(R)-ethyl 2-(4-chlorophenoxy)-3-(4-iodophenyl)propanoate | 1093232-19-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-ethyl 2-(4-chlorophenoxy)-3-(4-iodophenyl)propanoate
• CAS: 1093232-19-9
• 化学式: C₁₇H₁₆ClIO₃
• 分子量: 430.67
• InChiKey: UYAJUWDUUDVVQZ-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-噻吩硼酸 、 (R)-ethyl 2-(4-chlorophenoxy)-3-(4-iodophenyl)propanoate 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 以54%的产率得到ethyl (R)-2-(4-chlorophenoxy)-3-(4-(thiophen-2-yl)phenyl)propanoate
  参考文献：
  名称：

  Synthesis, biological evaluation, and molecular modeling investigation of chiral 2-(4-chloro-phenoxy)-3-phenyl-propanoic acid derivatives with PPARα and PPARγ agonist activity

  摘要：

  PPARs are ligand-activated transcription factors that govern lipid and glucose homeostasis and play a central role in cardiovascular disease, obesity, and diabetes. Herein, we present screening results for a series of chiral 2-(4-chloro-phenoxy)-3-phenyl-propanoic acid derivatives, some of which are potent PPAR gamma agonists as well as PPAR alpha agonists. To investigate the binding modes of the most interesting derivatives into the PPARa and PPAR gamma binding clefts and evaluate their agonist activity, docking experiments, molecular dynamics simulations, and MM-PBSA analysis were performed. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2008.09.045
• 作为产物：
  描述：

  (S)-ethyl 2-hydroxy-3-(4-iodophenyl)propanoate 、 对氯苯酚 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 甲苯 为溶剂， 以74%的产率得到(R)-ethyl 2-(4-chlorophenoxy)-3-(4-iodophenyl)propanoate
  参考文献：
  名称：

  Synthesis, biological evaluation, and molecular modeling investigation of chiral 2-(4-chloro-phenoxy)-3-phenyl-propanoic acid derivatives with PPARα and PPARγ agonist activity

  摘要：

  PPARs are ligand-activated transcription factors that govern lipid and glucose homeostasis and play a central role in cardiovascular disease, obesity, and diabetes. Herein, we present screening results for a series of chiral 2-(4-chloro-phenoxy)-3-phenyl-propanoic acid derivatives, some of which are potent PPAR gamma agonists as well as PPAR alpha agonists. To investigate the binding modes of the most interesting derivatives into the PPARa and PPAR gamma binding clefts and evaluate their agonist activity, docking experiments, molecular dynamics simulations, and MM-PBSA analysis were performed. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2008.09.045