2-((5-chloro-2-((3-(2-(dimethylamino)-2-oxoethyl)-5-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)amino)pyrimidin-4-yl)amino)-N-methylbenzamide | 1564256-33-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 2-((5-chloro-2-((3-(2-(dimethylamino)-2-oxoethyl)-5-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)amino)pyrimidin-4-yl)amino)-N-methylbenzamide
• 英文别名: 2-[[5-chloro-2-[[3-[2-(dimethylamino)-2-oxoethyl]-5-methyl-1,2,4,5-tetrahydro-3-benzazepin-7-yl]amino]pyrimidin-4-yl]amino]-N-methylbenzamide
• CAS: 1564256-33-2
• 化学式: C₂₇H₃₂ClN₇O₂
• 分子量: 522.05
• InChiKey: XYJHFAIWNWCPJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  103
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-((2,5-二氯嘧啶-4-基)氨基)-N-甲基苯甲酰胺 、 2-(7-amino-5-methyl-1,2,4,5-tetrahydro-3-benzazepin-3-yl)-N,N-dimethylacetamide 在 D(+)-10-樟脑磺酸 作用下， 以 异丙醇 为溶剂， 反应 1.0h， 以48.5%的产率得到2-((5-chloro-2-((3-(2-(dimethylamino)-2-oxoethyl)-5-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)amino)pyrimidin-4-yl)amino)-N-methylbenzamide
  参考文献：
  名称：

  Novel 2,4-Diarylaminopyrimidine Analogues (DAAPalogues) Showing Potent c-Met/ALK Multikinase Inhibitory Activities

  摘要：

  By repurposing a typical dopamine D-1/D-5 receptor agonist motif, C1-substituted-N3-benzazepine or benzazecine, into the classical RTK inhibitor 2,4-diaminopyrimidine skeleton, a series of new 2,4-diarylaminopyrimidine analogues (DAAPalogues) were developed. Compounds 7 and 8a were identified possessing high potency against both c-Met and ALK kinases. Compound 8a displayed appreciable antitumor efficacy at the dose of 1 mg/kg in the ALK-driven BF3/EML4-ALK xenograft mice model.

  DOI：

  10.1021/ml400373j