7-acetonyl-6-oxo-6H,7H-1-benzopyrano<4,3-b>-1-benzopyran | 63326-88-5

• 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: 7-acetonyl-6-oxo-6H,7H-1-benzopyrano<4,3-b>-1-benzopyran
• 英文别名: 7-(2-oxo-propyl)-7H-chromeno[4,3-b]chromen-6-one；7-acetonyl-7H-chromeno[4,3-b]chromen-6-one；7-Acetonyl-7H-chromeno[4,3-b]chromen-6-on；7-(2-Oxopropyl)-6H,7H-(1)benzopyrano(4,3-b)(1)benzopyran-6-one；7-(2-oxopropyl)-7H-chromeno[3,2-c]chromen-6-one
• CAS: 63326-88-5
• 化学式: C₁₉H₁₄O₄
• 分子量: 306.318
• InChiKey: UCBOKJIASIHXHY-UHFFFAOYSA-N

物化性质

• 沸点：
  492.4±45.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-羟基香豆素 、 3-乙酰基香豆素 在 sodium hydroxide 作用下， 反应 20.0h， 以13%的产率得到7-acetonyl-6-oxo-6H,7H-1-benzopyrano<4,3-b>-1-benzopyran
  参考文献：
  名称：

  Synthesis, toxicological and pharmacological assessment of some 4-hydroxycoumarin derivatives

  摘要：

  The synthesis of seven coumarin derivatives from 4-hydroxycoumarin and different unsaturated ketones is described. The structures of the synthesized compounds were proved by IR, H-1-NMR and mass-spectral data. Acute toxicity studies of the compounds were performed on mice by oral and intraperitoneal administration. A comparative pharmacological study of the in vivo anticoagulant effects of the derivatives with respect to Warfarin showed that the new compounds have different anticoagulant activities. 4-Acetoxy-3-[1-(4-nitrophenyl)-3-oxobutyl]-2H-1-benzopyran-2-one 2 showed slight acute toxicity and a higher anticoagulant effect than Warfarin.

  DOI：

  10.1016/0223-5234(96)88266-3

文献信息

• Studies on 4-Hydroxycoumarins. V. The Condensation of α,β-Unsaturated Ketones with 4-Hydroxycoumarin¹
  作者：Miyoshi Ikawa、Mark Arnold Stahmann、Karl Paul Link

  DOI：10.1021/ja01234a019

  日期：1944.6
• Synthesis, toxicological and pharmacological assessment of some 4-hydroxycoumarin derivatives
  作者：I Manolov、ND Danchev

  DOI：10.1016/0223-5234(96)88266-3

  日期：1995.1

  The synthesis of seven coumarin derivatives from 4-hydroxycoumarin and different unsaturated ketones is described. The structures of the synthesized compounds were proved by IR, H-1-NMR and mass-spectral data. Acute toxicity studies of the compounds were performed on mice by oral and intraperitoneal administration. A comparative pharmacological study of the in vivo anticoagulant effects of the derivatives with respect to Warfarin showed that the new compounds have different anticoagulant activities. 4-Acetoxy-3-[1-(4-nitrophenyl)-3-oxobutyl]-2H-1-benzopyran-2-one 2 showed slight acute toxicity and a higher anticoagulant effect than Warfarin.