifs.

  12. Stability-indicating reversed-phase HPLC method development and characterization of impurities in vortioxetine utilizing LC-MS, IR and NMR.

    Science.gov (United States)

    Liu, Lei; Cao, Na; Ma, Xingling; Xiong, Kaihe; Sun, Lili; Zou, Qiaogen; Yao, Lili

    2016-01-05

    The current study reports the development and validation of a stability-indicating reversed phase HPLC method for the separation and identification of potential impurities in vortioxetine, a recently developed antidepressant. The structures of a new compound and four process-related impurities formed during the synthesis were characterized and confirmed by NMR, MS, and IR spectroscopy analyses. The most probable formation mechanisms of the impurities identified were proposed. Based on the characterization data, the new compound was proposed to be 1-[4-[(2,4-dimethylphenyl)thio]phenyl]-piperazine. In addition, an efficient chromatographic method was optimized to separate and quantify the impurities, which were obtained in the 0.05-0.75 μg/mL range. The developed HPLC method was validated with respect to accuracy, precision, linearity, robustness, and limits of detection and quantitation.

  13. Operational Aspects of Continuous Pharmaceutical Production

    DEFF Research Database (Denmark)

    Mitic, Aleksandar

    production process, should enable better designs of products and processes. Furthermore, easier process monitoring, control and au tomation are just some of the advantages that can be achieved as a consequence. Traditional production methods of Active Pharmaceuti cal Ingredients (APIs) are based on batch......-/at - and off-line process monitoring. The second example proce ss is the anti-Markovnikov hydroa mination between the “N746- Butadienes” and 1-(2-hydroxyethyl)piperazine (H EP) resulting into a mixture of cis/trans 4 ‐ [3 ‐ (2 ‐ Chlorothioxanthen ‐ 9 ‐ ylidene)propyl] ‐ 1 ‐ piperazineethanol (Clopenthixol...... and semi-batch processes which include plenty of supportive actions defined as non-value added activities (NVAs) or simply waste. It is therefore desirable to im plement a switch from batch based production to continuous manufacturi ng modes in order to minimize NVAs, as well as to enable easier...

  14. Structure and magnetism of a porous three-dimensional metal-organic framework based on planar tetranuclear copper(Ⅱ) cluster units

    Institute of Scientific and Technical Information of China (English)

    2010-01-01

    A porous three-dimensional copper(Ⅱ) metal-organic framework (MOF) {[Cu2(tci)(OH)(pip)0.5(H2O)]·6H2O}n (1) [tci = tris (2-carboxyethyl)isocyanurate, pip = piperazine] has been generated under hydrothermal conditions at 120 °C. Single crystal X-ray diffraction reveals that the polymer exhibits a novel three-dimensional framework based on planar tetranuclear copper(Ⅱ) cluster units. The variable temperature magnetic susceptibility data in the range 2-280 K show antiferromagnetic spin-spin coupling in the tetranuclear unit in complex 1. A theoretical fitting of the magnetic data gives J values of -31.3 cm-1, -30.8 cm-1, and 13.5 cm-1.

  15. Novel highly potent serotonin 5-HT7 receptor ligands: structural modifications to improve pharmacokinetic properties.

    Science.gov (United States)

    Lacivita, Enza; Di Pilato, Pantaleo; Stama, Madia Letizia; Colabufo, Nicola Antonio; Berardi, Francesco; Perrone, Roberto; De Filippis, Bianca; Laviola, Giovanni; Adriani, Walter; Niso, Mauro; Leopoldo, Marcello

    2013-11-15

    Here we report the synthesis, pharmacological and pharmacokinetic evaluation of a pilot set of compounds structurally related to the potent and selective 5-HT7 ligand LP-211. Among the studied compounds, N-pyridin-3-ylmethyl-3-[4-[2-(4-methoxyphenyl)phenyl]piperazin-1-yl]ethoxy]propanamide (4b) showed high affinity for 5-HT7 receptors (K(i)=23.8 nM), selectivity over 5-HT1A receptors (>50-fold), in vitro metabolic stability (82%) and weak interaction with P-glycoprotein (BA/AB=3.3). Compound 4b was injected ip in mice to preliminarily evaluate its distribution between blood and brain.

  16. Cross-linked PAN-based thin-film composite membranes for non-aqueous nanofiltration

    KAUST Repository

    Pérez-Manríquez, Liliana

    2015-01-01

    A new approach on the development of cross-linked PAN based thin film composite (TFC) membranes for non-aqueous application is presented in this work. Polypropylene backed neat PAN membranes fabricated by phase inversion process were cross-linked with hydrazine to get excellent solvent stability toward dimethylformamide (DMF). By interfacial polymerization a selective polyamide active layer was coated over the cross-linked PAN using N,N′-diamino piperazine (DAP) and trimesoyl chloride (TMC) as monomers. Permeation and molecular weight cut off (MWCO) experiments using various dyes were done to evaluate the performance of the membranes. Membranes developed by such method show excellent solvent stability toward DMF with a permeance of 1.7 L/m2 h bar and a molecular weight cut-off of less than 600 Da.

  17. CO2 Capture by Absorption with Potassium Carbonate

    Energy Technology Data Exchange (ETDEWEB)

    Gary T. Rochelle; Marcus Hilliard; Eric Chen; Babatunde Oyenekan; Ross Dugas; John McLees; Andrew Sexton; Daniel Ellenberger

    2005-10-26

    The objective of this work is to improve the process for CO{sub 2} capture by alkanolamine absorption/stripping by developing an alternative solvent, aqueous K{sub 2}CO{sub 3} promoted by piperazine. Modeling of stripper performance suggests that vacuum stripping may be an attractive configuration for all solvents. Flexipac 1Y structured packing performs in the absorber as expected. It provides twice as much mass transfer area as IMTP No.40 dumped packing. Independent measurements of CO{sub 2} solubility give a CO{sub 2} loading that is 20% lower than that Cullinane's values with 3.6 m PZ at 100-120 C. The effective mass transfer coefficient (K{sub G}) in the absorber with 5 m K/2.5 m PZ appears to be 0 to 30% greater than that of 30 wt% MEA.

  18. Aripiprazole salts. II. Aripiprazole perchlorate.

    Science.gov (United States)

    Freire, Eleonora; Polla, Griselda; Baggio, Ricardo

    2012-06-01

    The molecular structure of aripiprazole perchlorate (systematic name: 4-(2,3-dichlorophenyl)-1-{4-[(2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)oxy]butyl}piperazin-1-ium perchlorate), C(23)H(28)Cl(2)N(3)O(2)(+)·ClO(4)(-), does not differ substantially from the recently published structure of aripiprazole nitrate [Freire, Polla & Baggio (2012). Acta Cryst. C68, o170-o173]. Both compounds have almost identical bond distances, bond angles and torsion angles. The two different counter-ions occupy equivalent places in the two structures, giving rise to very similar first-order `packing motifs'. However, these elemental arrangements interact with each other in different ways in the two structures, leading to two-dimensional arrays with quite different organizations.

