(S)-3-(3-((E)-1-(4-trifluoromethylbenzyloxyimino)ethyl)phenyl)-2-ethoxypropanoic acid | 1033781-34-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: (S)-3-(3-((E)-1-(4-trifluoromethylbenzyloxyimino)ethyl)phenyl)-2-ethoxypropanoic acid
• 英文别名: (2S)-2-ethoxy-3-[3-[(E)-C-methyl-N-[[4-(trifluoromethyl)phenyl]methoxy]carbonimidoyl]phenyl]propanoic acid
• CAS: 1033781-34-8
• 化学式: C₂₁H₂₂F₃NO₄
• 分子量: 409.405
• InChiKey: ONGCOQNJTQPHEJ-CPUXBYDOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  68.1
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  methyl (2S)-2-ethoxy-3-[3-[(E)-C-methyl-N-[[4-(trifluoromethyl)phenyl]methoxy]carbonimidoyl]phenyl]propanoate 在 甲醇 、 lithium hydroxide monohydrate 、 水 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-3-(3-((E)-1-(4-trifluoromethylbenzyloxyimino)ethyl)phenyl)-2-ethoxypropanoic acid
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of Novel Constrained meta-Substituted Phenyl Propanoic Acids as Peroxisome Proliferator-Activated Receptor α and γ Dual Agonists

  摘要：

  In an effort to develop dual PPAR alpha/gamma activators with improved therapeutic efficacy, a series of diaryl alpha-ethoxy propanoic acid compounds comprising two aryl groups linked by rigid oxime ether or isoxazoline ring were designed and synthesized and their biological activities were examined. Most of the compounds possessing an oxime ether linker were more potent PPAR gamma activators than the lead PPAR alpha/gamma dual agonist, tesaglitazar in vitro. Compound 18, one of the derivatives with an oxime ether linker, was found to selectively transactivate PPAR gamma (EC(50) = 0.028 mu M) over PPAR alpha (EC(50) = 7.22 mu M) in vitro and lower blood glucose in db/db mice more than muraglitazar after oral treatment for 11 days.

  DOI：

  10.1021/jm8003416