9-(2-chlorostyryl)-N-(4-(dimethylphosphoryl)phenyl)-9H-purin-6-amine | 1070991-96-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 9-(2-chlorostyryl)-N-(4-(dimethylphosphoryl)phenyl)-9H-purin-6-amine
• 英文别名: 9-[(E)-2-(2-chlorophenyl)ethenyl]-N-(4-dimethylphosphorylphenyl)purin-6-amine
• CAS: 1070991-96-6
• 化学式: C₂₁H₁₉ClN₅OP
• 分子量: 423.842
• InChiKey: MZVPLRQASMAJIS-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  72.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-(4-(dimethylphosphoryl)phenyl)-9-vinyl-9H-purin-6-amine 、 alkaline earth salt of/the/ methylsulfuric acid 在 palladium diacetate 、 N,N-二异丙基乙胺 、 三(邻甲基苯基)磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 生成 9-(2-chlorostyryl)-N-(4-(dimethylphosphoryl)phenyl)-9H-purin-6-amine
  参考文献：
  名称：

  Novel N9-arenethenyl purines as potent dual Src/Abl tyrosine kinase inhibitors

  摘要：

  Novel N-9-arenethenyl purines, optimized potent dual Src/Abl tyrosine kinase inhibitors, are described. The key structural feature is a trans vinyl linkage at N-9 on the purine core which projects hydrophobic substituents into the selectivity pocket at the rear of the ATP site. Their synthesis was achieved through a Horner-Wadsworth-Emmons reaction of N-9-phosphorylmethylpurines and substituted benzaldehydes or Heck reactions between 9-vinyl purines and aryl halides. Most compounds are potent inhibitors of both Src and Abl kinase, and several possess good oral bioavailability. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.042