methyl 4-<<4-acetyl-3-<<(4-methylphenyl)sulfonyl>oxy>-2-prop-2-enylphenoxy>methyl>-3-methoxybenzoate | 118683-91-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 4-<<4-acetyl-3-<<(4-methylphenyl)sulfonyl>oxy>-2-prop-2-enylphenoxy>methyl>-3-methoxybenzoate
• 英文别名: methyl 4-[[4-acetyl-3-(4-methylphenyl)sulfonyloxy-2-prop-2-enylphenoxy]methyl]-3-methoxybenzoate
• CAS: 118683-91-3
• 化学式: C₂₈H₂₈O₈S
• 分子量: 524.592
• InChiKey: VKFDPOPJQCHBHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.07
• 重原子数：
  37.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  105.2
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  methyl 4-<<4-acetyl-3-<<(4-methylphenyl)sulfonyl>oxy>-2-prop-2-enylphenoxy>methyl>-3-methoxybenzoate 在 lithium hydroxide 、 二甲基硫 、 臭氧 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 1.0h， 生成 4-[[4-acetyl-3-hydroxy-2-(3-phenylprop-2-enyl)phenoxy]methyl]-3-methoxybenzoic 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
• 作为产物：
  描述：

  1-(3-烯丙基-2,4-二羟基苯基)乙酮 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 60.0h， 生成 methyl 4-<<4-acetyl-3-<<(4-methylphenyl)sulfonyl>oxy>-2-prop-2-enylphenoxy>methyl>-3-methoxybenzoate
  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：——