SYNTHESIS OF NOVEL N-BENZYL AND RELATED 1H-1,2,3-TRIAZOLE-4-CARBOXAMIDES AND THEIR ANTIBACTERIAL AND ANTIFUNGAL ACTIVITIES

A series of novel N-benzyl and related 1H-1,2,3-triazole-4-carboxamides was synthesized and investigated as potential antibacterial and antifungal agents. The new amides were obtained via a convenient synthetic route involving the cyclocondensation of aryl azides with β-ketoesters to form 1H-1,2,3-triazole-4-carboxylic acids, followed by their conversion into amides through the reaction of the corresponding acid chlorides with appropriate amines. A preliminary antimicrobial screening at a concentration of 32 µg/mL was conducted against a panel of bacterial strains, including Staphylococcus aureus, Escherichia coli, Klebsiella pneumoniae, Pseudomonas aeruginosa, and Acinetobacter baumannii, as well as fungal pathogens Candida albicans and Cryptococcus neoformans. Several compounds demonstrated selective or broad-spectrum inhibitory activity, with compound 5m showing the most consistent effectiveness across all tested strains. Notable antibacterial activity was observed for compound 5n (20.20 % inhibition of A. baumannii), while compounds 5a (22.35 % inhibition of C. neoformans) and 5h (17.70 % inhibition of C. albicans) exhibited pronounced antifungal activity. Compound 7a showed a promising dual action profile, inhibiting A. baumannii by 21.05 % and C. albicans by 13.20 %. Among all the tested microorganisms, A. baumannii and C. albicans were the most sensitive to the studied compounds. The results indicate that specific structural features of these 1,2,3-triazole-4-carboxamides contribute significantly to their biological activity and highlight their potential as scaffolds for the development of new antimicrobial agents.