Rösicke, F.; Sun, G.; Neubert, T.; Janietz, S.; Hinrichs, K.; Rappich, J.
Au surfaces are functionalized by aminobenzene (AB) and 2-aminotoluene (AT) using the electrochemical reduction of diazotized 1,4-diaminobenzene and 2,5-diaminotoluene. The IR spectroscopic measurements reveal the successful modification of Au surfaces by AB and AT. Both types of layers show similar thicknesses as obtained by microgravimetric measurements via electrochemical quartz crystal microbalance (EQCM). However, the faradaic efficiency for the grafting of AT onto an EQCM-Au sensor was 6% compared to 41% for the grafting of AB. This behavior points to a steric hindrance during the binding of AT to the EQCM surface induced by the additional methyl group present in the toluene derivative. The AB and AT functionalized surfaces have been further modified by the amidation reaction of EDC/NHS activated 4-nitrobenzoic acid. This model system reveals that the amidation reaction is slightly hindered in case of the AT layer due to the presence of the methyl group close to the amino group. This behavior leads to a four times less amount of amide bonds at the AT compared to AB modified Au surfaces as obtained from IR spectroscopic measurements.
Full Text Available The title compound, C22H22N2, was prepared by the reaction of 4-aminotoluene with sodium carbonate, sodium hydroxide and potassium permanganate. The molecule is disposed about a crystallographic inversion centre with one half-molecule comprising the asymmetric unit. The dihedral angle between the terminal and central benzene rings is 88.05 (1°. The crystal packing is stabilized by van der Waals forces.
Ovchinnikova, L P; Bogdanova, L A; Kaledin, V I
Pentachlorophenol (aromatic amine and azo stain metabolic stimulation inhibitor) reduced the hepatocarcinogenic activity of 4-aminoazobenzene and reduced that of ortho-aminoazotoluene in suckling mice. Both 4-aminoazobenzene and ortho-aminoazotoluene exhibited mutagenic activity in Ames' test in vitro on S. typhimurium TA 98 strain with activation with liver enzymes; this mutagenic activity was similarly suppressed by adding pentachlorophenol into activation medium. Induction of xenobiotic metabolism enzymes, stimulating the mutagenic activity of ortho-aminoazotoluene, suppressed its carcinogenic effect on mouse liver. Hence, ortho-aminotoluene (the initial compound), but not its mutagenic metabolites, was the direct active hepatocarcinogen for mice.
王建华; 郭晓宇; 任畅; 渠弼
Objective:To search for compounds of Schiff base which have both vanillin's bioactivity and Schiff bases. They could be used as sedative,antiepileptic and anticancer drugs. Methods:Tetra-o-acetyl-α-D-vanillin-glucoside was synthesized by acetylation and bromination and other steps with glucose and vanillin. It was reacted with p-aminotoluene. Result: Compound V was obtained and the structure of it was identified by PE 2400、IR、1 HNMR. Conclusion:Schiff base can be synthesized by structure reformation and modification on vanillin based on Combination Principle of Medicine .%目的：香草醛( vanillin)是一种重要的天然产物，具有镇静、催眠、止痛、抗癫痫等生物活性，希夫碱是具有抗炎、杀菌作用的亚胺类化合物。此项研究的目的就是要找到兼有香草醛的活性和希夫碱功效的化合物，筛选具有镇静、抗癫痫、抗癌的药物。方法：以葡萄糖、香草醛为原料经过乙酰化，溴代等步骤合成了中间体四乙酰葡萄糖香草醛苷，然后与对甲苯胺反应。结果：合成了目标化合物V。结论：对目标化合物V用元素分析( PE 2400)、红外光谱(IR)、核磁共振氢谱(1 HNMR)、进行结构表征，分析证实所合成的化合物与预期结构一致。
李勇; 林红卫; 朱士龙; 陈迪钊; 欧阳玉祝
Sinomenine-azo-toluene has been synthesized using hydrochloric sinomenine and p-aminotoluene as material by diazotizing and coupling reaction. Sinomenine-azo-toluene was named l-(p-toluene azo)-7,8-didehydro-4-hydroxy-3,7-dim-ethoxy-17-methylmorphinan-6-one by the systematic nomenclature. The effects of raw material ratio, reaction temperature , reaction time and pH on the yield of product were investigated. The experimental results showed that under the condition of raw material ratio, reaction temperature,reaction time and pH being 1.1:1 ( mol/mol) ,0 ～ 5 ℃ ,7 and 4 h relatively, the yield and the purity of Sinomenine-azo-toluene could reach to 76. 57% and 96. 25% . The structure of product was confirmed by UV,IR, 1HNMR and MS characterization.%以盐酸青藤碱和对甲苯胺为原料,通过重氮化、偶合反应制得青藤碱偶氮甲苯,即1-(对甲苯偶氮基)-7,8-二去氢-4-羟基-3,7-二甲氧基-17-甲基-9α,13α,14α-吗啡烷-6-酮,考察了原料配比、反应温度、反应时间和pH对产物收率的影响.实验结果表明:在原料配比n(盐酸青藤碱)∶n(对甲苯胺)为1.1∶1( mol/mol),温度为0～5℃,pH为7,反应时间4h条件下,产物的总收率76.57％,纯度96.25％.产物经UV、IR、1HNMR和MS表征为目标产物.