ethyl 2-methoxy-3-(5-phenylmethoxypyridin-2-yl)prop-2-enoate | 918831-54-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 2-methoxy-3-(5-phenylmethoxypyridin-2-yl)prop-2-enoate
• CAS: 918831-54-6
• 化学式: C₁₈H₁₉NO₄
• 分子量: 313.353
• InChiKey: DRFYMTSJIRJAIV-UHFFFAOYSA-N

物化性质

• 沸点：
  474.4±45.0 °C(Predicted)
• 密度：
  1.171±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.21
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  57.65
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-methoxy-3-(5-phenylmethoxypyridin-2-yl)prop-2-enoate 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、344.75 kPa 条件下， 反应 16.0h， 以93%的产率得到
  参考文献：
  名称：

  Pyridine-2-propanoic acids: Discovery of dual PPARα/γ agonists as antidiabetic agents

  摘要：

  A series of novel pyridine-2-propanoic acids was synthesized. A structure-activity relationship study of these compounds led to the identification of potent dual PPARalpha/gamma agonists with varied isoform selectivity. Based on the results of efficacy studies in diabetic (db/db) mice, and the desired pharmacokinetic parameters, compound (S)-13 was selected for further profiling.

  DOI：

  10.1016/j.bmcl.2006.08.105
• 作为产物：
  描述：

  (ethoxycarbonyl-methoxy-methyl)-triphenyl-phosphonium chloride 、 5-(苄氧基)吡啶-2-甲醛 在 四甲基胍 作用下， 以 氯仿 为溶剂， 反应 16.0h， 以100%的产率得到ethyl 2-methoxy-3-(5-phenylmethoxypyridin-2-yl)prop-2-enoate
  参考文献：
  名称：

  Pyridine-2-propanoic acids: Discovery of dual PPARα/γ agonists as antidiabetic agents

  摘要：

  A series of novel pyridine-2-propanoic acids was synthesized. A structure-activity relationship study of these compounds led to the identification of potent dual PPARalpha/gamma agonists with varied isoform selectivity. Based on the results of efficacy studies in diabetic (db/db) mice, and the desired pharmacokinetic parameters, compound (S)-13 was selected for further profiling.

  DOI：

  10.1016/j.bmcl.2006.08.105

文献信息

• Pyridine-2-propanoic acids: Discovery of dual PPARα/γ agonists as antidiabetic agents
  作者：Paul S. Humphries、Jonathon V. Almaden、Sandra J. Barnum、Thomas J. Carlson、Quyen-Quyen T. Do、James D. Fraser、Mary Hess、Young H. Kim、Kathleen M. Ogilvie、Shaoxian Sun

  DOI：10.1016/j.bmcl.2006.08.105

  日期：2006.12

  A series of novel pyridine-2-propanoic acids was synthesized. A structure-activity relationship study of these compounds led to the identification of potent dual PPARalpha/gamma agonists with varied isoform selectivity. Based on the results of efficacy studies in diabetic (db/db) mice, and the desired pharmacokinetic parameters, compound (S)-13 was selected for further profiling.