ethyl (2S)-2-ethoxy-3-{4-[2-(5-methyl-2-thien-3-yl-1,3-oxazol-4-yl)ethoxy]phenyl}propanoate | 696661-69-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl (2S)-2-ethoxy-3-{4-[2-(5-methyl-2-thien-3-yl-1,3-oxazol-4-yl)ethoxy]phenyl}propanoate
• 英文别名: ethyl (2S)-2-ethoxy-3-[4-[2-(5-methyl-2-thiophen-3-yl-1,3-oxazol-4-yl)ethoxy]phenyl]propanoate
• CAS: 696661-69-5
• 化学式: C₂₃H₂₇NO₅S
• 分子量: 429.537
• InChiKey: QXLATMVVAYLWKS-NRFANRHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  99
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ethyl (2S)-2-ethoxy-3-{4-[2-(5-methyl-2-thien-3-yl-1,3-oxazol-4-yl)ethoxy]phenyl}propanoate 在 水 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 16.0h， 生成 (S)-2-ethoxy-3-(4-(2-(5-methyl-2-(thiophen-3-yl)oxazol-4-yl)ethoxy) phenyl)propanoic acid
  参考文献：
  名称：

  Revisiting glitazars: Thiophene substituted oxazole containing α-ethoxy phenylpropanoic acid derivatives as highly potent PPARα/γ dual agonists devoid of adverse effects in rodents

  摘要：

  In an effort to develop safe and efficacious compounds for the treatment of metabolic disorders, novel thiophene substituted oxazole containing alpha-alkoxy-phenylpropanoic acid derivatives are designed as highly potent PPAR alpha/gamma dual agonists. These compounds were found to be efficacious at picomolar concentrations. Lead compound 18d has emerged as very potent PPAR alpha/gamma dual agonist demonstrating potent antidiabetic and lipid lowering activity at a very low dose and did not exhibit any significant signs of toxicity in rodents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.020
• 作为产物：
  描述：

  在 lithium aluminium tetrahydride 、 硫酸 、 水 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 ethyl (2S)-2-ethoxy-3-{4-[2-(5-methyl-2-thien-3-yl-1,3-oxazol-4-yl)ethoxy]phenyl}propanoate
  参考文献：
  名称：

  Revisiting glitazars: Thiophene substituted oxazole containing α-ethoxy phenylpropanoic acid derivatives as highly potent PPARα/γ dual agonists devoid of adverse effects in rodents

  摘要：

  In an effort to develop safe and efficacious compounds for the treatment of metabolic disorders, novel thiophene substituted oxazole containing alpha-alkoxy-phenylpropanoic acid derivatives are designed as highly potent PPAR alpha/gamma dual agonists. These compounds were found to be efficacious at picomolar concentrations. Lead compound 18d has emerged as very potent PPAR alpha/gamma dual agonist demonstrating potent antidiabetic and lipid lowering activity at a very low dose and did not exhibit any significant signs of toxicity in rodents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.020