4-Hydroxy-2'-phenyl-3',4'-dihydro-2'H-[3,4']bichromenyl-2-one | 56073-17-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 4-Hydroxy-2'-phenyl-3',4'-dihydro-2'H-[3,4']bichromenyl-2-one
• 英文别名: 3a(2),4a(2)-Dihydro-4-hydroxy-2a(2)-phenyl[3,4a(2)-bi-2H-1-benzopyran]-2-one；4-hydroxy-3-(2-phenyl-3,4-dihydro-2H-chromen-4-yl)chromen-2-one
• CAS: 56073-17-7
• 化学式: C₂₄H₁₈O₄
• 分子量: 370.405
• InChiKey: GZSHJZFWOAOIHY-UHFFFAOYSA-N

物化性质

• 沸点：
  578.8±50.0 °C(Predicted)
• 密度：
  1.345±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.15
• 重原子数：
  28.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  59.67
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-Hydroxy-2'-phenyl-3',4'-dihydro-2'H-[3,4']bichromenyl-2-one 在 三氯化铝 作用下， 反应 0.5h， 生成 8-phenyl-1H,14H-8,14-methanobenzo[7,8][1,3]dioxocino[5,4-c]chromen-1-one
  参考文献：
  名称：

  Design and synthesis of novel diphenacoum-derived, conformation-restricted vitamin K 2,3-epoxide reductase inhibitors

  摘要：

  Two novel diphenacoum-derived analogues 5 and 6 are designed, synthesized and tested as potential vitamin K 2,3-epoxide reductase (VKOR) inhibitors. The inhibition studies indicated that 5 is a potent VKOR inhibitor, which confirmed that the replacement of the tetrahydronaphthalene on diphenacoum to a chroman functionality does not have a major impact on inhibition potency. The conformation-restricted compound 6 is a moderate inhibitor which may serve as a lead compound for further study of the mode of action of coumarin-type anticoagulants at the molecular level. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.005
• 作为产物：
  描述：

  黄烷酮 在 sodium tetrahydroborate 、 对甲苯磺酸 作用下， 以 甲醇 、 1,2-二氯乙烷 为溶剂， 反应 6.5h， 生成 4-Hydroxy-2'-phenyl-3',4'-dihydro-2'H-[3,4']bichromenyl-2-one
  参考文献：
  名称：

  Design and synthesis of novel diphenacoum-derived, conformation-restricted vitamin K 2,3-epoxide reductase inhibitors

  摘要：

  Two novel diphenacoum-derived analogues 5 and 6 are designed, synthesized and tested as potential vitamin K 2,3-epoxide reductase (VKOR) inhibitors. The inhibition studies indicated that 5 is a potent VKOR inhibitor, which confirmed that the replacement of the tetrahydronaphthalene on diphenacoum to a chroman functionality does not have a major impact on inhibition potency. The conformation-restricted compound 6 is a moderate inhibitor which may serve as a lead compound for further study of the mode of action of coumarin-type anticoagulants at the molecular level. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.005