2-(4-(3-(2,3-dimethylphenoxy)propoxy)phenylthio)hexanoic acid | 1186435-66-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-(3-(2,3-dimethylphenoxy)propoxy)phenylthio)hexanoic acid
• 英文别名: (S)-2-(4-(3-(2,3-dimethylphenoxy)propoxy)phenylthio)hexanoic acid；(2S)-2-[4-[3-(2,3-dimethylphenoxy)propoxy]phenyl]sulfanylhexanoic acid
• CAS: 1186435-66-4
• 化学式: C₂₃H₃₀O₄S
• 分子量: 402.555
• InChiKey: SPSCEYHKPUTWNP-QFIPXVFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  81.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ethyl 2-(4-(3-(2,3-dimethylphenoxy)propoxy)phenylthio)hexanoate 在 水 、 lithium hydroxide 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 2-(4-(3-(2,3-dimethylphenoxy)propoxy)phenylthio)hexanoic acid 、 2-(4-(3-(2,3-dimethylphenoxy)propoxy)phenylthio)hexanoic acid
  参考文献：
  名称：

  Discovery of a novel class of 2-mercaptohexanoic acid derivatives as highly active PPARα agonists

  摘要：

  A novel and robust scaffold for highly active PPAR alpha agonists based on the 2-mercaptohexanoic acid substructure is presented. Systematic structural variation of the substitution pattern of the phenolic backbone yielded detailed SAR especially of ortho and meta substituents. We corroborated the importance of the sulfur atom as well as of the n-butyl chain for PPAR alpha activity in the 2-mercaptohexanoic acid head group by preparation of carbon analogs and alpha-unsubstituted derivatives. Compound 10 represents a low nano molar active PPAR alpha activator with excellent selectivity towards PPAR gamma. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.057

文献信息

• Discovery of a novel class of 2-mercaptohexanoic acid derivatives as highly active PPARα agonists
  作者：Heiko Zettl、Ramona Steri、Michael Lämmerhofer、Manfred Schubert-Zsilavecz

  DOI：10.1016/j.bmcl.2009.05.057

  日期：2009.8

  A novel and robust scaffold for highly active PPAR alpha agonists based on the 2-mercaptohexanoic acid substructure is presented. Systematic structural variation of the substitution pattern of the phenolic backbone yielded detailed SAR especially of ortho and meta substituents. We corroborated the importance of the sulfur atom as well as of the n-butyl chain for PPAR alpha activity in the 2-mercaptohexanoic acid head group by preparation of carbon analogs and alpha-unsubstituted derivatives. Compound 10 represents a low nano molar active PPAR alpha activator with excellent selectivity towards PPAR gamma. (C) 2009 Elsevier Ltd. All rights reserved.