4'-Methoxy-6-carboxy-flavon | 63070-98-4

• 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'-Methoxy-6-carboxy-flavon
• 英文别名: 2-(4-methoxy-phenyl)-4-oxo-4H-chromene-6-carboxylic acid；2-(4-Methoxy-phenyl)-4-oxo-4H-chromen-6-carbonsaeure；4'-Methoxy-6-carboxyflavanone；2-(4-methoxyphenyl)-4-oxochromene-6-carboxylic acid
• CAS: 63070-98-4
• 化学式: C₁₇H₁₂O₅
• 分子量: 296.279
• InChiKey: CXZTWQVDMUXTTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2'-羟基苯乙酮-5'-羧酸 在 氢氧化钾 、 溴 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 7.0h， 生成 4'-Methoxy-6-carboxy-flavon
  参考文献：
  名称：

  Inhibition of histamine-induced gastric secretion by flavone-6-carboxylic acids

  摘要：

  Twenty-five flavone-6-carboxylic acids were synthesized and tested as to their ability to inhibit histamine-induced gastric acid secretion in the rat. 3-Isopropoxy-4'-methoxyflavone-6-carboxylic acid (41) showed consistent oral activity while being devoid of any other noteworthy pharmacological effects. In vitro, this compound was found to be inactive as a histamine H2 antagonist, and its mode of action remains unknown.

  DOI：

  10.1021/jm00177a029

文献信息

• SYNTHESIS OF DIHYDROFLAVONOLS AND FLAVONOLS
  作者：M. G. MARATHEY

  DOI：10.1021/jo01123a003

  日期：1955.5
• Synthesis of Flavone- and Flavonol-6-carboxylic Acid and Related Derivatives
  作者：D. N. Shah、S. K. Parikh、N. M. Shah

  DOI：10.1021/ja01613a059

  日期：1955.4
• PFISTER J. R.; WYMANN W. E.; SCHULER M. E.; ROSZKOWSKI A. P., J. MED. CHEM., 1980, 23, NO 3, 335-338
  作者：PFISTER J. R.、 WYMANN W. E.、 SCHULER M. E.、 ROSZKOWSKI A. P.

  DOI：——

  日期：——
• DORIA G.; ROMEO C.; GIRALDI P.; LAURIA F.; SBERZE P.; TIBOLLA M.; CORNO M+, EUR. J. MED. CHEM., 1978, 13, NO 1, 33-39
  作者：DORIA G.、 ROMEO C.、 GIRALDI P.、 LAURIA F.、 SBERZE P.、 TIBOLLA M.、 CORNO M+

  DOI：——

  日期：——
• Inhibition of histamine-induced gastric secretion by flavone-6-carboxylic acids
  作者：Juerg R. Pfister、Walter E. Wymann、Margery E. Schuler、Adolph P. Roszkowski

  DOI：10.1021/jm00177a029

  日期：1980.3

  Twenty-five flavone-6-carboxylic acids were synthesized and tested as to their ability to inhibit histamine-induced gastric acid secretion in the rat. 3-Isopropoxy-4'-methoxyflavone-6-carboxylic acid (41) showed consistent oral activity while being devoid of any other noteworthy pharmacological effects. In vitro, this compound was found to be inactive as a histamine H2 antagonist, and its mode of action remains unknown.