4-[(4-Acetyl-3-amino-2-propylphenoxy)methyl]-3-methoxybenzoic acid | 118683-14-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-[(4-Acetyl-3-amino-2-propylphenoxy)methyl]-3-methoxybenzoic acid
• CAS: 118683-14-0
• 化学式: C₂₀H₂₃NO₅
• 分子量: 357.406
• InChiKey: OAHSVNWRKLGEFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  98.8
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2’-氨基-4’-甲氧基苯乙酮 在 palladium on activated charcoal lithium hydroxide 、 三氯化铝 、 氢气 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 25.0~200.0 ℃ 、206.84 kPa 条件下， 反应 46.0h， 生成 4-[(4-Acetyl-3-amino-2-propylphenoxy)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