2-(4-(3-aminophenyl)-1H-1,2,3-triazol-1-yl)-1-(2,4-dichlorophenyl)ethanol | 1301629-34-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-(3-aminophenyl)-1H-1,2,3-triazol-1-yl)-1-(2,4-dichlorophenyl)ethanol
• 英文别名: 2-[4-(3-Aminophenyl)triazol-1-yl]-1-(2,4-dichlorophenyl)ethanol
• CAS: 1301629-34-4
• 化学式: C₁₆H₁₄Cl₂N₄O
• 分子量: 349.219
• InChiKey: SOYOUZMMEFIOTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  77
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  Alpha-(氯甲基)-2,4-二氯苯甲醇 在 copper(l) iodide 、 sodium azide 、 四丁基碘化铵 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.17h， 生成 2-(4-(3-aminophenyl)-1H-1,2,3-triazol-1-yl)-1-(2,4-dichlorophenyl)ethanol
  参考文献：
  名称：

  Design and synthesis of 1H-1,2,3-triazoles derived from econazole as antitubercular agents

  摘要：

  Econazole has been known to be active against Mycobacterium tuberculosis. We have designed and synthesized 1H-1,2,3-triazoles derived from econazole as antitubercular agents. The majority of triazole derivatives have been prepared by microwave-assisted click chemistry. It turned out that all of the prepared triazoles had no antifungal activities. However, most of the hydroxy-triazoles (6a and 10) apparently turned out to have antitubercular activities. Overall, hydroxy-triazoles 10 were more active than their corresponding ether-triazoles 11. While the MIC value of hydroxy-triazole 10d was as good as econazole (16 mu g/mL), the MIC value of 10a was two-fold more active than econazole, suggesting that this 1H-1,2,3-triazole scaffold (3) could be further optimized to develop Mtb specific agents. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.041