1,1-bis(4-methoxy-2-oxo-2H-chromen-3-yl)-2-methoxyethene | 1609049-18-4

• 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: 1,1-bis(4-methoxy-2-oxo-2H-chromen-3-yl)-2-methoxyethene
• CAS: 1609049-18-4
• 化学式: C₂₃H₁₈O₇
• 分子量: 406.392
• InChiKey: ATLRMKOEXQUDMG-UHFFFAOYSA-N

物化性质

• 沸点：
  702.5±60.0 °C(predicted)
• 密度：
  1.37±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.95
• 重原子数：
  30.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  88.11
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  2-hydroxy-3-(4-hydroxy-2-oxo-2H-chromene-3-yl)-2,3-dihydro-4H-furo[3,2c]chromene-4-one 、 丙酮 在 potassium carbonate 、 硫酸二甲酯 作用下， 反应 24.0h， 以48%的产率得到1,1-bis(4-methoxy-2-oxo-2H-chromen-3-yl)-2-methoxyethene
  参考文献：
  名称：

  Synthesis and Anti-inflammatory Activity of Novel Furochromenes

  摘要：

  A series of variously substituted furochromenes, hemiacetals 2, acetals 3, and rearranged compounds 4, were synthesized from variously substituted 4-hydroxycoumarins and evaluated in several in vitro assays, inhibition of mast cell degranulation induced by the activation of FCE receptor type I or calcium ionophore and leukotriene B-4 (LTB4) inhibition. The most active derivatives, 3p and 4p (8-iso-propyl substitution in coumarin ring) and 3r (5-methyl-8-chloro substitution), showed significant inhibition of mast cell degranulation (Fc epsilon-triggered) and LTB4, and exhibited significant local anti-inflammatory activity in PMA induced ear edema in CD1 mice, with potency equal (compounds 3p and 4p) or better (compound 3r) in comparison with zileuton, a reference drug used. It might be a promising direction for developing novel drugs as potential agents for the treatment of allergies and other inflammatory diseases.

  DOI：

  10.5562/cca2240