Synthesis, Anti–HIV, and Antifungal Activity of New Benzensulfonamides Bearing the 2,5-Disubstituted-1,3,4-Oxadiazole Moiety

Abstract

A series of novel chiral and achiral N-[1-(1,3,4-oxadiazol-2ylthio)alkyl]-4-methyl/chloro/methoxybenzenesulfonamides 5a–l were prepared by the reaction of 4-(4-methyl, chloro, methoxyphenylsulfonamido)alkyl carboxylic acid hydrazides 4a–l with CS2 and KOH. Another series of new secondary benzenesulfonamides 10a–j and bis-benzenesulfonamides 11a–j have been synthesized by a new approach using Et3N and dimethylaminopyridine. All synthesized compounds were characterized by physical, microanalytical, and spectral data. Some of the synthesized compounds were screened in vitro for their anti–HIV and antifungal activities.