Dubey R, Abuzar S, Sharma S, Chatterjee R K, Katiyar J C
J Med Chem. 1985 Nov;28(11):1748-50. doi: 10.1021/jm00149a036.
The synthesis of alkyl 5(6)-(benzimidazol-2-ylcarbamoyl)benzimidazole-2-carbamates (6, 7), and alkyl 5(6)-(4-substituted piperazin-1-yl)benzimidazole-2-carbamates (31-40) has been carried out. When the compounds were tested for their anthelmintic activity against Ancylostoma ceylanicum in hamsters, Hymenolepis nana in rats, Litomosoides carinii in cotton rats, and Dipetalonema viteae in Mastomys natalensis, methyl 5(6)-(4-benzoylpiperazin-1-yl)benzimidazole-2-carbamate (31), methyl 5(6)-[4-(2-furoyl)piperazin-1-yl]benzimidazole-2-carbamate and methyl 5(6)-[4-[(diethylamino)carbonyl]piperazin-1-yl]benzimidazole- -2-carbamate (36) showed 100% elimination of tapeworms H. nana at three oral doses of 100-250 mg/kg. Compounds 34 and 36 also killed the microfilariae and adult worms of L. carinii in cotton rats at an intraperitoneal dose of 30 mg/kg given for 5 days.
5(6)-(苯并咪唑-2-基氨基甲酰基)苯并咪唑-2-氨基甲酸烷基酯(6,7)以及5(6)-(4-取代哌嗪-1-基)苯并咪唑-2-氨基甲酸烷基酯(31 - 40)已被合成。当测试这些化合物对仓鼠体内的锡兰钩虫、大鼠体内的微小膜壳绦虫、棉鼠体内的卡里尼丝虫以及南非多乳鼠体内的魏氏棘唇线虫的驱虫活性时，5(6)-(4-苯甲酰基哌嗪-1-基)苯并咪唑-2-氨基甲酸甲酯(31)、5(6)-[4-(2-呋喃甲酰基)哌嗪-1-基]苯并咪唑-2-氨基甲酸甲酯以及5(6)-[4-[(二乙氨基)羰基]哌嗪-1-基]苯并咪唑-2-氨基甲酸甲酯(36)在100 - 250 mg/kg的三个口服剂量下显示出对微小膜壳绦虫100%的驱杀效果。化合物34和36在以30 mg/kg的腹腔注射剂量给药5天时，也杀死了棉鼠体内的卡里尼丝虫微丝蚴和成虫。
