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<p>The design and synthesis of the new (<i>Z</i>)-<i>N</i>-benzylidene-1<i>H</i>-indazol-3-amine derivatives (<b>3a-e</b>), achieved by using microwave techniques, were evaluated as antimycobacterial agents. These synthesized compounds <b>3a-e</b> were synthesized from the reaction of 1<i>H</i>-indazol-3-amine (<b>1</b>) and an appropriate aromatic aldehyde (<b>2a-e</b>) by Schiff reaction and structural characterization by Infrared spectroscopy, <sup>1</sup>H-NMR spectroscopy, mass spectroscopy, and elemental analysis data. Synthesized compounds (<b>3a-e</b>) were evaluated <i>in-vitro</i> for antimycobacterial activity by using the microplate alamar blue dye assay (MABA). The results for the antimycobacterial activity showed that <i>Mycobacterium tuberculosis</i> is effectively inhibited by the synthesized compounds (<b>3a-e</b>). The <i>in vitro</i> antitubercular activity was evaluated against <i>M. tuberculosis</i> H37Rv, with the highest effect observed in compounds (<b>3d</b> &amp; <b>3e</b>), with a minimum inhibitory concentration (MIC) of (6.25 μg/ml), equal to streptomycin (MIC value 6.25 μg/ml) and lower than pyrazinamide (MIC value 3.12 μg/ml), which served as the positive control. The remaining compounds had a lower MIC value range of 12.5–25 μg/ml.</p>

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Synthesis and Biological Evaluation of Some (Z)-N-benzylidene-1H-indazol-3-amine Derivatives as Antimycobacterial Agents

  • 期刊论文

  • 发表日期：

    2025年12月1日

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  • Mazen Almehmadi,
  • Abdullah Yahya Abdullah Alzahrani,
  • Abida Khan,
  • Mohammad Asif

摘要

The design and synthesis of the new (Z)-N-benzylidene-1H-indazol-3-amine derivatives (3a-e), achieved by using microwave techniques, were evaluated as antimycobacterial agents. These synthesized compounds 3a-e were synthesized from the reaction of 1H-indazol-3-amine (1) and an appropriate aromatic aldehyde (2a-e) by Schiff reaction and structural characterization by Infrared spectroscopy, 1H-NMR spectroscopy, mass spectroscopy, and elemental analysis data. Synthesized compounds (3a-e) were evaluated in-vitro for antimycobacterial activity by using the microplate alamar blue dye assay (MABA). The results for the antimycobacterial activity showed that Mycobacterium tuberculosis is effectively inhibited by the synthesized compounds (3a-e). The in vitro antitubercular activity was evaluated against M. tuberculosis H37Rv, with the highest effect observed in compounds (3d & 3e), with a minimum inhibitory concentration (MIC) of (6.25 μg/ml), equal to streptomycin (MIC value 6.25 μg/ml) and lower than pyrazinamide (MIC value 3.12 μg/ml), which served as the positive control. The remaining compounds had a lower MIC value range of 12.5–25 μg/ml.