SYNTHESIS AND ANTICANDIDAL AND ANTIBACTERIAL ACTIVITIES OF 5-CHLORO-1-ETHYL-2-METHYL-N-PHENYL-1H-IMIDAZOLE-4-SULPHONAMIDE AND 5-CHLORO-N-(3-CHLOROPHENYL)-1-ETHYL-2-METHYL-1H-IMIDAZOLE-4-SULPHONAMIDE

Abstract

5-Chloro-1-ethyl-2-methyl-N-phenyl-1H-imidazole-4-sulphonamide and 5-chloro-N-(3-chlorophen- yl)-1-ethyl-2-methyl-1H-imidazole-4-sulphonamide were synthesised and screened for antifungal activity against Candida albicans and some bacteria. Sodium carbonate solution (10%) was used to catalyse the reaction of 5-chloro-1-ethyl-2-methylimidazole-4-sulphonyl chloride with aniline and 3-chloroaniline and to absorb HCl generated in high yields. The purity of the two sulphonamides was tested by TLC and characterised by FT-IR, 1H-NMR, and 13C-NMR and screened against tested microorganisms using the standard microbiological method. The in vitro anticandidal study of the compounds revealed that 5-chloro-N-(3-chlorophenyl)-1-ethyl-2-methyl-1H-imidazole-4-sulphonamide exhibited moderate activities in comparison with standard itraconazole. The compounds did not show antibacterial activities when screened against Gram-positive (methicillin-susceptible Staphylococcus aureus, methicillin-resistant Staphylococcus aureus, and Bacillus subtilis), and Gram-negative (Pseudomonas aeruginosa, Escherichia coli, and Klebsiella pneumoniae).