4-methyl-6-{[(3E)-6-(6-piperidin-1-yl-9H-purin-9-yl)-hex-3-en-1-yl]oxy}-2H-chromen-2-one | 1447825-23-1

• 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: 4-methyl-6-{[(3E)-6-(6-piperidin-1-yl-9H-purin-9-yl)-hex-3-en-1-yl]oxy}-2H-chromen-2-one
• 英文别名: 4-methyl-6-[(E)-6-(6-piperidin-1-ylpurin-9-yl)hex-3-enoxy]chromen-2-one
• CAS: 1447825-23-1
• 化学式: C₂₆H₂₉N₅O₃
• 分子量: 459.548
• InChiKey: UYKVBHRJLHLBFM-NSCUHMNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  82.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  6-羟基-4-甲基香豆素 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 51.0h， 生成 4-methyl-6-{[(3E)-6-(6-piperidin-1-yl-9H-purin-9-yl)-hex-3-en-1-yl]oxy}-2H-chromen-2-one 、 4-methyl-6-{[(3Z)-6-(6-piperidin-1-yl-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

文献信息

• Synthesis of purine homo-N-nucleosides modified with coumarins as free radicals scavengers^*
  作者：Michael G. Kallitsakis、Dimitra J. Hadjipavlou-Litina、Konstantinos E. Litinas

  DOI：10.3109/14756366.2012.684050

  日期：2013.8.1

  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.