8-Chloro-7-[[(2E)-3,7-dimethyl-2,6-octadien-1-yl]oxy]-2H-1-benzopyran-2-one | 705944-27-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 8-Chloro-7-[[(2E)-3,7-dimethyl-2,6-octadien-1-yl]oxy]-2H-1-benzopyran-2-one
• 英文别名: 8-chloro-7-[(2E)-3,7-dimethylocta-2,6-dienoxy]chromen-2-one
• CAS: 705944-27-0
• 化学式: C₁₉H₂₁ClO₃
• 分子量: 332.827
• InChiKey: MECGXJPPAGNHGO-SDNWHVSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  7-羟基香豆素 在 chloroamine-T 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 1,4-二氧六环 、 水 、 丙酮 为溶剂， 反应 4.0h， 生成 8-Chloro-7-[[(2E)-3,7-dimethyl-2,6-octadien-1-yl]oxy]-2H-1-benzopyran-2-one
  参考文献：
  名称：

  Synthesis and anti-inflammatory activity of natural and semisynthetic geranyloxycoumarins

  摘要：

  Nine new 7-geranyloxycoumarin derivatives differently substituted at position 8 were semi-synthesised. Their topical anti-inflammatory activity was evaluated using the Croton oil ear test in mice as a model of acute inflammation. Auraptene (7-geranytoxycoumarin), its 8-methoxy (collinin, 1) and 8-acetoxy derivatives (5) (1 mumol/cm(1)) provoked 50% oedema reduction, similarly to 0.25 mumol/cm(2) of the reference drug indomethacin, a nonsteroidal anti-inflammatory drug. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.009

文献信息

• Synthesis and anti-inflammatory activity of natural and semisynthetic geranyloxycoumarins
  作者：Massimo Curini、Francesco Epifano、Federica Maltese、Maria C Marcotullio、Aurelia Tubaro、Gianmario Altinier、Sylvia Prieto Gonzales、Juan C Rodriguez

  DOI：10.1016/j.bmcl.2004.02.009

  日期：2004.5

  Nine new 7-geranyloxycoumarin derivatives differently substituted at position 8 were semi-synthesised. Their topical anti-inflammatory activity was evaluated using the Croton oil ear test in mice as a model of acute inflammation. Auraptene (7-geranytoxycoumarin), its 8-methoxy (collinin, 1) and 8-acetoxy derivatives (5) (1 mumol/cm(1)) provoked 50% oedema reduction, similarly to 0.25 mumol/cm(2) of the reference drug indomethacin, a nonsteroidal anti-inflammatory drug. (C) 2004 Elsevier Ltd. All rights reserved.