diethyl 2-(2-fluoro-4-chloro-phenoxy)malonate | 1363378-76-0

• 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: diethyl 2-(2-fluoro-4-chloro-phenoxy)malonate
• CAS: 1363378-76-0
• 化学式: C₁₃H₁₄ClFO₅
• 分子量: 304.703
• InChiKey: MZOLPWIPUUOSJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.35
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  diethyl 2-(2-fluoro-4-chloro-phenoxy)malonate 在 sodium hydride 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 2-(4-chloro-2-fluoro-phenoxy)-3-(3-fluorophenyl)propanoic acid
  参考文献：
  名称：

  Synthesis, biological evaluation and molecular investigation of fluorinated peroxisome proliferator-activated receptors α/γ dual agonists

  摘要：

  PPARs are transcription factors that govern lipid and glucose homeostasis and play a central role in cardiovascular disease, obesity, and diabetes. Thus, there is significant interest in developing new agonists for these receptors. Given that the introduction of fluorine generally has a profound effect on the physical and/or biological properties of the target molecule, we synthesized a series of fluorinated analogs of the previously reported compound 2, some of which turned out to be remarkable PPAR alpha and PPAR gamma dual agonists. Docking experiments were also carried out to gain insight into the interactions of the most active derivatives with both receptors. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.01.025
• 作为产物：
  描述：

  氯代丙二酸二乙酯 、 4-氯-2-氟苯酚 在 sodium 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 4.0h， 以58%的产率得到diethyl 2-(2-fluoro-4-chloro-phenoxy)malonate
  参考文献：
  名称：

  Synthesis, biological evaluation and molecular investigation of fluorinated peroxisome proliferator-activated receptors α/γ dual agonists

  摘要：

  PPARs are transcription factors that govern lipid and glucose homeostasis and play a central role in cardiovascular disease, obesity, and diabetes. Thus, there is significant interest in developing new agonists for these receptors. Given that the introduction of fluorine generally has a profound effect on the physical and/or biological properties of the target molecule, we synthesized a series of fluorinated analogs of the previously reported compound 2, some of which turned out to be remarkable PPAR alpha and PPAR gamma dual agonists. Docking experiments were also carried out to gain insight into the interactions of the most active derivatives with both receptors. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.01.025