3-(3H-imidazo[4,5-b]pyridin-2-yl)benzonitrile | 89454-68-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(3H-imidazo[4,5-b]pyridin-2-yl)benzonitrile
• 英文别名: 3-(1H-Imidazo[4,5-b]pyridin-2-yl)benzonitrile
• CAS: 89454-68-2
• 化学式: C₁₃H₈N₄
• mdl: MFCD16239488
• 分子量: 220.233
• InChiKey: JJQTZUFUUCRZRI-UHFFFAOYSA-N

物化性质

• 沸点：
  422.7±47.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 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

• 作为反应物：
  描述：

  3-(3H-imidazo[4,5-b]pyridin-2-yl)benzonitrile 在 盐酸羟胺 、 N,N-二异丙基乙胺 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 N'-hydroxy-3-(1H-imidazo[4,5-b]pyridin-2-yl)benzenecarboximidamide
  参考文献：
  名称：

  Synthesis and potent cytotoxicity of some novel imidazopyridine derivatives against MCF-7 human breast adenocarcinoma cell line

  摘要：

  A series of novel 2-phenyl-3H-imidazo[4,5-b]pyridines and 2-phenyl-3H-imidazo[4,5-c]pyridines and their precursors were synthesized. Their in vitro cytotoxicity against MCF-7 human breast adenocarcinoma cell line has been investigated, and some of the tested compounds have shown high cytotoxic activity against MCF-7 cells. N-Hydroxy-4-(3H-imidazo[4,5-b]pyridin-2-yl)benzenecarboximidamide was the most active compound with IC50 equal to 0.082 mu M, which is an activity almost as high as that of a commonly used anticancer drugs docetaxel and imatinib mesylate.

  DOI：

  10.1007/s10593-015-1765-7
• 作为产物：
  描述：

  3-氰基苯甲醛 在 sodium disulfite 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 3-(3H-imidazo[4,5-b]pyridin-2-yl)benzonitrile
  参考文献：
  名称：

  Synthesis and potent cytotoxicity of some novel imidazopyridine derivatives against MCF-7 human breast adenocarcinoma cell line

  摘要：

  A series of novel 2-phenyl-3H-imidazo[4,5-b]pyridines and 2-phenyl-3H-imidazo[4,5-c]pyridines and their precursors were synthesized. Their in vitro cytotoxicity against MCF-7 human breast adenocarcinoma cell line has been investigated, and some of the tested compounds have shown high cytotoxic activity against MCF-7 cells. N-Hydroxy-4-(3H-imidazo[4,5-b]pyridin-2-yl)benzenecarboximidamide was the most active compound with IC50 equal to 0.082 mu M, which is an activity almost as high as that of a commonly used anticancer drugs docetaxel and imatinib mesylate.

  DOI：

  10.1007/s10593-015-1765-7