2-(5-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl)benzo[d]oxazole tetrahydrochloride | 1190740-61-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(5-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl)benzo[d]oxazole tetrahydrochloride
• 英文别名: 2-[5-(1-methylpyrazol-4-yl)pyridin-3-yl]-1,3-benzoxazole
• CAS: 1190740-61-4
• 化学式: C₁₆H₁₂N₄O
• 分子量: 276.297
• InChiKey: HNGJNXUQKGCSFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  56.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(5-bromopyridin-3-yl)benzo[d]oxazole 、 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， 以75%的产率得到2-(5-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl)benzo[d]oxazole 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.