作为潜在驱虫剂的苯并咪唑哌嗪衍生物。第1部分：5-（4-取代哌嗪-1-基）苯并咪唑-2-氨基甲酸甲酯的合成与活性

Piperazine derivatives of benzimidazole as potential anthelmintics. Part 1: Synthesis and activity of methyl-5-(4-substituted piperazin-1-yl)benzimidazole-2-carbamates.

作者信息

Sánchez-Alonso R M, Raviña E, Santana L, García-Mera G, Sanmartín M, Baltar P

机构信息

Department of Organic Chemistry, University of Santiago de Compostela, Spain.

出版信息

Pharmazie. 1989 Sep;44(9):606-7.

PMID:2608706

Abstract

A series of 5-(4-substituted piperazin-1-yl)-2-nitroanilines (4) and 5-(4-substituted piperazin-1-yl)benzimidazole-2-carbamates (6) has been synthesized starting from 5-chloro-2-nitroaniline (3) and N-monosubstituted piperazines. Catalytic reduction of 4 with Pd/C followed by treatment with 1,3-dicarbomethoxy-S-methylisothiourea yielded the corresponding methyl-5-(4-substituted piperazin-1-yl)benzimidazole-2-carbamates (6) which were for anthelmintic activity against experimental infections of Trichinella spiralis.

摘要

以5-氯-2-硝基苯胺（3）和N-单取代哌嗪为原料，合成了一系列5-（4-取代哌嗪-1-基）-2-硝基苯胺（4）和5-（4-取代哌嗪-1-基）苯并咪唑-2-氨基甲酸酯（6）。用钯/碳对4进行催化还原，然后用1,3-二羰基甲氧基-S-甲基异硫脲处理，得到相应的5-（4-取代哌嗪-1-基）苯并咪唑-2-氨基甲酸甲酯（6），其对旋毛虫实验感染具有驱虫活性。