  19. The use of fenbendazole in the treatment of commercial turkeys infected with Ascaridia dissimilis.

    Science.gov (United States)

    Yazwinsri, T A; Rosenstein, M; Schwartz, R D; Wilson, K; Johnson, Z

    1993-03-01

    Birds on a commercial turkey Farm were treated with fenbendazole on two separate occasions. For each treatment, fenbendazole was administered in the feed for 3 days at 30 mg/kg. Mean Ascaridia dissimilis total counts in randomly selected birds were 14.4 and 33.0 prior to the first and second treatments, respectively, whilst post-treatment counts averaged only 0.1 and 0.3, respectively. Anthelmintic effectiveness as demonstrated by both treatments was >99.0%. No untoward effects were noted with either fenbendazole treatment. After fenbendazole withdrawal, routine treatments with piperazine dihydrochloride were commenced with no apparent anthelmintic effectiveness. Mean total nematode burdens rose to 153.9 with a high individual count of 451. The potential for severe ascaridiasis when effective anthelmintic intervention is precluded was demonstrated.

  20. The variability of ecstasy tablets composition in Brazil.

    Science.gov (United States)

    Togni, Loraine R; Lanaro, Rafael; Resende, Rodrigo R; Costa, Jose L

    2015-01-01

    The content of ecstasy tablets has been changing over the years, and nowadays 3,4-methylenedioxymethamphetamine (MDMA) is not always present in the tablets. The aim of this study was to investigate the chemical composition in the seized tablets labeled as ecstasy. We analyzed samples from 150 different seizures made by Sao Paulo's State Police by gas chromatography-mass spectrometry. MDMA was present in 44.7% of the analyzed samples, and another twenty different active substances were identified in these tablets, such as caffeine, 2C-B, piperazines, amphetamines, phencyclidine, and others. Methamphetamine was present in 22% of these samples. The results demonstrate a huge shift in the pattern of trafficking of synthetic drugs, where MDMA has been replaced in tablets mostly by illicit psychoactive substances, in a clear attempt to bypass the law. The great variability in the tablets composition may lead to an increased risk of drug poisoning.

  1. Separation of radioiodinated angiotensins by chromatofocusing in minicolumns.

    Science.gov (United States)

    Sernia, C

    1984-05-01

    Angiotensins I, II, and III (AI, AII, AIII) and Saralasin (Sar1-Ala8-AII) were labeled with 125I and separated from the nonlabeled forms on minicolumns (a Pasteur pipet ) of chromatofocusing medium. At low ionic strength, 125I-labeled angiotensins could be eluted with Polybuffer or a piperazine-histidine buffer at their approximate isoelectric points, while nonlabeled angiotensins remained adsorbed to the column and required 1 mol X liter-1 NaCl for elution. The 125I-labeled angiotensins prepared by this method were bound by antibodies (AI) and adrenal receptors (AII, Saralasin) to an extent similar to angiotensins prepared by DEAE-Sephadex A-25 chromatography. This new method of preparing radioiodinated angiotensins is rapid (15 min), inexpensive, and requires no fraction-collecting equipment.

  2. Reduction of CO 2 concentration in a zinc/air battery by absorption in a rotating packed bed

    Science.gov (United States)

    Cheng, Hsu-Hsiang; Tan, Chung-Sung

    The reduction of CO 2 concentration in a gas stream containing 500 ppm of CO 2 by a technique combining chemical absorption with Higee (high gravity) was investigated in this study. Using a 2.0 L aqueous amine-based solution to treat the feed gas with a flow rate which varied from 12.9 to 20.6 L min -1, piperazine (PZ) was found to be more effective than 2-(2-aminoethylamino) ethanol (AEEA) and monoethanolamine (MEA) for reducing the CO 2 concentration to a level below 20 ppm. The effects of temperature, rotating speed, amine solution flow rate, and gas flow rate on the removal efficiency of CO 2 were systematically examined. The results indicated that the proposed compact device could effectively reduce CO 2 to a level below 20 ppm, as required by a zinc/air battery, for a long period of time using PZ and its mixture with AEEA and MEA as the absorbents.

  3. [Case report: an intestinal obstruction due to ascariasis].

    Science.gov (United States)

    Sönmez Tamer, Gülden; Tamer, Yalçin

    2009-01-01

    Ascaris lumbricoides (A. lumbricoides) with which one billion people around the world is infected is also widely seen in Turkey. This case report presents an ascariasis infection which displayed typical radiological findings in Kocaeli, a non-endemic region of Turkey. The patient was admitted to hospital with symptoms of heavy abdominal pain, nausea-vomiting and weakness. The symptoms had started weakly three weeks earlier and the patient had applied to a private health care center. After a through examination with several appropriate tests including a barium small-bowel enema, a morphological finding similar to helminth was observed filling the lumen of the jejunum. When rectal swabs were examined A. lumbricoides oocytes were discovered. The patient was treated for two days with nasogastric drainage, piperazine (3.5 gr/day) in addition to a supportive therapy. The patient was surgically diagnosed to have a jejunal obstruction due to ascariasis.

  4. Investigation of in Vitro Anthelmintic activity of Azadirachta Indica Leaves

    Directory of Open Access Journals (Sweden)

    HAQUE RABIU

    2011-12-01

    Full Text Available The aqueous extract of Azadirachta Indica Leaves was investigated for anthelmintic activity using earthworms (Pheretima posthuma, tapeworms (Raillietina spiralis and roundworms (Ascaridiagalli. Various concentrations (10-70 mg/ml of plant extract were tested in the bioassay. Piperazine citrate (10 mg/ml was used as reference standard drug whereas distilled water as control. Determination of paralysis time and death time of the worms were recorded. Extract exhibited significant anthelmintic activity at the concentration of 40 mg/ml. The result shows that aqueous extract possesses vermicidal activity and found to be effective as an anthelmintic. Therefore, the anthelmintic activity of the aqueous extract of Azadirachta Indica Leaves has been reported

  5. INVESTIGATION OF IN VITRO ANTHELMINTIC ACTIVITY OF Clerodendron Inerme

    Directory of Open Access Journals (Sweden)

    Mondal Subhasish

    2010-12-01

    Full Text Available The aqueous extract of Clerodendron inerme leaves was investigated for anthelmintic activity using earthworms(Pheretima posthuma, tapeworms (Raillietina spiralis and roundworms (Ascaridia galli. Various concentrations (10-50 mg/ml of plant extract were tested in the bioassay. Piperazine citrate (10 mg/ml was used as reference standard drug whereas distilled water as control. Determination of paralysis time and death time of the worms were recorded. Extract exhibited significant anthelmintic activity at the concentration of 30 mg/ml. The result shows that aqueous extract possesses vermicidal activity and found to be effective as an anthelmintic. Therefore, the anthelmintic activity of the aqueous extract of Clerodendron inerme has been reported for the first time.

