2,2-dimethyl-5-{4-[(E)-phenyldiazenyl]phenoxy}pentanoic acid | 1343498-66-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 2,2-dimethyl-5-{4-[(E)-phenyldiazenyl]phenoxy}pentanoic acid
• CAS: 1343498-66-7
• 化学式: C₁₉H₂₂N₂O₃
• 分子量: 326.395
• InChiKey: OPDJXWIVOBMQMQ-QZQOTICOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.37
• 重原子数：
  24.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  71.25
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  isobutyl 2,2-dimetyl-5-{4-[(E)-phenyldiazenyl]phenoxy}pentanoate 在 potassium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 以87%的产率得到2,2-dimethyl-5-{4-[(E)-phenyldiazenyl]phenoxy}pentanoic acid
  参考文献：
  名称：

  Discovery of gemfibrozil analogues that activate PPARα and enhance the expression of gene CPT1A involved in fatty acids catabolism

  摘要：

  A new series of gemfibrozil analogues conjugated with alpha-asarone, trans-stilbene, chalcone, and their bioisosteric modifications were synthesized and evaluated to develop PPAR alpha agonists. In this attempt, we have removed the methyls on the phenyl ring of gemfibrozil and introduced the above scaffolds in para position synthesizing two series of derivatives, keeping the dimethylpentanoic skeleton of gemfibrozil unaltered or demethylated. Four compounds exhibited good activation of the PPAR alpha receptor and were also screened for their activity on PPAR alpha-regulated gene CPT1A. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.08.022

文献信息

• Discovery of gemfibrozil analogues that activate PPARα and enhance the expression of gene CPT1A involved in fatty acids catabolism
  作者：Barbara De Filippis、Antonella Giancristofaro、Alessandra Ammazzalorso、Alessandra D’Angelo、Marialuigia Fantacuzzi、Letizia Giampietro、Cristina Maccallini、Michele Petruzzelli、Rosa Amoroso

  DOI：10.1016/j.ejmech.2011.08.022

  日期：2011.10

  A new series of gemfibrozil analogues conjugated with alpha-asarone, trans-stilbene, chalcone, and their bioisosteric modifications were synthesized and evaluated to develop PPAR alpha agonists. In this attempt, we have removed the methyls on the phenyl ring of gemfibrozil and introduced the above scaffolds in para position synthesizing two series of derivatives, keeping the dimethylpentanoic skeleton of gemfibrozil unaltered or demethylated. Four compounds exhibited good activation of the PPAR alpha receptor and were also screened for their activity on PPAR alpha-regulated gene CPT1A. (C) 2011 Elsevier Masson SAS. All rights reserved.