Synthesis and Biological Evaluation of Some Mannich Bases of Benzothiazolyl Oxadiazoles

Abstract

A new series of 2-(5'-mercapto-4'-substituted methylamino-1',3',4'- oxadiazole-2'-yl)benzothiazoles (4) were synthesized and evaluated for their antimicrobial and pharmacological activity. 2-(5'-Mercapto-4'-substituted methylamino-1',3',4'-oxadiazole-2'-yl) benzothiazoles (4) were synthesized from 5'-(1,3-benzothiazole-2-yl)-1',3',4'-oxadiazole-2-(3H)- thione (3) upon treating with formaldehyde and substituted amines by fallowing Mannich reaction condition. 5'-(1,3-Benzothiazole-2-yl)- 1',3',4'-oxadiazole-2'-(3H)-thione (3) was prepared in single step from 1,3-benzothiazole-2-carboxyhydrazide (2) upon reaction with carbon disulphide in the presence of potassium hydroxide in ethanolic medium. 2-(5'-Mercapto-4'-substituted methylamino-1',3',4'-oxadiazole-2'-yl)- benzothiazoles (4a1-a10) were screened for their antibacterial, antiinflammatory and analgesic activity. The synthesized compounds exhibited good analgesic activity compared to standard drug.