  6. A comparative study of the anthelmintic potential of Cleome Viscosa L. and Cleome Burmanni W. and A.

    Directory of Open Access Journals (Sweden)

    Lakshmi S Pillai

    2011-01-01

    Full Text Available Methanol, aqueous and chloroform extracts of Cleome viscosa and Cleome burmanni were tested for anthelmintic potential against the Indian earthworm Pheritima posthuma. Different concentrations of the extracts ranging from 50-2000 μg/ml were tested and results expressed as time required for paralysis and death of the worms. Piperazine citrate was used as a reference standard and DMSO (1% as the negative control. The methanol extracts of Cleome viscosa and Cleome burmanni exhibited significant anthelmintic activity. Methanol extract of Cleome viscosa at a concentration of 2000 μg/ml was detected to be the most effective treatment dose. Thin layer chromatography of methanol extracts of both plants revealed the presence of terpenoids.

  7. EVALUATION OF ANTHELMINTIC ACTIVITY OF PLUMBAGO ZEYLANICA LINN.

    Directory of Open Access Journals (Sweden)

    H.P. Desai*, M.D. Kapadia and A.R. Kharat

    2012-11-01

    Full Text Available Development of anthelmintic resistance and high cost of conventional anthelmintic drugs lead to the evaluation of medicinal plants which acts as an alternative source of anthelmintics. The present study has been undertaken to perform the evaluation of anthelmintic activity of Plumbago zeylanica belonging to family Plumbaginaceae. In the current study, experiments were conducted to evaluate the possible anthelminitic effects of various extracts of the roots of Plumbago zeylanica. Various concentrations (5, 10, 15, 20mg/ml of water and methanol extracts were tested and results were expressed in terms of time for paralysis and time for death of worms. Piperazine citrate was taken as a reference standard drug.The anthelmintic activity was observed by gradually increasing the dose of extract. Methanolic extract of Plumbago zeylenica showed higher activity as compared to water extract.

  8. PRELIMINARY PHYTOCHEMICAL INVESTIGATION AND ANTHELMINTIC ACTIVITY OF ACACIA SUMA (ROXB BARKS

    Directory of Open Access Journals (Sweden)

    Acharyya Suman

    2011-01-01

    Full Text Available The present work was conducted to investigate the preliminary phytochemical studies and anthelmintic activities on the bark of Acacia suma (Roxb. Family- Fabaceae against adult Indian earthworms, Pheretima posthuma. Various concentrations (5-25 mg/ml of each extract along with the reference samples (Piperazine citrate, Albendazole were subjected for anthelmintic activity study. The qualitative test revealed that the petroleum ether extracts contained only terpenoids but chloroform and hydroalcoholic (Methanol 70% v/v extracts exhibited the presence of carbohydrates, alkaloids, glycosides, flavonoids, tannins and saponins but amino acids and steroids were absent. All the extracts showed anthelmintic activity when compared with petroleum ether and chloroform extracts. The anthelmintic activity of hydroalcoholic extract was comparable with reference drugs.

  9. Controllable Assembly of Vanadium-Containing Polyoxoniobate-Based Three-Dimensional Organic-Inorganic Hybrid Compounds and Their Photocatalytic Properties.

    Science.gov (United States)

    Hu, Jufang; Wang, Yin; Zhang, Xinning; Chi, Yingnan; Yang, Song; Li, Jikun; Hu, Changwen

    2016-08-01

    The controllable synthesis of two vanadium-containing polyoxoniobate-based three-dimensional organic-inorganic hybrid compounds, [Co(pn)2]4[HPNb10V(IV)2O40(V(IV)O)4]·17H2O (1) and [Co(pn)2]5[PNb12O40(V(IV)O)6](OH)7·15H2O (2), where pn = 1,2-diaminopropane, is realized by changing the hydrothermal temperature or adding N-(aminoethyl)piperazine as an additive. Both compounds 1 and 2 are structurally characterized by single-crystal/powder X-ray diffraction and IR and X-ray photoelectron spectroscopy. Compound 1 features a new divanadium-substituted Keggin polyoxoniobate capped by four vanadyl groups, and the polyanion in 2 exhibits the highest coordination number (10-connected) in polyoxoniobate chemistry. Moreover, the photocatalytic activities of 1 and 2 for hydrogen evolution are preliminarily assessed.

  10. Synthesis of 5-oxyquinoline derivatives for reversal of multidrug resistance

    Directory of Open Access Journals (Sweden)

    Torsten Dittrich

    2012-10-01

    Full Text Available The inhibition of ABC (ATP binding cassette transporters is considered a powerful tool to reverse multidrug resistance. Zosuquidar featuring a difluorocyclopropyl-annulated dibenzosuberyl moiety has been found to be an inhibitor of the P-glycoprotein, one of the best-studied multidrug efflux pumps. Twelve 5-oxyisoquinoline derivatives, which are analogues of zosuquidar wherein the dibenzosuberyl-piperazine moiety is replaced by either a diarylaminopiperidine or a piperidone-derived acetal or thioacetal group, have been synthesized as pure enantiomers. Their inhibitory power has been evaluated for the bacterial multidrug-resistance ABC transporter LmrCD and fungal Pdr5. Four of the newly synthesized compounds reduced the transport activity to a higher degree than zosuquidar, being up to fourfold more efficient than the lead compound in the case of LmrCD and about two times better for Pdr5.

  11. Synthesis and Antimicrobial Activity of Some [1,2,4]-Triazole Derivatives

    Directory of Open Access Journals (Sweden)

    Bhimagouda S. Patil

    2013-01-01

    Full Text Available A series of novel [1,2,4]-triazolo piperidine (8, [1,2,4]-triazolo piperazine (9a-c, [1,2,4]-triazolo phenylether (10a-e, and [1,2,4]-triazolo aniline (11a-c derivatives have been synthesized. The chemical structures of the newly synthesized compounds were characterized by IR, 1H NMR, 13C NMR, and LCMS. The newly synthesized compounds were screened for antimicrobial activity. Among all the compounds tested, 11b (R4=4-MeO– showed the highest activity against Staphylococcus aureus and Escherichia coli, and 9a (R1 and R2=Cl showed the highest activity against Pseudomonas aeruginosa.

  12. Discovery of Selective Small Molecule ROMK Inhibitors as Potential New Mechanism Diuretics

    Science.gov (United States)

    2012-01-01

    The renal outer medullary potassium channel (ROMK or Kir1.1) is a putative drug target for a novel class of diuretics that could be used for the treatment of hypertension and edematous states such as heart failure. An internal high-throughput screening campaign identified 1,4-bis(4-nitrophenethyl)piperazine (5) as a potent ROMK inhibitor. It is worth noting that this compound was identified as a minor impurity in a screening hit that was responsible for all of the initially observed ROMK activity. Structure–activity studies resulted in analogues with improved rat pharmacokinetic properties and selectivity over the hERG channel, providing tool compounds that can be used for in vivo pharmacological assessment. The featured ROMK inhibitors were also selective against other members of the inward rectifier family of potassium channels. PMID:24900480

  13. Two New Alkaloids from Ganoderma cochlear%反柄紫芝中二个新生物碱

    Institute of Scientific and Technical Information of China (English)

    田磊; 王心龙; 王彦志; 程永现

    2015-01-01

    利用各种色谱技术从反柄紫芝中分离得到6个化合物,借助波谱学方法鉴定了它们的结构,分别为:ganocochlearine A(1)、ganocochlearine B(2)、2,3-dihydro-4(1H)-quinolone (3)、8-hydros-2,3-dihydro-4(1H)-quinolone(4)、fornicatin A(5)和(3S,6S)-3-[(1'S)-1-methylpropyl]-6-(phenyhmethyl)-piperazine-2,5-dione(6).其中化合物1和2为新生物碱.

