8-bromo-5-hydroxy-7,4'-dimethoxyflavone | 1390643-64-7

• 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: 8-bromo-5-hydroxy-7,4'-dimethoxyflavone
• CAS: 1390643-64-7
• 化学式: C₁₇H₁₃BrO₅
• 分子量: 377.191
• InChiKey: KOYQBDBMKZOOMO-UHFFFAOYSA-N

物化性质

• 沸点：
  526.4±50.0 °C(Predicted)
• 密度：
  1.559±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.95
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  68.9
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  8-bromo-5-hydroxy-7,4'-dimethoxyflavone 在 氢溴酸 、 sodium methylate 、 溶剂黄146 、 copper(I) bromide 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 野黄芩素
  参考文献：
  名称：

  Efficient synthesis of scutellarein

  摘要：

  Scutellarein is a component of Scutellaria, recently known as a potent cytotoxic agent on human leukaemia cells. The aim of this study was the synthesis of scutellarein and its methylated derivative. The new features are the innovating method to afford flavones from flavanones and the A-ring regioselective bromination step that lead to the target molecule by a facile and high-yielding pathway.

  DOI：

  10.1080/14786419.2011.566224
• 作为产物：
  描述：

  5-羟基-4',7-二甲氧基黄酮 在 tetra-N-butylammonium tribromide 作用下， 以 氯仿 为溶剂， 反应 1.33h， 以61 mg的产率得到6-bromo-5-hydroxy-7,4'-dimethoxyflavone
  参考文献：
  名称：

  Efficient synthesis of scutellarein

  摘要：

  Scutellarein is a component of Scutellaria, recently known as a potent cytotoxic agent on human leukaemia cells. The aim of this study was the synthesis of scutellarein and its methylated derivative. The new features are the innovating method to afford flavones from flavanones and the A-ring regioselective bromination step that lead to the target molecule by a facile and high-yielding pathway.

  DOI：

  10.1080/14786419.2011.566224