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Design, Synthesis, Antitubercular and Antibacterial Activities of 1,3,5-Triazinyl Carboxamide Derivatives and In Silico Docking Studies

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Abstract

A series of novel N-{2-fluoro-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)methyl]phenyl} carboxamide derivatives has been synthesized, and their molecular structures are confirmed by 1H and 13C NMR, and mass spectra. Screening of the products for their antitubercular and antibacterial activities indicates the difluoro-4-chlorophenyl and 6-chloropyridine-3-yl derivatives as more potent agents than the reference drugs Pyrazinamide and Streptomycin. All compounds have been docked into MTB enoyl reductase (PDB code: 4U0J) to explore their binding interactions at the active sites.

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ACKNOWLEDGMENTS

The authors would like to thank the management of AMRI Hyderabad research centre for giving an opportunity to carry out this research. The authors are also thankful to Sai Innotech Labs Pvt.Ltd. for providing synthesis facility.

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Authors and Affiliations

  1. Department of Chemistry, Koneru Lakshmaiah Education Foundation, Green Fields, Vaddeswaram, 522502, Guntur, India

    S. Bodige, K. Ch. Gulipalli, S. Endoori, P. Koteswara Rao Cherukumalli & N. Seelam

  2. Department of Pharmaceutical Chemistry, Gurunanak Institutions Technical Campus, School of Pharmacy, 501506, Hyderabad, India

    P. Ravula

  3. Department of Pharmaceutical Chemistry, Gurukrupa Institute of Pharmacy, 431129, Maharashtra, India

    J. N. Narendra Sharath Chandra

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  1. S. Bodige
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  2. P. Ravula
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  3. K. Ch. Gulipalli
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Correspondence to N. Seelam.

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Bodige, S., Ravula, P., Gulipalli, K.C. et al. Design, Synthesis, Antitubercular and Antibacterial Activities of 1,3,5-Triazinyl Carboxamide Derivatives and In Silico Docking Studies. Russ J Gen Chem 90, 1322–1330 (2020). https://doi.org/10.1134/S1070363220070208

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