  14. Asymmetric aminolytic kinetic resolution of racemic epoxides using recyclable chiral polymeric Co(III)-salen complexes: a protocol for total utilization of racemic epoxide in the synthesis of (R)-Naftopidil and (S)-Propranolol.

    Science.gov (United States)

    Kumar, Manish; Kureshy, Rukhsana I; Shah, Arpan K; Das, Anjan; Khan, Noor-ul H; Abdi, Sayed H R; Bajaj, Hari C

    2013-09-20

    Chiral polymeric Co(III) salen complexes with chiral ((R)/(S)-BINOL, diethyl tartrate) and achiral (piperazine and trigol) linkers with varying stereogenic centers were synthesized for the first time and used as catalysts for aminolytic kinetic resolution (AKR) of a variety of terminal epoxides and glycidyl ethers to get enantio-pure epoxides (ee, 99%) and N-protected β-amino alcohols (ee, 99%) with quantitative yield in 16 h at RT under optimized reaction conditions. This protocol was also used for the synthesis of two enantiomerically pure drug molecules (R)-Naftopidil (α1-blocker) and (S)-Propranolol (β-blocker) as a key step via AKR of single racemic naphthylglycidyl ether with Boc-protected isoproylamine with 100% epoxide utilization at 1 g level. The catalyst 1 was successfully recycled for a number of times.

  15. Synthesis, biological evaluation and docking of novel bisamidinohydrazones as non-peptide inhibitors of furin.

    Science.gov (United States)

    Kibirev, V K; Osadchuk, T V; Kozachenko, O P; Kholodovych, V; Fedoryak, D; Brovarets, V S

    2015-01-01

    A series of novel non-peptidicfurin inhibitors with values of inhibitory constants (Ki) in the range of 0.74-1.54 μM was obtained by interactions of aminoguanidine hydrocarbonate with three diaryldicarbalde- hydes. Correspondingly p-hydroquinone, piperazine and adipic acid were used as linkers between their ben- zene moieties. Docking studies of these new inhibitors into recently published 3D-structure of human furin (PDB code 4OMC) showed that they were able to interact with subsites S1 and S4 of the enzyme. The overall arrangement of bisamidinohydrazones into furin active site was similar to the position of the ligand co- crystallized with a protease. Observations obtained with molecular modeling allowed further guidance into chemical modifications of the synthesized inhibitors which improve their inhibitory activity.

  16. Adsorption, inhibition, and biotransformation of ciprofloxacin under aerobic conditions.

    Science.gov (United States)

    Liu, Zhanguang; Sun, Peizhe; Pavlostathis, Spyros G; Zhou, Xuefei; Zhang, Yalei

    2013-09-01

    The adsorption, inhibition, and biotransformation of the fluoroquinolone antibiotic ciprofloxacin (CIP) under aerobic conditions were investigated in this study. The maximum adsorption capacity and the Langmuir constant were 37.9 mg CIP/g VSS and 37 L/g, respectively. A glucose-fed aerobic culture was inhibited by CIP at 10mg/L or higher and the degree of inhibition increased with increasing CIP concentration. However, the microbial activity recovered to some extent with prolonged incubation under a semi-continuous feeding mode. A low extent of CIP biotransformation was observed in an aerobic, glucose-fed culture derived from poultry litter extract. LC/UV/MS analysis of the biotransformation product showed that only the piperazine ring was oxidized, while the antibiotic quinolone part of CIP was intact. Copyright © 2013 Elsevier Ltd. All rights reserved.

  17. Synthesis and Characterizaion of a New Inorganic-organic Sulfate Compound--Crystal Structure of [Ni(H2O)6][H2N(C2H4)2NH2](SO4)2

    Institute of Scientific and Technical Information of China (English)

    MENG He; XING Yan; FU Yun-long; SHI Zhan; PANG Wen-qin

    2004-01-01

    [Ni(H2O)6][H2N(C2H4)2NH2](SO4)2 is an inorganic-organic compound with a new open framework synthesized by hydrothermal method, and characterized by means of single-crystal diffraction and spectroscopic data. The compound crystallized in a monoclinic space group P21/n with a=1.29089(2) nm, b=1.06301(3) nm, c=1.33202(4) nm, β=114.0870(10)°, V=1.67127(8) nm3, Z=4, and was solved by using the direct method and the least-squares refinement converged at R=0.0214[I>2σ(I)]. The structure consists of isolated Ni(H2O)6 octahedra and SO4 tetrahedra, with both of them hydrogen-bonded to piperazine cations.

  18. Anthelmintic tests on Toxocara canis infection in mice.

    Science.gov (United States)

    Holt, P E; Clarkson, M J; Kerslake, M

    1981-04-04

    One hundred and forty mice were infected orally with 1000 embryonated Toxocara canis eggs. Groups of 10 mice were then treated with high doses of piperazine, mebendazole, oxfendazole, albendazole, fenbendazole and diethylcarbamazine for four days, either immediately after infection or three weeks after infection. The mice were killed three to six weeks after treatment and the number of larvae in the brains and muscles estimated and compared with those in untreated mice. Few larvae were recovered from the muscles of any of the mice, including the untreated controls, despite the use of a variety of recognised techniques. Large numbers of live larvae were recovered from the brains of the mice and there was no significant difference between the treated and untreated mice.

  19. Synthesis of New Fluorine Substituted Heterocyclic Nitrogen Systems Derived from p-Aminosalicylic Acid as Antimycobacterial Agents

    Directory of Open Access Journals (Sweden)

    Mohammed Saleh I. T. Makki

    2013-01-01

    Full Text Available Some new fluorine substituted heterocyclic nitrogen systems 2–17 have been synthesized from ring closure reactions of substituted p-amino salicylic acids (PAS. The Schiffs base of PAS was cyclized with chloroacetyl chloride and mercaptoacetic acid to give azetidinone 2, thiazolidinone 3, and spiro-fluoroindolothiazoline-dione 10. However, PAS when reacted directly with 4-fluorobenzoyl chloride and 5-oxazolinone yielded derivatives 4, 5, and 7. Aminomethylation of PAS using formaldehyde and piperidine or piperazine formed N-alkyl and N,N′-dialkyl derivatives (11 and 12 respectively upon fluorinated benzoylation gave compounds 13 and 14. Similarly, treatment of PAS with thiosemicarbazide 15 and subsequent cyclization with diethyl oxalate yielded the fluorinated heterocycle 17. The structures of the fluorinated heterocyclic systems have been established on the basis of elemental analysis, 1H NMR, 13C NMR, and MS spectral data. Some of the targets exhibited a high inhibition towards Mycobacterium strain with favorable log P values.

