Medicinal Chemistry

Nickel Catalyzed Synthesis of N-aryl and N-heteroaryl Substituted Benzene Sulphonamides and their Biological Activity Evaluation

Abstract

Ugwu David I, Okoro Uchechukwu C and Chukwurah Thompson D

The synthesis of various N-aryl and N-heteroaryl substituted benzene sulphonamide 4a-e is reported. The intermediate benzene sulphonamide 2 was obtained by the reaction of benzene sulphonyl chloride 1 with ammonium hydroxide. The coupling reaction of the benzene sulphonamide 2 with various aryl halides and heteroaryl halides 3a-e via tandem catalysis gave the N-aryl and N-heteroaryl benzene sulphonamide derivatives 4a-e. The compounds were characterized using FTIR, 1HNMR and 13CNMR. These sulphonamides 2 and 4a-e were tested for antibacterial activities against Staphylococcus aureus, Enterococcus faecalis, Salmonella typhi, Klebsiella pneumonia, Pseudomonas aeruginosa, and Escherichia coli. The antifungal activities were tested against Candida albican and Aspergillus niger using Agar cup diffusion technique. Some of the tested compounds showed significant antimicrobial activities with improved potency after arylation, though none of the sulphonamides was as active as standard tetracycline and ketoconazole for antibacterial and antifungal activities respectively.