3-(2-Chloropyridin-4-yl)butanoic acid | 1506210-05-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-(2-Chloropyridin-4-yl)butanoic acid
• CAS: 1506210-05-4
• 化学式: C₉H₁₀ClNO₂
• 分子量: 199.637
• InChiKey: NPQNDILREFSJBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-((1R)-2,2-dimethylcyclopentyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol 、 3-(2-Chloropyridin-4-yl)butanoic acid 在 potassium tert-butylate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 0.33h， 生成 (R)-3-(2-((3-((R)-2,2-dimethylcyclopentyl)-4-(5-fluoro-2-methoxypyridin-4-yl)benzyl)oxy)pyridin-4-yl)butanoic acid 、 (S)-3-(2-((3-((R)-2,2-dimethylcyclopentyl)-4-(5-fluoro-2-methoxypyridin-4-yl)benzyl)oxy)pyridin-4-yl)butanoic acid
  参考文献：
  名称：

  Improving the Pharmacokinetics of GPR40/FFA1 Full Agonists

  摘要：

  We recently reported the discovery of a potent GPR40 full agonist AM-1638 (1). Herein, we describe our efforts in improving the drug-like properties of the full agonists through the systematic introduction of polar groups in the C-, D-, and A-rings. This led to the discovery of new GPR40 full agonists with significantly improved pharmacokinetic propeties. Compound 8 and 20 also showed potent in vivo efficacy in oral glucose tolerance tests in mice in addition to the improvement in properties.

  DOI：

  10.1021/ml4005123