  20. Detection and quantification of 56 new psychoactive substances in whole blood and urine by LC-MS/MS.

    Science.gov (United States)

    Ambach, Lars; Redondo, Ana Hernández; König, Stefan; Angerer, Verena; Schürch, Stefan; Weinmann, Wolfgang

    2015-01-01

    New psychoactive substances (NPS) have become increasingly prevalent and are sold in internet shops as 'bath salts' or 'research chemicals' and comprehensive bioanalytical methods are needed for their detection. We developed and validated a method using LC and MS/MS to quantify 56 NPS in blood and urine, including amphetamine derivatives, 2C compounds, aminoindanes, cathinones, piperazines, tryptamines, dissociatives and others. Instrumentation included a Synergi Polar-RP column (Phenomenex) and a 3200 QTrap mass spectrometer (AB Sciex). Run time was 20 min. A novel method is presented for the unambiguous identification and quantification of 56 NPS in blood and urine samples in clinical and forensic cases, e.g., intoxications or driving under the influence of drugs.

  1. Marbofloxacin

    Directory of Open Access Journals (Sweden)

    Jin Shen

    2012-04-01

    Full Text Available In the title compound, [systematic name: 9-fluoro-2,3-dihydro-3-methyl-10-(4-methylpiperazin-1-yl-7-oxo-7H-pyrido[1,2,3-ij][1,2,4]benzoxadiazine-6-carboxylic acid], C17H19FN4O4, the carbonyl and carboxyl groups are coplanar with the quinoline ring, making a dihedral angle of 2.39 (2°. The piperazine ring adopts a chair conformation and the oxadiazinane ring displays an envelope conformation with the CH2 group at the flap displaced by 0.650 (2 Å from the plane through the other five atoms. The molecular structure exhibits an S(6 ring motif, owing to an intramolecular O—H...O hydrogen bond. In the crystal, weak C—H...F hydrogen bonds link molecules into layers parallel to the ab plane.

  2. Synthesis and biological evaluation of novel urea and thiourea derivatives of valacyclovir

    Directory of Open Access Journals (Sweden)

    Katla Ramana Venkata

    2014-01-01

    Full Text Available A series of novel urea and thiourea derivatives of valacyclovir were efficiently synthesized in high yields and evaluated their antiviral activity. 2-((6-Amino-4-oxo-4,5-dihydro-1H-imidazo[4,5-c]pyridin-1-ylmethoxyethyl-2-amino-3-ethylbutanoate (valacyclovir 1 is reacted with various aromatic isocyanates/thiocyanates 2 in the presence of N, N- dimethyl piperazine as a base in THF: pyridine (4:1 to obtain valacyclovir urea/thiourea derivatives 3(a-j. The structures of the title compounds 3(a-j were confirmed by IR, NMR (1H, 13C, mass spectral and elemental analysis. The newly synthesized compounds were screened for their antiviral activity against Tobacco mosaic virus (TMV and antioxidant activity was evaluated by DPPH, SOD and GST methods. The title compounds exhibited potent antiviral and good antioxidant activities.

  3. Hybridized and isosteric analogues of N1-acetyl-N4-dimethyl-piperazinium iodide (ADMP) and N1-phenyl-N4-dimethyl-piperazinium iodide (DMPP) with central nicotinic action.

    Science.gov (United States)

    Manetti, D; Bartolini, A; Borea, P A; Bellucci, C; Dei, S; Ghelardini, C; Gualtieri, F; Romanelli, M N; Scapecchi, S; Teodori, E; Varani, K

    1999-03-01

    A series of piperazine derivatives, obtained by hybridization of N1-acetyl-N4-dimethyl-piperazinium iodide (1, ADMP) and N1-phenyl-N4-dimethyl-piperazinium iodide (3, DMPP) or of the corresponding tertiary bases (2, 4) with arecoline (5) and arecolone (6) or by isosteric substitution of the phenyl ring of DMPP, has been synthesized. Hybridization afforded compounds that, both as tertiary bases and as iodomethylates, have no affinity for the nicotinic receptor. On the contrary, isosteric substitution gave compounds that maintain affinity for the receptor; among them, two tertiary bases (37, 38), show affinity in the nanomolar range for the nicotinic receptor. The pharmacological profile of these isomeric compounds is quite interesting as they present differences in their peripheral and central effects, suggesting that they interact with different subtypes of the nicotinic receptor.

  4. Design, synthesis and docking studies of novel 1,2-dihydro-4-hydroxy-2-oxoquinoline-3-carboxamide derivatives as a potential anti-proliferative agents.

    Science.gov (United States)

    Banu, Saleha; Bollu, Rajitha; Bantu, Rajashaker; Nagarapu, Lingaiah; Polepalli, Sowjanya; Jain, Nishant; Vangala, Radhika; Manga, Vijjulatha

    2017-01-05

    A new series of 4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxamide hybrids 8a-l have been designed and synthesized using peptide coupling agents with substituted N-phenyl piperazines and piperidines with good to excellent yields. The synthesized compounds were evaluated for their in vitro anti-proliferative activity against PANC 1, HeLa and MDA-MB-231. The compounds 8d, 8e, 8f, 8g, 8h and 8k exhibited considerable anti-proliferative activity with GI50 values ranging from 0.15 to 1.4 μM. The structure and anti-proliferative activity relationship was further supported by in silico molecular docking study of the active compounds against tubulin protein. Copyright © 2016 Elsevier Masson SAS. All rights reserved.

  5. Effect of putative efflux pump inhibitors and inducers on the antimicrobial susceptibility of Campylobacter jejuni and Campylobacter coli.

    Science.gov (United States)

    Hannula, Minna; Hänninen, Marja-Liisa

    2008-07-01

    The CmeABC efflux pump plays an important role in the antimicrobial resistance of Campylobacter jejuni and Campylobacter coli. The aim of this investigation was to study the effect of putative efflux pump inhibitors, phenyl-arginine-beta-naphthylamide (PAbetaN) and 1-(1-naphthylmethyl)-piperazine (NMP), as well as the effect of putative efflux pump inducers, sodium salicylate and sodium deoxycholate, on the MIC levels of erythromycin, ciprofloxacin, kanamycin, tetracycline and rifampicin for C. jejuni and C. coli. Our results indicated that susceptibility to erythromycin and rifampicin increased, respectively, 8- to 32- and 8- to 64-fold in the presence of PAbetaN and to a lesser extent in the presence of NMP. Salicylate produced a 2- to 4-fold increase in ciprofloxacin MIC values, whereas little effect was observed in the presence of deoxycholate.

  6. Catalytic Ugi-type condensation of α-isocyanoacetamide and chiral cyclic imine: access to asymmetric construction of several heterocycles.

