5-<(4-phenyl-2-quinolyl)oxy>pentanoic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 5-<(4-phenyl-2-quinolyl)oxy>pentanoic acid
• 英文别名: 5-(4-Phenylquinolin-2-yl)oxypentanoic acid
• 化学式: C₂₀H₁₉NO₃
• 分子量: 321.376
• InChiKey: RUEBJCAJUJVYFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  59.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-溴戊酸乙酯 在 sodium hydroxide 、 silver carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 50.0h， 生成 5-<(4-phenyl-2-quinolyl)oxy>pentanoic acid
  参考文献：
  名称：

  .omega.-[(4-Phenyl-2-quinolyl)oxy]alkanoic acid derivatives: a new family of potent LTB4 antagonists

  摘要：

  A series of omega-[(4-phenyl-2-quinolyl)oxy]alkanoic acid derivatives was prepared which inhibited the binding of the leukotriene B4 to its receptors on guinea pig spleen membranes and on human polymorphonuclear leukocytes. A structure-activity relationship was investigated. The length of the carboxylic acid side chain was important for potent binding activity. The replacement of the oxygen atom at the beginning of the chain with other polar or nonpolar linking groups led to considerable loss of potency, indicating that the oxygen linking atom might be involved in the receptor recognition. Alpha-Substitution on the carboxylic acid side chain led to substantially more potent compounds. Substitution on the phenyl ring and on the quinoline ring was also evaluated.

  DOI：

  10.1021/jm00101a007

文献信息

• .omega.-[(4-Phenyl-2-quinolyl)oxy]alkanoic acid derivatives: a new family of potent LTB4 antagonists
  作者：Richard Labaudiniere、Wolfram Hendel、Bernard Terlain、Francoise Cavy、Olivier Marquis、Norbert Dereu

  DOI：10.1021/jm00101a007

  日期：1992.11

  A series of omega-[(4-phenyl-2-quinolyl)oxy]alkanoic acid derivatives was prepared which inhibited the binding of the leukotriene B4 to its receptors on guinea pig spleen membranes and on human polymorphonuclear leukocytes. A structure-activity relationship was investigated. The length of the carboxylic acid side chain was important for potent binding activity. The replacement of the oxygen atom at the beginning of the chain with other polar or nonpolar linking groups led to considerable loss of potency, indicating that the oxygen linking atom might be involved in the receptor recognition. Alpha-Substitution on the carboxylic acid side chain led to substantially more potent compounds. Substitution on the phenyl ring and on the quinoline ring was also evaluated.