3-(benzo[d]oxazol-2-yl)-N-benzyl-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-amine tetrahydrochloride | 1239369-34-6

• 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: 3-(benzo[d]oxazol-2-yl)-N-benzyl-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-amine tetrahydrochloride
• 英文别名: 3-(1,3-benzoxazol-2-yl)-N-benzyl-5-(1-methylpyrazol-4-yl)pyridin-2-amine
• CAS: 1239369-34-6
• 化学式: C₂₃H₁₉N₅O
• 分子量: 381.437
• InChiKey: RWAUWOIJPYODDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  68.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  C₁₉H₁₄BrN₃O 、 1-甲基-4-(4,4,5,5-四甲基-1,3,2-二氧杂戊硼烷-2-基)-1H-吡唑 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 3.5h， 生成 3-(benzo[d]oxazol-2-yl)-N-benzyl-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-amine tetrahydrochloride
  参考文献：
  名称：

  Discovery of aminopyridines substituted with benzoxazole as orally active c-Met kinase inhibitors

  摘要：

  We report the synthesis and biological evaluation of aminopyridines substituted with benzoxazole. The SAR of the aminopyridines was explored to improve the inhibitory activity against c-Met and to decrease hERG affinity. These studies led to the discovery of amide 24 which showed good c-Met inhibitory potency, low affinity to hERG and favorable pharmacokinetic properties in rats. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.031

文献信息

• Discovery of aminopyridines substituted with benzoxazole as orally active c-Met kinase inhibitors
  作者：Sung Yun Cho、Sun-Young Han、Jae Du Ha、Jae Wook Ryu、Chong Ock Lee、Heejung Jung、Nam Sook Kang、Hyoung Rae Kim、Jong Sung Koh、Jongkook Lee

  DOI：10.1016/j.bmcl.2010.05.031

  日期：2010.7

  We report the synthesis and biological evaluation of aminopyridines substituted with benzoxazole. The SAR of the aminopyridines was explored to improve the inhibitory activity against c-Met and to decrease hERG affinity. These studies led to the discovery of amide 24 which showed good c-Met inhibitory potency, low affinity to hERG and favorable pharmacokinetic properties in rats. (C) 2010 Elsevier Ltd. All rights reserved.