    Science.gov (United States)

    Xia, Liang; Li, Sheng; Chen, Ruijiao; Liu, Kai; Chen, Xiaochuan

    2013-04-05

    Several novel heterocycles have been constructed asymmetrically on the basis of a catalytic Ugi-type condensation of α-isocyanoacetamide and chiral cyclic imine. The combination of phenylphosphilic acid and trifluoroethanol is exploited to promote an Ugi-type reaction with α-isocyanoacetamide for the first time. By means of this reaction, chiral 3-oxazolyl morpholin-2-one/piperazin-2-one derivatives are synthesized with high yields and excellent stereoselectivities. As electron-rich azadienes, these condensation products are further transformed to fused tricyclic frameworks by treatment with appropriate dienophiles such as maleic anhydride and unsaturated acyl chlorides via domino processes. Moreover, a one-pot, three-component synthesis of the chiral tricyclic frameworks from isocyanoacetamide, imine, and maleic anhydride is also feasible.

  7. Synthesis and Spectral Study of Novel Norfloxacin Derivatives

    Directory of Open Access Journals (Sweden)

    Pradeep Yadav

    2008-01-01

    Full Text Available Reaction of [1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl-quinolone-3-carboxylic acid (norfloxacin with thiazole / benzothiazole diazonium chloride to get new piperazine substituted norfloxacin derivative. These norfloxacin derivatives were further condensed with various β-diketone to get novel acid derivatives of 1-Ethyl-6-fluoro-4-oxo-7- [4 (thiazol-2-yldiazenyl-piperzin-1-yl]-1,4-dihydro-quinoline-3-carboxylic acid (6a-e and 7-(4-(benzo[d]thiazol-2-yldiazenylpiperazin-1-yl-1-ethyl-6-fluoro-4-oxo-1, 4-dihydroquinoline-3-carboxylic acid (6 f-j. Structures of these compounds were established on the basis of spectral studies viz. IR, 1H NMR etc.

  8. Thioxopyrimidine in Heterocyclic Synthesis I: Synthesis of Some Novel 6-(Heteroatom-substituted-(thiopyrimidine Derivatives

    Directory of Open Access Journals (Sweden)

    Yuh-Wen Ho

    2013-01-01

    Full Text Available A series of novel N-cycloalkanes, morpholine, piperazines, pyrazole, pyrimidine, benzimidazolo[1,2-a]pyrimidine, 1,2,3,4-tetrazolo[1,5-a]pyrimidine, azopyrazolo[1,5- a]pyrimidine, pyrimido[4', 5':3,4]pyrazolo[1,5-a]pyrimidines and pyridine derivatives incorporating a 5-cyano-4-methyl-2-phenyl-(thiopyrimidine moiety were obtained by the intramolecular cyclization of 6-methylthio-pyrimidine, 6-(benzoylmethylthio- pyrimidine and 2-[(5-cyano-4-methyl-2-phenylpyrimidin-6-ylthio]-3-dimethyl- amino-1-phenyl-prop-2-en-1-one with appropriate amines and enaminone compounds, respectively. The structure of all new synthesized compounds was established from their spectral data, elemental analysis and the X-ray crystal analysis.

  9. PHYTOCHEMICAL PROPERTIES AND ANTHELMINTIC ACTIVITY OF VIGNA UNGUICULATA LINN.

    Directory of Open Access Journals (Sweden)

    Maisale A B

    2012-04-01

    Full Text Available Vigna unguiculata Linn belonging to family Fabaceae are used traditionally as appetizer, diuretic, laxative, anthelmintic. Seeds are coarse powdered and exhaustively with hot solvent (Soxhlet extraction by ethanol and maceration with chloroform water I.P. Five concentrations (10-100 mg/ml of ethanolic and aqueous extracts were studied for anthelmentic activity by using Eudrilus euginiae earthworms. Both aqueous and ethanolic extracts showed paralysis and death of worms in concentration (10-100 mg/ml dependent manner. Alcoholic extract of Vigna unguiculata showed significant activity than aqueous extract. Piperazine citrate (10 mg/ml and distilled water were included in the assay as standard drug and control respectively. The result showed seeds of vigna unguiculata possessed potential anthelmintic activity. The seeds extract also showed presence of flavonoids, and glycosides by preliminary phytochemical investigations.

  10. Preparation of thin film nanofibrous composite NF membrane based on EDC/NHS modified PAN-AA nanofibrous substrate

    Science.gov (United States)

    Yang, Y.; Wang, X.; Hsiao, B. S.

    2016-07-01

    A novel kind of thin-film nanofibrous composite (TFNC) nanofiltration (NF) membranes consisting of a polyamide (PA) barrier layer were successfully fabricated by interfacial polymerization (IFP) based on electrospun double-layer nanofibrous substrates, which have an ultrathin poly (acrylonitrile-co-acrylic acid) (PAN-AA) nanofibrous layer as top layer and a thicker polyacrylonitrile (PAN) nanofiber layer as bottom porous support layer. Immersing PAN/PAN-AA nanofibrous substrates into 1-ethyl-(3-3-dimethylaminopropyl) carbodiimide hydrochloride/N-hydroxysuccinimide (EDC/NHS) aqueous solution and piperazine (PIP) aqueous solution (0.20 wt%) sequentially for a period of time, the carboxyl groups on PAN-AA nanofibers were activated by carbodiimide and then reacted with the amide groups. The as prepared composite membrane has an integrated structure with high rejection rate (98.0%); high permeate flux (40.4 L/m2h) for MgSO4 aqueous solution (2 g/L).

  11. Preparation and performance of novel thermal stable composite nanofiltration membrane

    Institute of Scientific and Technical Information of China (English)

    Chunrui WU; Shouhai ZHANG; Fajie YANG; Chun YAN; Xigao JIAN

    2008-01-01

    The novel thermal stable composite nanofiltra-tion membranes were prepared through the interfacial polymerization of piperazine and trimesoyl chloride on the poly (phthalazinone ether) ultrafiltration substrate. The effects of polymerization and testing conditions on membrane performance were studied. The surface morphologies of the substrate and the composite mem-branes were observed by means of scanning electron microscopy (SEM) and atomic force microscopy (AFM). The separation properties of membranes for dyes and salts were tested. The composite membranes show good ther-mal stability. The rejection for Na2SO4 was kept over 96%, 1.0 MPa and 80℃. When tested at 1.0 MPa and 60℃, the rejection of the composite membrane for dyes was kept at the rejection for NaCl was lower than 20%.

  12. 1-[4-(4-Chlorophenylpiperazin-1-yl]-3-(6-oxo-3,4-diphenyl-1,6-dihydropyridazin-1-ylpropan-1-one

    Directory of Open Access Journals (Sweden)

    Abdullah Aydın

    2012-09-01

    Full Text Available In the title compound, C29H27ClN4O2, the six-membered ring of the pyridazine group is nearly planar [maximum deviation = −0.062 (2 Å] and its mean plane makes dihedral angles of 43.05 (9, 44.71 (10 and 72.57 (9°, respectively, with the two phenyl and benzene rings. The piperazine ring has a chair conformation and its mean plane is almost perpendicular to the attached benzene ring, with a dihedral angle of 83.20 (16°. In the crystal, molecules are linked via two pairs of C—H...O interactions, which result in the formation of chains propagating along [10-1]. Neighbouring chains are linked via C—H...π interactions.

  13. Spectroscopic study of degradation products of ciprofloxacin, norfloxacin and lomefloxacin formed in ozonated wastewater.

