Design and synthesis of some thiazolo[3,2-a]benzimidazole quaternary salts of potential antidiabetic

Document Type : Original Article

Authors

Department of Pharmaceutial Organic Chemistry, Faculty of Pharmacy, University of Assiut, Assiut 71526, Egypt

Abstract

The present work reports on the synthesis and preliminary pharmacol. investigation of new 3-​aryl-​6,​7-​dimethyl-​9-​substituted thiazolo[3,​2-​a]​benzimidazolium salts.  These derivs. were synthesized by reacting the 3-​aryl-​6,​7-​dimethylthiazolo[3,​2-​a]​benzimidazoles with the appropriate quaternizing agent.  The latter compds. were, in turn prepd. by cyclodehydration of 5,​6-​dimethyl-​2-​(phenacylthio)​benzimidazoles in polyphosphoric acid (PPA)​.  The latter derivs. were obtained by the reaction of 5,​6-​dimethylbenzimidazole-​2-​thione with the appropriate phenacyl bromide.  Some of the tested compds. have shown a pronounced hypoglycemic activity.  The results do permit the assignment of compds. having N9-​phenacyl entity as promising antidiabetic agents.