3-Hydroxy-2-(4-isopropyl-phenyl)-4-oxo-4H-chromene-6-carboxylic acid | 72739-27-6

• 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: 3-Hydroxy-2-(4-isopropyl-phenyl)-4-oxo-4H-chromene-6-carboxylic acid
• 英文别名: 3-Hydroxy-4-oxo-2-(4-propan-2-ylphenyl)chromene-6-carboxylic acid
• CAS: 72739-27-6
• 化学式: C₁₉H₁₆O₅
• 分子量: 324.333
• InChiKey: RSOJOQUZBCNJNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-Hydroxy-2-(4-isopropyl-phenyl)-4-oxo-4H-chromene-6-carboxylic acid 、 碘甲烷 在 sodium hydroxide 、 potassium carbonate 作用下， 生成 2-(4-Isopropyl-phenyl)-3-methoxy-4-oxo-4H-chromene-6-carboxylic acid
  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
• 作为产物：
  描述：

  4-hydroxy-3-[(E)-3-(4-propan-2-ylphenyl)prop-2-enoyl]benzoic acid 在 sodium hydroxide 、 双氧水 作用下， 以 乙醇 为溶剂， 反应 18.0h， 以46%的产率得到3-Hydroxy-2-(4-isopropyl-phenyl)-4-oxo-4H-chromene-6-carboxylic acid
  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

• 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：——
• 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.