    Science.gov (United States)

    Liu, Chen; Nanaboina, Venkateswarlu; Korshin, Gregory V; Jiang, Wenju

    2012-10-15

    This study addressed the formation and properties of degradation products of ciprofloxacin, norfloxacin and lomefloxacin formed during ozonation of secondary wastewater effluent containing these fluoroquinolone antibiotics. The generation of the degradation products was interpreted in the context of transformations of effluent organic matter (EfOM) tracked via absorbance measurements. The structures of 20 degradation products were elucidated for ciprofloxacin and norfloxacin, respectively. 27 degradation products were identified for lomefloxacin. The prevalent oxidation pathways were suggested based on the structures of the identified products formed in the absence and presence of the hydroxyl radical scavenger t-butanol. These pathways were largely similar for all studied fluoroquinolones and involved attacks on the piperazine ring and the quinolone structure. The quinolone ring remained intact in the presence of t-butanol thus indicating that this functional group could only be oxidized by OH radicals while the piperazine ring was readily oxidized by molecular ozone. The cleavage of the quinolone moiety that resulted in several identified degradation products occurred via the attack by hydroxyl radicals on the carbon-carbon double bond adjacent to the carboxylic acid group. Lomefloxacin had more diverse oxidation products due to the presence of a methyl group on its piperazinyl ring. The concentrations of the identified degradation products behaved non-monotonically as a function of ozone dose or treatment time, yet exhibited interpretable correlations versus changes of EfOM absorbance. Examination of these correlations allowed developing a novel approach for elucidating the transformations of fluoroquinolone antibiotics during ozonation. Copyright © 2012 Elsevier Ltd. All rights reserved.

  14. Simultaneous and group determination methods for designated substances by HPLC with multi-channel electrochemical detection and their application to real samples.

    Science.gov (United States)

    Min, Jun Zhe; Yamashita, Kazuhide; Toyo'oka, Toshimasa; Inagaki, Shinsuke; Higashi, Tatsuya; Kikura-Hanajiri, Ruri; Goda, Yukihiro

    2010-12-01

    Many psychotropic substances are illegally available on the streets and/or via the Internet. This wide distribution has become a serious social problem. To control this problem, many substances have been controlled as 'designated substances' (Shitei-Yakubutsu) in Japan since April 2007 by the Pharmaceutical Affairs Law, including tryptamines, phenethylamines and piperazines. In the present study, simultaneous determination methods using HPLC with multi-channel electrochemical detection (MECD) were developed for the designated substances. The proposed methods utilizing online electrochemical oxidation are the first report on the simultaneous determination of various designated substances. The methods involve direct determination and require no complicated pretreatments such as fluorescence labeling. The designated substances were separated by reversed-phase chromatography using a TSK-gel ODS-100V (4.6 × 250 mm, i.d., 3 µm) and gradient elution by a mixture of potassium phosphate buffer, methanol and acetonitrile. The total separation of 31 designated substances was successfully performed but required long chromatographic run times. Thus, the designated substances were divided into three groups: (1) tryptamines, (2) phenethylamines and (3) piperazines and others. They were then analyzed by HPLC-MECD as another separation method. The suitable applied voltages for each designated substance were determined based upon the hydrodynamic voltammogram. The limits of detection (signal-to-noise ratio of 3) of the designated substances for the most suitable voltages were in the range of 17.1 pg (5-MeO-MIPT) to 117 ng (indan-2-amine). The calibration curves based on the peak heights were linearly related to the amounts of the designated substances (R(2) > 0.999). Good accuracy and precision by intra-day assay and inter-day assay were also obtained using the present procedures. The proposed methods were applied to the analyses of the designated substance in several real

  15. Crystal engineered acid–base complexes with 2D and 3D hydrogen bonding systems using p-hydroxybenzoic acid as the building block

    Directory of Open Access Journals (Sweden)

    PU SU ZHAO

    2010-04-01

    Full Text Available p-Hydroxybenzoic acid (p-HOBA was selected as the building block for self-assembly with five bases, i.e., diethylamine, tert-butylamine, cyclohexylamine, imidazole and piperazine, and generation of the corresponding acid–base complexes 1–5. Crystal structure analyses suggest that proton-transfer from the carboxyl hydrogen to the nitrogen atom of the bases can be observed in 1–4, while only in 5 does a solvent water molecule co-exist with p--HOBA and piperazine. With the presence of O–H···O hydrogen bonds in 1–4, the deprotonated p-hydroxybenzoate anions (p-HOBAA– are simply connected each other in a head-to-tail motif to form one-dimensional (1D arrays, which are further extended to distinct two-dimensional (2D (for 1 and 4 and three-dimensional (3D (for 2 and 3 networks via N–H···O interactions. While in 5, neutral acid and base are combined pair-wise by O–H···N and N–H···O bonds to form a 1D tape and then the 1D tapes are sequentially combined by water molecules to create a 3D network. Some interlayer or intralayer C–H···O, C–H···p and p×××p interactions help to stabilize the supramolecular buildings. Melting point determination analyses indicate that the five acid–base complexes are not the ordinary superposition of the reactants and they are more stable than the original reactants.

  16. Design and evaluation of a solid sampler for the monitoring of airborne 1,6-hexamethylene diisocyanate (HDI) and its prepolymers in two-component spray painting.

    Science.gov (United States)

    Huynh, C K; Vu-Duc, T; Savolainen, H

    1992-03-01

    An active, solvent-free solid sampler was developed for the collection of 1,6-hexamethylene diisocyanate (HDI) aerosol and prepolymers. The sampler was made of a filter impregnated with 1-(2-methoxyphenyl)piperazine contained in a filter holder. Interferences with HDI were observed when a set of cellulose acetate filters and a polystyrene filter holder were used; a glass fiber filter and polypropylene filter cassette gave better results. The applicability of the sampling and analytical procedure was validated with a test chamber, constructed for the dynamic generation of HDI aerosol and prepolymers in commercial two-component spray paints (Desmodur N75) used in car refinishing. The particle size distribution, temporal stability, and spatial uniformity of the simulated aerosol were established in order to test the sampler. The monitoring of aerosol concentrations was conducted with the solid sampler paired to the reference impinger technique (impinger flasks contained 10 mL of 0.5 mg/mL 1-(2-methoxyphenyl)piperazine in toluene) under a controlled atmosphere in the test chamber. Analyses of derivatized HDI and prepolymers were carried out by using high-performance liquid chromatography and ultraviolet detection. The correlation between the solvent-free and the impinger techniques appeared fairly good (Y = 0.979X-0.161; R = 0.978), when the tests were conducted in the range of 0.1 to 10 times the threshold limit value (TLV) for HDI monomer and up to 60 micrograms/m3 (3 U.K. TLVs) for total -N=C=O groups.

