Synthesis and structure-activity relationships of benzo[b]thienylallylamine antimycotics

Benzo[b]thiophene analogues of the allylamine antimycotic terbinafine bearing the side chain at various positions and optionally substituted by halogen have been prepared and their antifungal activity studied. Compounds containing the allylamine side chain at position 7, with a further substituent at position 3, showed significantly enhanced activity agains Candida albicans, an effect which appears to be specifically linked only to this particular substitution pattern. 3-Chloro-7-benzo[b]thienyl derivative was found to be the most potent allylamine antimycotic identified so far