7-hydroxy-8-((2E)-3-(2-allyloxyphenyl)-1-oxo-2-propen-1-yl)-4-methyl-2H-1-benzopyran-2-one | 1382626-70-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 7-hydroxy-8-((2E)-3-(2-allyloxyphenyl)-1-oxo-2-propen-1-yl)-4-methyl-2H-1-benzopyran-2-one
• CAS: 1382626-70-1
• 化学式: C₂₂H₁₈O₅
• 分子量: 362.382
• InChiKey: RLQICORSESYJIW-CSKARUKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.27
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  76.74
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  7-hydroxy-8-((2E)-3-(2-allyloxyphenyl)-1-oxo-2-propen-1-yl)-4-methyl-2H-1-benzopyran-2-one 在 四(三苯基膦)钯 、 potassium carbonate 、 一水合肼 作用下， 以 甲醇 为溶剂， 反应 8.0h， 生成 1H-吡唑,1-乙酰基-4,5-二氢-3-(7-羟基-4-甲基-2-羰基-2H-1-苯并吡喃-8-基)-5-(2-羟基苯基)-
  参考文献：
  名称：

  Synthesis of 4-methylcoumarin derivatives containing 4,5-dihydropyrazole moiety to scavenge radicals and to protect DNA

  摘要：

  A series of 4-methylcoumarin derivatives containing 4,5-dihydropyrazole moiety were synthesized and their antioxidant activities were evaluated in AAPH (2,2'-azobis(2-amidinopropane hydrochloride))-induced oxidation of DNA, and in trapping DPPH (2,2'-diphenyl-1-picrylhydrazyl) and ABTS(+center dot) (2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonate) cationic radical), respectively. Among coumarin derivatives, 3a-d and 4a-c exhibited the termination of radical propagation-chains in AAPH-induced oxidation of DNA. The ortho dihydroxyphenyl substitution at 5 position and 1-unsubstitution of the 4,5-dihydroxylpyrazole was found enhancing the antioxidant activities of these coumarin derivatives. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.03.052
• 作为产物：
  描述：

  邻丙烯基氧基苯甲醛 、 8-乙酰基-7-羟基-4-甲基-2H-1-苯并吡喃-2-酮 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以70%的产率得到7-hydroxy-8-((2E)-3-(2-allyloxyphenyl)-1-oxo-2-propen-1-yl)-4-methyl-2H-1-benzopyran-2-one
  参考文献：
  名称：

  Synthesis of 4-methylcoumarin derivatives containing 4,5-dihydropyrazole moiety to scavenge radicals and to protect DNA

  摘要：

  A series of 4-methylcoumarin derivatives containing 4,5-dihydropyrazole moiety were synthesized and their antioxidant activities were evaluated in AAPH (2,2'-azobis(2-amidinopropane hydrochloride))-induced oxidation of DNA, and in trapping DPPH (2,2'-diphenyl-1-picrylhydrazyl) and ABTS(+center dot) (2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonate) cationic radical), respectively. Among coumarin derivatives, 3a-d and 4a-c exhibited the termination of radical propagation-chains in AAPH-induced oxidation of DNA. The ortho dihydroxyphenyl substitution at 5 position and 1-unsubstitution of the 4,5-dihydroxylpyrazole was found enhancing the antioxidant activities of these coumarin derivatives. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.03.052