4-hydroxy-3-[(E)-2-(6-pyrrolidin-1-yl-9H-purin-9-yl)vinyl]-2H-chromen-2-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-hydroxy-3-[(E)-2-(6-pyrrolidin-1-yl-9H-purin-9-yl)vinyl]-2H-chromen-2-one
• 化学式: C₂₀H₁₇N₅O₃
• 分子量: 375.387
• InChiKey: HVZPHFUAIWSMPP-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.87
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  97.28
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  9-(2,2-diethoxyethyl)-6-pyrrolidin-1-yl-9H-purine 在 盐酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 4-hydroxy-3-[(E)-2-(6-pyrrolidin-1-yl-9H-purin-9-yl)vinyl]-2H-chromen-2-one
  参考文献：
  名称：

  Synthesis of 4-hydroxy-3-[(E)-2-(6-substituted-9H-purin-9-yl)vinyl]coumarins as lipoxygenase inhibitors

  摘要：

  The synthesis of 4-hydroxy-3-[(E)-2-(6-substituted-9H-purin-9-yl)vinyl] coumarins has been achieved from the reactions of 4-hydroxycoumarin with 2-(6-substituted-9H-purin-9-yl)acetaldehydes in DMF under heating. The new compounds showed significant lipoxygenase inhibitory activity (e.g., 6a: IC50 = 6.25 mu M). (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.11.102

文献信息

• Synthesis of 4-hydroxy-3-[(E)-2-(6-substituted-9H-purin-9-yl)vinyl]coumarins as lipoxygenase inhibitors
  作者：Michael G. Kallitsakis、Dimitra J. Hadjipavlou-Litina、Aikaterini Peperidou、Konstantinos E. Litinas

  DOI：10.1016/j.tetlet.2013.11.102

  日期：2014.1

  The synthesis of 4-hydroxy-3-[(E)-2-(6-substituted-9H-purin-9-yl)vinyl] coumarins has been achieved from the reactions of 4-hydroxycoumarin with 2-(6-substituted-9H-purin-9-yl)acetaldehydes in DMF under heating. The new compounds showed significant lipoxygenase inhibitory activity (e.g., 6a: IC50 = 6.25 mu M). (C) 2013 Elsevier Ltd. All rights reserved.