5-(4-allyl-2-methoxyphenoxy)pentanoic acid | 1343498-51-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-(4-allyl-2-methoxyphenoxy)pentanoic acid
• 英文别名: 5-(2-Methoxy-4-prop-2-enylphenoxy)pentanoic acid
• CAS: 1343498-51-0
• 化学式: C₁₅H₂₀O₄
• 分子量: 264.321
• InChiKey: XMNHSOLMSYKKEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(4-allyl-2-methoxyphenoxy)pentanoic acid 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  光敏剂丁香酚卟啉衍生物的合成和抗肿瘤活性：化疗和光动力疗法的联合疗法

  摘要：

  光动力疗法 （PDT） 是一种很有前途的癌症治疗方法。目前，光敏剂的发展已成为国内外研究的热点。本研究合成了 20 种卟啉-丁基酚化合物，并采用 1H NMR、IR、质谱等分析方法对目标化合物的结构进行了分析。通过使用 DPBF 活性氧探针 （1,3-二苯基异苯并呋喃） 确定作为光敏剂生产单线态氧的目标化合物的量子产率。使用 HepG2 细胞和 A549 细胞研究合成的靶化合物的抗癌活性。单线态氧实验结果表明，Zn 金属螯合化合物比游离碱卟啉具有更好的单线态氧产生。细胞活性测定显示，金属螯合化合物表现出更好的体外抗肿瘤活性。

  DOI：

  10.1002/aoc.7759
• 作为产物：
  描述：

  ethyl 5-(4-allyl-2-methoxyphenoxy)pentanoate 在 potassium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 以86%的产率得到5-(4-allyl-2-methoxyphenoxy)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.