methyl 3-oxo-3-((3-(2-oxo-2-(pyridin-2-yl)acetyl)phenyl)amino)propanoate | 1259525-39-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 3-oxo-3-((3-(2-oxo-2-(pyridin-2-yl)acetyl)phenyl)amino)propanoate
• CAS: 1259525-39-7
• 化学式: C₁₇H₁₄N₂O₅
• 分子量: 326.309
• InChiKey: DOHZXNSSMDHXHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.65
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  102.43
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  丙二酸甲酯酰氯 、 1-(3-aminophenyl)-2-(pyridin-2-yl)ethane-1,2-dione 在 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 以15%的产率得到methyl 3-oxo-3-((3-(2-oxo-2-(pyridin-2-yl)acetyl)phenyl)amino)propanoate
  参考文献：
  名称：

  Structure−Activity Relationships of Substituted 1-Pyridyl-2-phenyl-1,2-ethanediones: Potent, Selective Carboxylesterase Inhibitors

  摘要：

  Inhibition of intestinal carboxylesterases may allow modification of the pharmacokinetics/pharmacodynamic profile of existing drugs by altering half-life or toxicity. Since previously identified diarylethane-1,2-dione inhibitors are decidedly hydrophobic, a modified dione scaffold was designed and elaborated into a > 300 member library, which was subsequently screened to establish the SAR for esterase inhibition. This allowed the identification of single digit nanomolar hiCE inhibitors that showed improvement in selectivity and measured solubility.

  DOI：

  10.1021/jm101101q