1-(3-chloro-4-fluorophenyl)-1H-imidazole-4-carbonitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(3-chloro-4-fluorophenyl)-1H-imidazole-4-carbonitrile
• 英文别名: 1-(3-Chloro-4-fluoro-phenyl)-1H-imidazole-4-carbonitrile；1-(3-chloro-4-fluorophenyl)imidazole-4-carbonitrile
• 化学式: C₁₀H₅ClFN₃
• 分子量: 221.621
• InChiKey: BKOPHIYLDRPGLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(3-chloro-4-fluorophenyl)-1H-imidazole-4-carbonitrile 在 titanium(IV) isopropylate 作用下， 以 乙醚 、 二氯甲烷 、 甲苯 为溶剂， 反应 13.75h， 生成 (R)-3-(2-((1-(1-(3-chloro-4-fluorophenyl)-1H-imidazol-4-yl)cyclopropyl)amino)pyrimidin-4-yl)-4-((S)-1-fluoroethyl)oxazolidin-2-one
  参考文献：
  名称：

  Discovery and structure-activity-relationship study of novel imidazole cyclopropyl amine analogues for mutant isocitric dehydrogenase 1 (IDH1) inhibitors

  摘要：

  The discovery and optimization of imidazole cyclopropyl amime analogues as mutant IDH1 inhibitors via structure-based rational design were reported. The optimal compounds demonstrated both potent inhibition in IDH1(R132H) enzymatic activity and 2HG production in IDH1 mutant HT1080 cell line, moderate liver microsome stability and PK properties.

  DOI：

  10.1016/j.bmcl.2018.07.002
• 作为产物：
  描述：

  2-氯-1-氟-4-碘苯 、 1H-咪唑-4-甲腈 在 copper(l) iodide 、 (1R,2R)-(-)-N,N'-二甲基-1,2-环己二胺 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 1-(3-chloro-4-fluorophenyl)-1H-imidazole-4-carbonitrile
  参考文献：
  名称：

  Discovery and structure-activity-relationship study of novel imidazole cyclopropyl amine analogues for mutant isocitric dehydrogenase 1 (IDH1) inhibitors

  摘要：

  The discovery and optimization of imidazole cyclopropyl amime analogues as mutant IDH1 inhibitors via structure-based rational design were reported. The optimal compounds demonstrated both potent inhibition in IDH1(R132H) enzymatic activity and 2HG production in IDH1 mutant HT1080 cell line, moderate liver microsome stability and PK properties.

  DOI：

  10.1016/j.bmcl.2018.07.002

文献信息

• Discovery and structure-activity-relationship study of novel imidazole cyclopropyl amine analogues for mutant isocitric dehydrogenase 1 (IDH1) inhibitors
  作者：Qiangang Zheng、Ziqi Chen、Huixin Wan、Shuai Tang、Yan Ye、Yuan Xu、Lei Jiang、Jian Ding、Meiyu Geng、Min Huang、Ying Huang

  DOI：10.1016/j.bmcl.2018.07.002

  日期：2018.12

  The discovery and optimization of imidazole cyclopropyl amime analogues as mutant IDH1 inhibitors via structure-based rational design were reported. The optimal compounds demonstrated both potent inhibition in IDH1(R132H) enzymatic activity and 2HG production in IDH1 mutant HT1080 cell line, moderate liver microsome stability and PK properties.