3-{(E)-2-[6-(cyclopentylamino)-9H-purin-9-yl]vinyl}-4-hydroxy-2H-chromen-2-one | 1527480-46-1

• 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: 3-{(E)-2-[6-(cyclopentylamino)-9H-purin-9-yl]vinyl}-4-hydroxy-2H-chromen-2-one
• 英文别名: 3-[(E)-2-[6-(cyclopentylamino)purin-9-yl]ethenyl]-4-hydroxychromen-2-one
• CAS: 1527480-46-1
• 化学式: C₂₁H₁₉N₅O₃
• 分子量: 389.414
• InChiKey: XHUIACROIMGXFO-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  9H-嘌呤-6-胺, n-环戊基- 在 盐酸 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 3-{(E)-2-[6-(cyclopentylamino)-9H-purin-9-yl]vinyl}-4-hydroxy-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.