1,4-二取代苯基-5-氨基-1,2,3-三唑的合成及生物活性测定

Synthesis and biological activity of 1,4-disubstituted phenyl-5-amino-1,2,3-triazole

本文以4-取代苯胺为原料,经重氮化、叠氮化合成得到4-取代叠氮苯中间体,再与对甲基苯乙腈闭环反应得到5种1,4-二取代苯基-5-氨基-1,2,3-三唑目标化合物,并利用IR、1H NMR、13C NMR进行结构表征.然后对目标化合物进行了抑菌活性测试,测试结果表明,当目标化合物质量浓度为0.01%时,对M.a、E.c.、S.a.具有明显的抑菌效果.构效关系研究发现,三唑环1位苯环上有卤原子取代时抑菌效果高于无取代及甲基取代.

By diazotization and azidation of 4-substituted aniline, 4-substituted azidobenzene was synthesized. Moreover, the above intermediates reacted with 4-methylphenylacetonitrile to gain the products of 5 novel 1,4-disubstituted phenyl-5- amino- 1,2,3-triazole compounds. The structures of target compounds have been characterized by 1H NMR, 13C NMR and IR. The preliminary biological tests of all synthesized compounds were investigated. The antibacterial activity showed that they had antibactenal actility against M. a,E. c ,S. a. at the 0.01% mass concentration. The study of structure - activity relation- ship showed that the biological activity of some target compounds with substituted groups like C1, Br in aromatic ring are better than those without substituents, and higher than the corresponding methyl substitutes.