(S)-2-((1-(3-((2-(4-chlorophenyl)oxazol-4-yl)methoxy)phenyl)ethyl)((4-fluoro-3-methoxyphenoxy)carbonyl)amino)acetic acid | 1228558-50-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (S)-2-((1-(3-((2-(4-chlorophenyl)oxazol-4-yl)methoxy)phenyl)ethyl)((4-fluoro-3-methoxyphenoxy)carbonyl)amino)acetic acid
• 英文别名: 2-[[(1S)-1-[3-[[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methoxy]phenyl]ethyl]-(4-fluoro-3-methoxyphenoxy)carbonylamino]acetic acid
• CAS: 1228558-50-6
• 化学式: C₂₈H₂₄ClFN₂O₇
• 分子量: 554.959
• InChiKey: TWMQFZUKMKLRTL-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  39
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  在 水 、 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-2-((1-(3-((2-(4-chlorophenyl)oxazol-4-yl)methoxy)phenyl)ethyl)((4-fluoro-3-methoxyphenoxy)carbonyl)amino)acetic acid
  参考文献：
  名称：

  Synthesis and structure–activity relationships of 2-aryl-4-oxazolylmethoxy benzylglycines and 2-aryl-4-thiazolylmethoxy benzylglycines as novel, potent PPARα selective activators- PPARα and PPARγ selectivity modulation

  摘要：

  The synthesis and follow-up SAR studies of our development candidate 1 by incorporating 2-aryl-4-oxazolylmethoxy and 2-aryl-4-thiazolylmethoxy moieties into the oxybenzylglycine framework of the PPAR alpha/gamma dual agonist muraglitazar is described. SAR studies indicate that different substituents on the aryloxazole/thiazole moieties as well as the choice of carbamate substituent on the glycine moiety can significantly modulate the selectivity of PPAR alpha versus PPAR gamma. Potent, highly selective PPAR alpha activators 2a and 2l, as well as PPAR alpha activators with significant PPAR gamma activity, such as 2s, were identified. The in vivo pharmacology of these compounds in preclinical animal models as well as their ADME profiles are discussed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.019