3-(4-chloro-2-methylphenyl)-1H-1,2,4-triazole-5-thiol | 1696333-93-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(4-chloro-2-methylphenyl)-1H-1,2,4-triazole-5-thiol
• 英文别名: 5-(4-chloro-2-methylphenyl)-4H-1,2,4-triazole-3-thiol；5-(4-chloro-2-methylphenyl)-1,2-dihydro-1,2,4-triazole-3-thione
• CAS: 1696333-93-3
• 化学式: C₉H₈ClN₃S
• 分子量: 225.702
• InChiKey: VONLKWMHBRTQOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  68.5
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-氯-2-甲基苯甲酰氯 在 吡啶 、 potassium hydroxide 作用下， 以 水 为溶剂， 反应 19.0h， 生成 3-(4-chloro-2-methylphenyl)-1H-1,2,4-triazole-5-thiol
  参考文献：
  名称：

  Synthesis and biological evaluation of 1,2,4-triazole-3-thione and 1,3,4-oxadiazole-2-thione as antimycobacterial agents

  摘要：

  Resistance among dormant mycobacteria leading to multidrug‐resistant and extremely drug‐resistant tuberculosis is one of the major threats. Hence, a series of 1,2,4‐triazole‐3‐thione and 1,3,4‐oxadiazole‐2‐thione derivatives (4a–5c) have been synthesized and screened for their antitubercular activity against Mycobacterium tuberculosis H37Ra (H37Ra). The triazolethiones 4b and 4v showed high antitubercular activity (both MIC and IC50) against the dormant H37Ra by in vitro and ex vivo. They were shown to have more specificity toward mycobacteria than other Gram‐negative and Gram‐positive pathogenic bacteria. The cytotoxicity was almost insignificant up to 100 μg/ml against THP‐1, A549, and PANC‐1 human cancer cell lines, and solubility was high in aqueous solution, indicating the potential of developing these compounds further as novel therapeutics against tuberculosis infection.

  DOI：

  10.1111/cbdd.12939