SYNTHESIS, CHARACTERIZATION, CRYSTALLOGRAPHIC ANALYSIS, ANTIFUNGAL AND GENOTOXIC PROPERTIES OF SOME 1-METHYL-1H-IMIDAZOLES

A number of 1-methyl-1H-imidazole derivatives and some of their oxygen ated products were synthesized. An HPTLC technique for following the o xidation reactions in the different experimental conditions used was a pplied. The X-ray crystal structures of 1-methyl-2-methylsulfanyl-5-ni tro-1H-imidazole, 2-methanesulfinyl-1-methyl-5-nitro-1H-imidazole and 2-methanesulfonyl-1-methyl-5-nitro-1H-imidazole were determined. The c ompounds obtained were investigated for antimycotic and genotoxic acti vities. The compounds tested were found to exert very low growth inhib ition against yeasts and moulds. Moderate antifungal properties agains t dermatophytes were demonstrated for 5-nitro derivatives. 2-Methanesu lfonyl-1-methyl-5-nitro-1H-imidazole was the most Saccharomyces cerevi siae mitotic segregation assay. Structure-activity relationships are d iscussed.