Kumar S, Seth M, Bhaduri A P, Visen P K, Misra A, Gupta S, Fatima N, Katiyar J C, Chatterjee R K, Sen A B
J Med Chem. 1984 Aug;27(8):1083-9. doi: 10.1021/jm00374a025.
A number of alkyl 5(6)-(substituted-carbamoyl)- and 5(6)-(disubstituted-carbamoyl)benzimidazole-2-carbamates and related compounds have been synthesized, and their anthelmintic activity against various intestinal helminths of experimental animals have been evaluated. A large percentage of the compounds synthesized showed noteworthy activity against Ancylostoma ceylanicum and at higher doses against Hymenolepsis nana infections. Compared to the alkyl 5(6)-(substituted-carbamoyl)benzimidazole-2-carbamates, the disubstituted carbamoyl analogues were found to exhibit better anthelmintic activity. The most active compound of the series, namely, methyl 5(6)-[(N-2-pyridylpiperazino)carbamoyl]benzimidazole-2-carbamate (90), has been screened against intestinal helminths in higher animals and as a micro- and macrofilaricidal agent. Compound 90 has been identified as a broad-spectrum anthelmintic agent. Compound 90 has been identified as a broad-spectrum anthelmintic in view of its efficacy against A. ceylanicum (hamsters and dogs), H. nana (rats), Nippostrongylus brasiliensis (rats), Syphacia obvelata (mice), A. tubaeformis (cat), Toxocara spp. (cat), and Litomosoides carinii (cotton rat).
已合成了多种5(6)-(取代氨基甲酰基)-和5(6)-(二取代氨基甲酰基)苯并咪唑-2-氨基甲酸烷基酯及相关化合物，并评估了它们对实验动物各种肠道蠕虫的驱虫活性。所合成的化合物中有很大比例对锡兰钩虫显示出显著活性，在较高剂量时对微小膜壳绦虫感染也有活性。与5(6)-(取代氨基甲酰基)苯并咪唑-2-氨基甲酸烷基酯相比，发现二取代氨基甲酰类似物表现出更好的驱虫活性。该系列中最具活性的化合物，即5(6)-[(N-2-吡啶基哌嗪基)氨基甲酰基]苯并咪唑-2-氨基甲酸甲酯(90)，已在高等动物中针对肠道蠕虫进行了筛选，并作为一种微丝蚴和大丝蚴杀虫剂进行了测试。化合物90已被鉴定为一种广谱驱虫剂。鉴于化合物90对锡兰钩虫(仓鼠和狗)、微小膜壳绦虫(大鼠)、巴西日圆线虫(大鼠)、管形艾美耳球虫(小鼠)、管状蛔虫(猫)、弓首蛔虫属(猫)和卡里尼丝虫(棉鼠)具有疗效，它已被鉴定为一种广谱驱虫剂。