  17. Design and evaluation of a solid sampler for the monitoring of airborne 1,6-hexamethylene diisocyanate (HDI) and its prepolymers in two-component spray painting

    Energy Technology Data Exchange (ETDEWEB)

    Huynh, C.K.; Vu-Duc, T.; Savolainen, H. (Institut Universitaire de Medecine et d' Hygiene du Travail, Universite de Lausanne, (Switzerland))

    1992-03-01

    An active, solvent-free solid sampler was developed for the collection of 1,6-hexamethylene diisocyanate (HDI) aerosol and prepolymers. The sampler was made of a filter impregnated with 1-(2-methoxyphenyl)piperazine contained in a filter holder. Interferences with HDI were observed when a set of cellulose acetate filters and a polystyrene filter holder were used; a glass fiber filter and polypropylene filter cassette gave better results. The applicability of the sampling and analytical procedure was validated with a test chamber, constructed for the dynamic generation of HDI aerosol and prepolymers in commercial two-component spray paints (Desmodur N75) used in car refinishing. The particle size distribution, temporal stability, and spatial uniformity of the simulated aerosol were established in order to test the sampler. The monitoring of aerosol concentrations was conducted with the solid sampler paired to the reference impinger technique (impinger flasks contained 10 mL of 0.5 mg/mL 1-(2-methoxyphenyl)piperazine in toluene) under a controlled atmosphere in the test chamber. Analyses of derivatized HDI and prepolymers were carried out by using high-performance liquid chromatography and ultraviolet detection. The correlation between the solvent-free and the impinger techniques appeared fairly good (Y = 0.979X-0.161; R = 0.978), when the tests were conducted in the range of 0.1 to 10 times the threshold limit value (TLV) for HDI monomer and up to 60 micrograms/m3 (3 U.K. TLVs) for total -N=C=O groups.

  18. Studies on the collision-induced dissociation of adipoR agonists after electrospray ionization and their implementation in sports drug testing.

    Science.gov (United States)

    Dib, Josef; Schlörer, Nils; Schänzer, Wilhelm; Thevis, Mario

    2015-02-01

    AdipoR agonists are small, orally active molecules capable of mimicking the protein adiponectin, which represents an adipokine with antidiabetic and antiatherogenic effects. Two adiponectin receptors were reported in the literature referred to as adipoR1 and adipoR2. Activation of these receptors stimulates mitochondrial biogenesis and results in an improved oxidative metabolism (via adipoR1) and increased insulin sensitivity (via adipoR2). Hence, adipoR agonists are potentially performance enhancing substances and targets of proactive and preventive anti-doping measures. In this study, two adipoR agonists termed AdipoRon and 112254 as well as two isotopically labeled internal standards (ISTDs) were synthesized in three-step reactions. The products were fully characterized by nuclear magnetic resonance spectroscopy (NMR), mass spectrometry (MS) and density functional theory (DFT) computation. Collision-induced dissociation pathways following electrospray ionization were suggested based on the determined elemental compositions of product ions, comparison to product ions derived from labeled analogs (ISTDs), H/D-exchange experiments and the results of DFT calculations. The most abundant product ions were found at m/z 174, tentatively assigned to protonated 1-benzyl-1,2,3,4-tetrahydropyridine for AdipoRon, and m/z 207, suggested as protonated 1-(4-methoxybenzyl)piperazine, for 112254. Notably, the loss of the heterocyclic ring (i.e. piperazine and piperidine, respectively) in a supposedly intramolecular elimination reaction was observed in both cases. A qualitative determination of both AdipoR agonists in human plasma was established and fully validated for doping control purposes. Validation items such as recovery (86-89%), specificity, linearity, lower limit of detection (1 ng/ml), intraday (3-18%) and interday (5-16%) precision as well as ion suppression or enhancement were determined. Based on these findings adipoR agonists can be implemented in sports drug

  19. Structural identification of imatinib cyanide adducts by mass spectrometry and elucidation of bioactivation pathway.

    Science.gov (United States)

    Li, Austin C; Yu, Erya; Ring, Steven C; Chovan, James P

    2014-01-15

    Recent publications have reported that imatinib forms cyanide and methoxylamine adducts in vitro but without detail structural identification. The current work reports the identification of seven cyanide adducts that elucidate the bioactivation pathways and may provide hints for observed clinical adverse effects of the drug. Imatinib was incubated with human liver microsomal proteins in the presence of a NADPH-regeneration system and the trapping agents reduced GSH, potassium cyanide and methoxylamine. Samples were analyzed by high-performance liquid chromatography (HPLC) coupled with a LTQ-Orbitrap data collection system. Chemical structures were determined and/or postulated based on data-dependent high-resolution tandem mass spectrometric (MS(n)) exact mass measurements in both positive and negative scan modes, as well as in combination with hydrogen-deuterium exchange (HDX). GSH and methoxylamine conjugates were either not detected or were in insufficient quantities for characterization. However, seven cyanide conjugates were identified, indicating that the piperazine and p-toluidine partial structures in imatinib can become bioactivated and subsequently trapped by the nucleophile cyanide ion. The reactive intermediates were postulated as imine and imine-carbonyl conjugate (α,β-unsaturated) structures on the piperazine ring, and imine-methide on the p-toluidine partial structure. Chemical structures of seven cyanide adducts of imatinib have been identified or proposed based on high-resolution MS/MS data. Mechanisms for the formation of the conjugates were also proposed. The findings may help to understand the mechanism of hepatotoxicity of imatinib in humans. Copyright © 2013 John Wiley & Sons, Ltd.

  20. Effects of 5-HT1A receptor agonists and L-5-HTP in Montgomery's conflict test.

    Science.gov (United States)

    Söderpalm, B; Hjorth, S; Engel, J A

    1989-01-01

    The effects of the pyrimidinyl-piperazines buspirone, gepirone, ipsapirone and their common metabolite 1-(2-pyrimidinyl)-piperazine (PmP) as well as of 8-hydroxy-2-(di-n-propylamino)tetralin (8-OH-DPAT) and L-5-hydroxytryptophan (L-5-HTP) were investigated in Montgomery's conflict test--an animal anxiety model based on the animal's inborn urge to explore a new environment and its simultaneous fear of elevated, open spaces. Subcutaneous buspirone (32-128 nmol/kg), gepirone (32-128 nmol/kg), ipsapirone (32-512 nmol/kg) and 8-OH-DPAT (50-200 nmol/kg), as well as intraperitoneal L-5-HTP (56 mumol/kg) produced anxiolytic-like effects. However, at higher doses the magnitude of these effects decreased and overall the dose-response curves displayed inverted U-shapes. The highest doses (2048 nmol/kg) of buspirone and of gepirone even decreased responding below control levels, possibly in part due to concomitant sedation/motor impairment. After L-5-HTP (448 mumol/kg) and PmP (512 nmol/kg) anxiogenic-like effects were observed. The results indicate that anxiolytic- and anxiogenic-like effects of drugs affecting central serotonergic neurotransmission can be obtained in a sensitive rat anxiety model which neither involves consummatory behavior nor punishment. The anxiolytic-like effects of these compounds may be due to their 5-HT1A agonistic properties. Moreover, the present data may provide support for a possible reciprocal association of presynaptic 5-HT1A receptors vs. postsynaptic 5-HT1A as well as 5-HT2 receptors with regard to anxiety.