Habib N S, Soliman R, Ashour F A, el-Taiebi M
Pharmaceutical Chemistry Department, Faculty of Pharmacy, University of Alexandria, Egypt.
Pharmazie. 1997 Nov;52(11):844-7.
Three novel series of benzimidazole derivatives namely 6-substituted 3-[1-(2-alkyl-1 H-benzimidazolyl)methyl]-1,2,4-triazolo[3,4-b][1,3,4] thiadiazoles 5a-h, 6-substituted 3-[1-(2-alkyl-1H-benzimidazolyl)methyl]-7H-1,2,4 -triazolo[3,4-b]-[1,3,4]thiadiazines 6a-j and 6-thioxo-3-[1-(2-alkyl-1H-benzimidazolyl)methyl]-5,6-dihydro-1,2,4 -triazolo[3,4-b][1,3,4]-thiadiazoles 7a, b have been prepared by cyclization of the key intermediate 1-[(4-amino-5-mercapto-4 H-1,2,4-triazol-3-yl)methyl]-2-alkyl-1 H-benzimidazoles 3a, b. Furthermore, 1-[(4-arylideneamino-5-mercapto- 4H-1,2,4-triazol-3-yl)-methyl]-2-alkyl- 1 H-benzimidazoles 4a-h have been prepared and some of them were cyclized to 6-substituted 3-[1-(2-alkyl-1H-benzimidazolyl)methyl]-1,2,4-triazolo [3,4-b][1,3,4]thiadiazoles 5d, h using thionyl chloride. The prepared compounds were tested for antimicrobial activity in vitro; they showed moderate activity.
通过关键中间体1-[(4-氨基-5-巯基-4H-1,2,4-三唑-3-基)甲基]-2-烷基-1H-苯并咪唑3a、b的环化反应，制备了三个新型苯并咪唑衍生物系列，即6-取代的3-[1-(2-烷基-1H-苯并咪唑基)甲基]-1,2,4-三唑并[3,4-b][1,3,4]噻二唑5a-h、6-取代的3-[1-(2-烷基-1H-苯并咪唑基)甲基]-7H-1,2,4-三唑并[3,4-b]-[1,3,4]噻二嗪6a-j和6-硫代-3-[1-(2-烷基-1H-苯并咪唑基)甲基]-5,6-二氢-1,2,4-三唑并[3,4-b][1,3,4]-噻二唑7a、b。此外，还制备了1-[(4-亚芳基氨基-5-巯基-4H-1,2,4-三唑-3-基)甲基]-2-烷基-1H-苯并咪唑4a-h，其中一些用亚硫酰氯环化生成6-取代的3-[1-(2-烷基-1H-苯并咪唑基)甲基]-1,2,4-三唑并[3,4-b][1,3,4]噻二唑5d、h。对所制备的化合物进行了体外抗菌活性测试；它们表现出中等活性。
