4-((1-methyl-1H-pyrazol-3-yl)amino)benzonitrile

• 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: 4-((1-methyl-1H-pyrazol-3-yl)amino)benzonitrile
• 英文别名: 4-[(1-Methylpyrazol-3-yl)amino]benzonitrile；4-[(1-methylpyrazol-3-yl)amino]benzonitrile
• 化学式: C₁₁H₁₀N₄
• 分子量: 198.227
• InChiKey: OFECBZYBYZUHJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  53.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-((1-methyl-1H-pyrazol-3-yl)amino)benzonitrile 在 盐酸 、 水 作用下， 以50%的产率得到4-((1-methyl-1H-pyrazol-3-yl)amino)benzoic acid
  参考文献：
  名称：

  New direct inhibitors of InhA with antimycobacterial activity based on a tetrahydropyran scaffold

  摘要：

  Tetrahydropyran derivative 1 was discovered in a high-throughput screening campaign to find new inhibitors of mycobacterial InhA. Following initial in-vitro profiling, a structure-activity relationship study was initiated and a focused library of analogs was synthesized and evaluated. This yielded compound 42 with improved antimycobacterial activity and low cytotoxicity. Additionally, the crystal structure of InhA in complex with inhibitor 1 was resolved, to reveal the binding mode and provide hints for further optimization. (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.02.008
• 作为产物：
  描述：

  4-溴苯腈 、 N-甲基-3-氨基吡唑 在 tris-(dibenzylideneacetone)dipalladium(0) 、 2-(二环己基膦)3,6-二甲氧基-2′,4′,6′-三异丙基-1,1′-联苯 、 potassium carbonate 、 溶剂黄146 作用下， 以 叔丁醇 为溶剂， 反应 3.0h， 以81%的产率得到4-((1-methyl-1H-pyrazol-3-yl)amino)benzonitrile
  参考文献：
  名称：

  New direct inhibitors of InhA with antimycobacterial activity based on a tetrahydropyran scaffold

  摘要：

  Tetrahydropyran derivative 1 was discovered in a high-throughput screening campaign to find new inhibitors of mycobacterial InhA. Following initial in-vitro profiling, a structure-activity relationship study was initiated and a focused library of analogs was synthesized and evaluated. This yielded compound 42 with improved antimycobacterial activity and low cytotoxicity. Additionally, the crystal structure of InhA in complex with inhibitor 1 was resolved, to reveal the binding mode and provide hints for further optimization. (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.02.008