3-(4-哌嗪-1-苯基)-6-取代-s-三唑并[3,4-b][1,3,4]噻二唑盐酸盐的合成及抗菌活性  

Synthesis and antibacterial activity of 3-(4-piperazin-1-yl-phenyl)-s-triazolo[3,4-b][1,3,4] thiadiazole hydrochlorides

作　　者：胡国强[1] 孙茂峰[1] 谢松强[1] 黄文龙[2] 张惠斌[2] 

机构地区：[1]河南大学药物研究所,河南开封475001 [2]中国药科大学新药中心,江苏南京210009

出　　处：《药学学报》2007年第1期54-57,共4页Acta Pharmaceutica Sinica

基　　金：国家自然科学基金资助项目(30070861);河南大学科研基金资助项目(04ZDZR009).

摘　　要：为了研究水溶性稠杂环化合物的合成方法及抗菌活性,本研究采用3-(4-氯苯基)-6-取代-s-三唑并[3,4-b][1,3,4]噻二唑(2a^n)在相转移催化剂TBAI作用下与哌嗪发生亲核取代,再与盐酸成盐制备了3-(4-哌嗪-1-苯基)-6-取代-s-三唑[3,4-b][1,3,4]噻二唑盐酸盐(3a^n)。用试管二倍稀释法研究了新化合物的体外抗菌活性。结果表明,合成的28个新化合物极性碱性哌嗪基的引入可提高化合物的抗菌活性。该类稠杂环化合物的结构有待进一步优化。To study the synthetic method and antibacterial activity of water-soluble fused heterocyclic compounds containing piperazine group, the nucleophilic substitution of 3-（4-chlorophenyl）-6-substituteds-triazolo- [ 3,4-b ] [ 1,3,4 ] thiadiazoles （2a - n） with piperazine in the presence of phase transfer catalyst TBAI afforded 3-（4-piperazin-1 -yl-phenyl） -6-substituted-s-triazolo [ 3,4-b ] [ 1,3,4 ] thiadiazole and then followed by acid treatment afforded 3- （ 4-piperazin-1 -yl-phenyl ） -6-substituted-s-triazolo [ 3,4-b ] [ 1,3,4 ] thiadiazole hydrochlorides （3a- n）. Twenty-eight new compounds were synthesized and their structures were confirmed by IR, i H NMR, MS and element analysis. The in vitro antibacterial activities of all newly synthesized compounds were tested against Gram positive bacteria and Gram negative bacteria with the standard 2-fold agar dilution method. Fourteen title compounds exhibited potential antibacterial activities in vitro. The structures of these compounds needed to be further optimized.

关 键 词：相转移催化剂 均三唑并噻二唑 抗菌活性 

分 类 号：R916.2[医药卫生—药学]