5-(4-(2E-phenyldiazenyl)phenoxy)pentanoic acid | 1343498-56-5

• 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: 5-(4-(2E-phenyldiazenyl)phenoxy)pentanoic acid
• CAS: 1343498-56-5
• 化学式: C₁₇H₁₈N₂O₃
• 分子量: 298.342
• InChiKey: FTWMBTQFTNWFEU-VHEBQXMUSA-N

物化性质

• 沸点：
  503.7±30.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.74
• 重原子数：
  22.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  71.25
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  五氟苯酚 、 5-(4-(2E-phenyldiazenyl)phenoxy)pentanoic acid 在 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 18.5h， 以77%的产率得到perfluorophenyl (E)-5-(4-phenyldiazenylphenoxy)pentanoic acid
  参考文献：
  名称：

  Dual Stimuli-Responsive Self-Assembled Supramolecular Nanoparticles

  摘要：

  AbstractSupramolecular nanoparticles (SNPs) encompass multiple copies of different building blocks brought together by specific noncovalent interactions. The inherently multivalent nature of these systems allows control of their size as well as their assembly and disassembly, thus promising potential as biomedical delivery vehicles. Here, dual responsive SNPs have been based on the ternary host–guest complexation between cucurbit[8]uril (CB[8]), a methyl viologen (MV) polymer, and mono‐ and multivalent azobenzene (Azo) functionalized molecules. UV switching of the Azo groups led to fast disruption of the ternary complexes, but to a relatively slow disintegration of the SNPs. Alternating UV and Vis photoisomerization of the Azo groups led to fully reversible SNP disassembly and reassembly. SNPs were only formed with the Azo moieties in the trans and the MV units in the oxidized states, respectively, thus constituting a supramolecular AND logic gate.

  DOI：

  10.1002/anie.201310829
• 作为产物：
  描述：

  在 potassium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 生成 5-(4-(2E-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