(E)-methyl 3-(6-hydroxy-5-(3-oxobut-1-enyl)pyrimidin-4-yloxy)benzoate | 1325693-99-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-methyl 3-(6-hydroxy-5-(3-oxobut-1-enyl)pyrimidin-4-yloxy)benzoate
• 英文别名: methyl 3-[[6-oxo-5-[(E)-3-oxobut-1-enyl]-1H-pyrimidin-4-yl]oxy]benzoate
• CAS: 1325693-99-9
• 化学式: C₁₆H₁₄N₂O₅
• 分子量: 314.298
• InChiKey: OHJCNWPGNDINQX-VOTSOKGWSA-N

物化性质

• 沸点：
  455.5±55.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  94.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (E)-methyl 3-(6-hydroxy-5-(3-oxobut-1-enyl)pyrimidin-4-yloxy)benzoate 在 1,4-环己二烯 、 palladium on carbon 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以40%的产率得到methyl 3-((6-hydroxy-5-(3-oxobutyl)pyrimidin-4-yl)oxy)benzoate
  参考文献：
  名称：

  Synthesis of an aryloxy oxo pyrimidinone library that displays ALK-selective inhibition

  摘要：

  We report the synthesis of a pyrimidinone library that targets anaplastic lymphoma kinase (ALK), an oncogenic receptor tyrosine kinase. This library was generated in three steps from a versatile commercially available starting material. Some compounds within this library showed single digit micromolar inhibition of ALK in vitro, while showing minimal inhibition of other homologous insulin receptor family kinases including the human insulin receptor kinase (IRK), at the highest concentrations investigated. We also present initial ALK structure-activity relationships for this library. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.103

文献信息

• Synthesis of an aryloxy oxo pyrimidinone library that displays ALK-selective inhibition
  作者：P. Jake Slavish、Jeanine E. Price、Qin Jiang、Xiaoli Cui、Stephan W. Morris、Thomas R. Webb

  DOI：10.1016/j.bmcl.2011.05.103

  日期：2011.8

  We report the synthesis of a pyrimidinone library that targets anaplastic lymphoma kinase (ALK), an oncogenic receptor tyrosine kinase. This library was generated in three steps from a versatile commercially available starting material. Some compounds within this library showed single digit micromolar inhibition of ALK in vitro, while showing minimal inhibition of other homologous insulin receptor family kinases including the human insulin receptor kinase (IRK), at the highest concentrations investigated. We also present initial ALK structure-activity relationships for this library. (C) 2011 Elsevier Ltd. All rights reserved.