N-<2-(dimethylamino)-1-ethyl>-2,3-dihydro-6-(4-oxo-4H-1-benzopyran-2-yl)-1,4-benzodioxin-2-carboxamide | 112127-82-9

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 黄酮木脂素
• 英文名称: N-<2-(dimethylamino)-1-ethyl>-2,3-dihydro-6-(4-oxo-4H-1-benzopyran-2-yl)-1,4-benzodioxin-2-carboxamide
• 英文别名: N-(2-dimethylaminoethyl)-6-(4-oxochromen-2-yl)-2,3-dihydro-1,4-benzodioxine-2-carboxamide；N-[2-(dimethylamino)ethyl]-6-(4-oxochromen-2-yl)-2,3-dihydro-1,4-benzodioxine-2-carboxamide
• CAS: 112127-82-9
• 化学式: C₂₂H₂₂N₂O₅
• 分子量: 394.427
• InChiKey: CASYHDUKAFDWMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  77.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  Ethyl 6-(4-oxo-4H-chromen-2-yl)-2,3-dihydro-1,4-benzodioxine-2-carboxylate 、 N,N-二甲基乙二胺 反应 0.5h， 以52.1%的产率得到N-<2-(dimethylamino)-1-ethyl>-2,3-dihydro-6-(4-oxo-4H-1-benzopyran-2-yl)-1,4-benzodioxin-2-carboxamide
  参考文献：
  名称：

  Synthesis of some flavone derivatives: potent inhibitors of human platelet aggregation

  摘要：

  A series of 20 benzodioxan derivatives of flavone were synthesized and characterised each bearing an ester or amide side chain of variable length. The activity of the compounds on washed human platelet aggregation induced by ADP (5-mu-M), collagen (2.5-mu-g/ml) and thrombin (0.1 U/ml) was evaluated. The ethoxycarbonyl side chain derivative inhibited all 3 types of aggregation agents with an IC50 of 1, 2, and 24-mu-M respectively, making it one of the most potent platelet aggregation inhibitors among the flavonoids. Its mode of action should involve an increase in platelet cyclic AMP.

  DOI：

  10.1016/0223-5234(91)90124-6

文献信息

• Synthesis of some flavone derivatives: potent inhibitors of human platelet aggregation
  作者：R Ertan、H Göker、M Ertan、A Beretz、JP Cazenave、M Haag、R Anton

  DOI：10.1016/0223-5234(91)90124-6

  日期：1991.10

  A series of 20 benzodioxan derivatives of flavone were synthesized and characterised each bearing an ester or amide side chain of variable length. The activity of the compounds on washed human platelet aggregation induced by ADP (5-mu-M), collagen (2.5-mu-g/ml) and thrombin (0.1 U/ml) was evaluated. The ethoxycarbonyl side chain derivative inhibited all 3 types of aggregation agents with an IC50 of 1, 2, and 24-mu-M respectively, making it one of the most potent platelet aggregation inhibitors among the flavonoids. Its mode of action should involve an increase in platelet cyclic AMP.