(4-{3-[4-(4-fluoro-benzoyl)-phenoxy]-propoxy}-indol-1-yl)-acetic acid | 853651-44-2

• 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: (4-{3-[4-(4-fluoro-benzoyl)-phenoxy]-propoxy}-indol-1-yl)-acetic acid
• 英文别名: 2-[4-[3-[4-(4-fluorobenzoyl)phenoxy]propoxy]indol-1-yl]acetic Acid
• CAS: 853651-44-2
• 化学式: C₂₆H₂₂FNO₅
• 分子量: 447.463
• InChiKey: OSODZFHPHPHFGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  77.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-(3-chloropropoxy)-1H-indole 在 lithium hydroxide 、 potassium carbonate 、 potassium iodide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 (4-{3-[4-(4-fluoro-benzoyl)-phenoxy]-propoxy}-indol-1-yl)-acetic acid
  参考文献：
  名称：

  Indol-1-yl Acetic Acids as Peroxisome Proliferator-Activated Receptor Agonists:  Design, Synthesis, Structural Biology, and Molecular Docking Studies

  摘要：

  A series of novel indole-based PPAR agonists is described leading to discovery of 10k, a highly potent PPAR pan-agonist. The structural biology and molecular docking studies revealed that the distances between the acidic group and the linker, when a ligand was complexed with PPAR gamma protein, were important for the potent activity. The hydrophobic tail part of 10k makes intensive hydrophobic interaction with the PPAR gamma protein resulting in potent activity.

  DOI：

  10.1021/jm0510373

文献信息

• Indole compounds
  申请人：Hsieh Hsing-Pang

  公开号：US20050124675A1

  公开（公告）日：2005-06-09

  This invention relates to treating peroxisome proliferator-activated receptors related diseases with certain indole compounds. The indole compounds are of formula (I) below. Each variable is defined in the specification.

  本发明涉及使用特定吲哚化合物治疗与过氧化物酶体增殖激活受体相关的疾病。这些吲哚化合物的化学式如下所示。每个变量在说明书中有定义。
• US7449478B2
  申请人：——

  公开号：US7449478B2

  公开（公告）日：2008-11-11
• Indol-1-yl Acetic Acids as Peroxisome Proliferator-Activated Receptor Agonists:  Design, Synthesis, Structural Biology, and Molecular Docking Studies
  作者：Neeraj Mahindroo、Chiung-Chiu Wang、Chun-Chen Liao、Chien-Fu Huang、I-Lin Lu、Tzu-Wen Lien、Yi-Huei Peng、Wei-Jan Huang、Ying-Ting Lin、Ming-Chen Hsu、Chia-Hui Lin、Chia-Hua Tsai、John T.-A. Hsu、Xin Chen、Ping-Chiang Lyu、Yu-Sheng Chao、Su-Ying Wu、Hsing-Pang Hsieh

  DOI：10.1021/jm0510373

  日期：2006.2.1

  A series of novel indole-based PPAR agonists is described leading to discovery of 10k, a highly potent PPAR pan-agonist. The structural biology and molecular docking studies revealed that the distances between the acidic group and the linker, when a ligand was complexed with PPAR gamma protein, were important for the potent activity. The hydrophobic tail part of 10k makes intensive hydrophobic interaction with the PPAR gamma protein resulting in potent activity.