{[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propyl]sulfonyl}acetic acid | 118682-97-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: {[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propyl]sulfonyl}acetic acid
• 英文别名: 2-[3-(4-Acetyl-3-hydroxy-2-propylphenoxy)propylsulfonyl]acetic acid
• CAS: 118682-97-6
• 化学式: C₁₆H₂₂O₇S
• 分子量: 358.412
• InChiKey: CQFVOKJBOQTBHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  126
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-[4-(3-溴丙氧基)-2-羟基-3-丙基苯基]-1-乙酮 在 lithium hydroxide 、 potassium carbonate 、 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 73.0h， 生成 {[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propyl]sulfonyl}acetic acid
  参考文献：
  名称：

  Hydroxyacetophenone-derived antagonists of the peptidoleukotrienes

  摘要：

  Considerations of the possible similarities between leukotriene D4 and its prototypical antagonist, FPL 55712, led to the development of a new series of leukotriene antagonists incorporating a hydroxyacetophenone group (e.g., the toluic acids 16 and 18). Although considerable attention has focused on FPL 55712-derived analogues, only limited investigations into alternatives for the standard 4-acetyl-3-hydroxy-2-propylphenoxy moiety have been reported. Therefore, an extensive study of modifications to the hydroxyacetophenone portion of toluic acid 18 was undertaken. Although no viable alternative to the 3-hydroxy moiety was discovered, replacements for the 2-propyl group (34, 37) and the 4-acetyl functionality (56, 59) yielded potent antagonists. A number of compounds exhibited longer duration of action in vivo than FPL 55712.

  DOI：

  10.1021/jm00124a014

文献信息

• BROWN, FREDERICK J.;BERNSTEIN, PETER R.;CRONK, LAURA A.;DOSSET, DAVID L.;+, J. MED. CHEM., 32,(1989) N, C. 807-826
  作者：BROWN, FREDERICK J.、BERNSTEIN, PETER R.、CRONK, LAURA A.、DOSSET, DAVID L.、+

  DOI：——

  日期：——
• Hydroxyacetophenone-derived antagonists of the peptidoleukotrienes
  作者：Frederick J. Brown、Peter R. Bernstein、Laura A. Cronk、David L. Dosset、Kevin C. Hebbel、Thomas P. Maduskuie、Howard S. Shapiro、Edward P. Vacek、Ying K. Yee

  DOI：10.1021/jm00124a014

  日期：1989.4

  Considerations of the possible similarities between leukotriene D4 and its prototypical antagonist, FPL 55712, led to the development of a new series of leukotriene antagonists incorporating a hydroxyacetophenone group (e.g., the toluic acids 16 and 18). Although considerable attention has focused on FPL 55712-derived analogues, only limited investigations into alternatives for the standard 4-acetyl-3-hydroxy-2-propylphenoxy moiety have been reported. Therefore, an extensive study of modifications to the hydroxyacetophenone portion of toluic acid 18 was undertaken. Although no viable alternative to the 3-hydroxy moiety was discovered, replacements for the 2-propyl group (34, 37) and the 4-acetyl functionality (56, 59) yielded potent antagonists. A number of compounds exhibited longer duration of action in vivo than FPL 55712.