SYNTHESIS AND EVALUATION OF DIAZO-TRIAZOLE HYBRID AS ANTI-TUBERCULAR AGENTS

Objective: To find novel anti-tubercular agents by using diazo-triazole hybrid. A series of new(E)-4-((2,4-dichloro-3-((substituted)diazenyl)phenoxy)methyl)-1-(substituted)-1H’-1,2,3-triazole derivatives (6a-6m) were synthesized from readily available anilines (1a-1d) and 2, 4-dichlorophenol (2). A total of 21 novel diazenyl-triazole derivatives were synthesized. Diazotization and click reactions were used in a sequence of processes to create the targets. Methods: Merck and Sigma-Aldrich provided analytical grade (AR) chemicals and reagents, which were employed directly without further purification. All FT-IR spectra were recorded using a Bruker Alpha FT-IR spectrophotometer (Billerica, MA, USA) with the universal ATR sampling attachment. The 1H, 13C, and 19F NMR spectra of all synthesized compounds were recorded. Results: The synthesized derivatives are characterized by FT-IR, 1H NMR, 19F, and 13C NMR analytical techniques. The anti-tubercular (Mycobacterium tuberculosis: H37Rv strain) properties of the novel compounds were evaluated in vitro. Many compounds exhibited moderate to good activity. The compounds 3a, 3b, 3d and 6i showed good inhibition (MIC = 6.25-12.5 µm) against H37Rv strain. Conclusion: The synthesized compounds exhibited good antimicrobial activity and can serve as potent agent against antimicrobial agents. Other derivatives showed moderate to lower inhibition for all the strains.