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Copper(I)-Catalyzed Click Chemistry-Based Synthesis and Antimicrobial Evaluation of Triazolopyridine–Triazole Congeners

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Abstract

In an effort to find a new pharmacologically dynamic molecule, we report here the synthesis and in vitro antimicrobial activity of N-phenyl-2-(4-{[(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)oxy]methyl}-1H-1,2,3-triazol-1-yl)-acetamides. These compounds were synthesized through copper(I)-catalyzed 1,3-dipolar cyclo­addition reaction of 3-(prop-2-yn-1-yloxy)-3H-[1,2,3]triazolo[4,5-b]pyridine and different 2-azido-N-(substi­tuted phenyl)acetamide derivatives according to the click chemistry approach. Traditional spectroscopic techniques such as IR, 1H and 13C NMR, and MS were employed for structural confirmation. The synthesized compounds were screened for their antibacterial and antifungal activities on a group of gram-positive bacteria, gram-negative bacteria, and fungi strains by the disc diffusion method. Some of the compounds showed significant potency and biocompatibility.

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ACKNOWLEDGMENTS

The authors thank the St. Xavier’s College, Navrangpura, Ahmedabad, for great support in laboratory and library facilities. The authors are also thankful to NSDD, Rajkot, for instrumental support and to RK University for antimicrobial study in a very short time.

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Authors and Affiliations

  1. Department of Chemistry, St. Xavier’s College, Gujarat University, 380009, Ahmedabad, Gujarat, India

    S. C. Butani & N. D. Desai

  2. Department of Chemistry, School of Science, Gujarat University, 380009, Ahmedabad, Gujarat, India

    M. K. Vekariya

  3. Bio-Research and Characterization Centre, School of Science, Department of Chemistry, RK University, 360020, Rajkot, Gujarat, India

    P. V. Dholaria & K. M. Kapadiya

Authors
  1. S. C. Butani
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  2. M. K. Vekariya
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Correspondence to S. C. Butani.

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Butani, S.C., Vekariya, M.K., Dholaria, P.V. et al. Copper(I)-Catalyzed Click Chemistry-Based Synthesis and Antimicrobial Evaluation of Triazolopyridine–Triazole Congeners. Russ J Org Chem 58, 405–411 (2022). https://doi.org/10.1134/S1070428022030204

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