1-(1-(3,5-dimethylbenzyl)-1H-1,2,3-triazol-4-yl)-2-(2,4-dichlorophenyl)ethanone | 1345823-35-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(1-(3,5-dimethylbenzyl)-1H-1,2,3-triazol-4-yl)-2-(2,4-dichlorophenyl)ethanone
• 英文别名: 2-(2,4-Dichlorophenyl)-1-[1-[(3,5-dimethylphenyl)methyl]triazol-4-yl]ethanone
• CAS: 1345823-35-9
• 化学式: C₁₉H₁₇Cl₂N₃O
• 分子量: 374.269
• InChiKey: MDTHAELNZMSCFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,5-二甲基溴苄 在 sodium azide 、 sodium ascorbate 、 copper dichloride 作用下， 以 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 1-(1-(3,5-dimethylbenzyl)-1H-1,2,3-triazol-4-yl)-2-(2,4-dichlorophenyl)ethanone
  参考文献：
  名称：

  Synthesis and biological activities of triazole derivatives as inhibitors of InhA and antituberculosis agents

  摘要：

  InhA, the enoyl reductase from the mycobacterial type II fatty acid biosynthesis pathway, is a target for the development of novel drugs against tuberculosis. We exploited copper-catalyzed [3+2] cycloaddition between alkynes and different azides to afford 1,4-disubstituted triazole or alpha-ketotriazole derivatives. Several compounds bearing a lipophilic chain mimicking the substrate were able to inhibit InhA. Among them, 1-dodecyl-4-phenethyl-1H-1,2,3-triazole displayed a minimum inhibitory concentration inferior to 2 mu g/mL against Mycobacterium tuberculosis H37Rv. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.09.013

文献信息

• Synthesis and biological activities of triazole derivatives as inhibitors of InhA and antituberculosis agents
  作者：Christophe Menendez、Sylvain Gau、Christian Lherbet、Frédéric Rodriguez、Cyril Inard、Maria Rosalia Pasca、Michel Baltas

  DOI：10.1016/j.ejmech.2011.09.013

  日期：2011.11

  InhA, the enoyl reductase from the mycobacterial type II fatty acid biosynthesis pathway, is a target for the development of novel drugs against tuberculosis. We exploited copper-catalyzed [3+2] cycloaddition between alkynes and different azides to afford 1,4-disubstituted triazole or alpha-ketotriazole derivatives. Several compounds bearing a lipophilic chain mimicking the substrate were able to inhibit InhA. Among them, 1-dodecyl-4-phenethyl-1H-1,2,3-triazole displayed a minimum inhibitory concentration inferior to 2 mu g/mL against Mycobacterium tuberculosis H37Rv. (C) 2011 Elsevier Masson SAS. All rights reserved.