2-(4-pyridyl)-1H-benzimidazole-5-carbonitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-(4-pyridyl)-1H-benzimidazole-5-carbonitrile
• 英文别名: 2-(Pyridin-4-yl)-1H-benzo[d]imidazole-6-carbonitrile；2-pyridin-4-yl-3H-benzimidazole-5-carbonitrile
• 化学式: C₁₃H₈N₄
• mdl: MFCD24862095
• 分子量: 220.233
• InChiKey: YVSAFCCYZKPWGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(2-amino-5-cyano-phenyl)pyridine-4-carboxamide 在 溶剂黄146 作用下， 以34%的产率得到2-(4-pyridyl)-1H-benzimidazole-5-carbonitrile
  参考文献：
  名称：

  Development of 2-(4-pyridyl)-benzimidazoles as PKN2 chemical tools to probe cancer

  摘要：

  Kinases are signalling proteins which have proven to be successful targets for the treatment of a variety of diseases, predominantly in cancers. However, only a small proportion of kinases ( < 20%) have been investigated for their therapeutic viability, likely due to the lack of available chemical tools across the kinome. In this work we describe initial efforts in the development of a selective chemical tool for protein kinase N2 (PKN2), a relatively unexplored kinase of interest in several types of cancer. The most successful compound, 5, has a measured IC50 of 0.064 mu M against PKN2, with ca. 17-fold selectivity over close homologue, PKN1.

  DOI：

  10.1016/j.bmcl.2020.127040