4-{[(3E)-6-(6-chloro-9H-purin-9-yl)-hex-3-en-1-yl]oxy}-2H-chromen-2-one | 1447825-22-0

• 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-{[(3E)-6-(6-chloro-9H-purin-9-yl)-hex-3-en-1-yl]oxy}-2H-chromen-2-one
• CAS: 1447825-22-0
• 化学式: C₂₀H₁₇ClN₄O₃
• 分子量: 396.833
• InChiKey: MUEDMKBPQLSAJP-OWOJBTEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 重原子数：
  28.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  83.04
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  4-hydroxycoumarin 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 potassium carbonate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 23.0h， 生成 4-{[(3E)-6-(6-chloro-9H-purin-9-yl)-hex-3-en-1-yl]oxy}-2H-chromen-2-one 、 4-{[(3Z)-6-(6-chloro-9H-purin-9-yl)-hex-3-en-1-yl]oxy}-2H-chromen-2-one
  参考文献：
  名称：

  Synthesis of purine homo-N-nucleosides modified with coumarins as free radicals scavengers^*

  摘要：

  Cross metathesis (CM) of 9-butenylpurines with 4-butenyloxycoumarin in the presence of Grubbs 2nd generation catalyst under MW irradiation resulted to conjugated compounds containing homo-N-nucleosides and coumarins. Analogous derivatives received by the CM reaction of 9-butenyl-6-piperidinylpurine with 6-or 7-butenyloxycoumarins, allyloxycoumarins or coumarinyl acrylate. These compounds were tested in vitro for their antioxidant activity and they present significant scavenging activity. The presence of a pentenyloxy moiety, the attachment position on coumarin ring as well as a purine homo-N-nucleoside group are considered as important structural features.

  DOI：

  10.3109/14756366.2012.684050