ethyl 3-(4-bromopyridin-3-yl)-3-hydroxypropanoate | 1229578-17-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 3-(4-bromopyridin-3-yl)-3-hydroxypropanoate
• CAS: 1229578-17-9
• 化学式: C₁₀H₁₂BrNO₃
• 分子量: 274.114
• InChiKey: XDUBGPZTJFUWRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.83
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  59.42
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  ethyl 3-(4-bromopyridin-3-yl)-3-hydroxypropanoate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 1-(4-Bromopyridin-3-yl)propane-1,3-diol
  参考文献：
  名称：

  A prodrug approach towards the development of tricyclic-based FBPase inhibitors

  摘要：

  For the purpose of reducing the strong CYP3A4 inhibitory potency of diamide prodrug 4, cyclic prodrugs of tricyclic-based FBPase inhibitors were synthesized. Extensive SAR studies led to the discovery of pyridine-containing cyclic prodrug 20, which strongly inhibited glucose production in monkey hepatocytes and also showed weak CYP3A4 inhibitory potency. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.017
• 作为产物：
  描述：

  乙酸乙酯 、 4-溴吡啶-3-甲醛 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 生成 ethyl 3-(4-bromopyridin-3-yl)-3-hydroxypropanoate
  参考文献：
  名称：

  A prodrug approach towards the development of tricyclic-based FBPase inhibitors

  摘要：

  For the purpose of reducing the strong CYP3A4 inhibitory potency of diamide prodrug 4, cyclic prodrugs of tricyclic-based FBPase inhibitors were synthesized. Extensive SAR studies led to the discovery of pyridine-containing cyclic prodrug 20, which strongly inhibited glucose production in monkey hepatocytes and also showed weak CYP3A4 inhibitory potency. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.017