3-[2-Chloro-4-(2,2,2-trifluoro-ethoxy)-phenoxy]-propan-1-ol | 653578-08-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-[2-Chloro-4-(2,2,2-trifluoro-ethoxy)-phenoxy]-propan-1-ol
• 英文别名: 3-[2-Chloro-4-(2,2,2-trifluoroethoxy)phenoxy]propan-1-OL；3-[2-chloro-4-(2,2,2-trifluoroethoxy)phenoxy]propan-1-ol
• CAS: 653578-08-6
• 化学式: C₁₁H₁₂ClF₃O₃
• 分子量: 284.663
• InChiKey: IORSNQAPKDRMFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-[2-Chloro-4-(2,2,2-trifluoro-ethoxy)-phenoxy]-propan-1-ol 在 咪唑 、 碘 、 caesium carbonate 、 三苯基膦 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 5-{3-[2-Chloro-4-(2,2,2-trifluoro-ethoxy)-phenoxy]-propoxy}-2-methyl-2,3-dihydro-benzofuran-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Novel 2,3-Dihydrobenzofuran-2-carboxylic Acids:  Highly Potent and Subtype-Selective PPARα Agonists with Potent Hypolipidemic Activity

  摘要：

  The design and synthesis of a novel class of 2,3-dihydrobenzofuran-2-carboxylic acids as highly potent and subtype-selective PPAR alpha agonists are reported. Systematic study of structure-activity relationships has identified several key structural elements within this class for maintaining the potency and subtype selectivity. Select compounds were evaluated in animal models of dyslipidemia using Syrian hamsters and male Beagle dogs, and all these compounds displayed excellent cholesterol- and triglyceride-lowering activity at dose levels that were much lower than the marketed weak PPAR alpha agonist fenofibrate.

  DOI：

  10.1021/jm050373g
• 作为产物：
  描述：

  4-(2,2,2-三氟乙氧基)苯酚 在 二异丁胺 、 磺酰氯 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 7.0h， 生成 3-[2-Chloro-4-(2,2,2-trifluoro-ethoxy)-phenoxy]-propan-1-ol
  参考文献：
  名称：

  Novel 2,3-Dihydrobenzofuran-2-carboxylic Acids:  Highly Potent and Subtype-Selective PPARα Agonists with Potent Hypolipidemic Activity

  摘要：

  The design and synthesis of a novel class of 2,3-dihydrobenzofuran-2-carboxylic acids as highly potent and subtype-selective PPAR alpha agonists are reported. Systematic study of structure-activity relationships has identified several key structural elements within this class for maintaining the potency and subtype selectivity. Select compounds were evaluated in animal models of dyslipidemia using Syrian hamsters and male Beagle dogs, and all these compounds displayed excellent cholesterol- and triglyceride-lowering activity at dose levels that were much lower than the marketed weak PPAR alpha agonist fenofibrate.

  DOI：

  10.1021/jm050373g

文献信息

• Novel 2,3-Dihydrobenzofuran-2-carboxylic Acids:  Highly Potent and Subtype-Selective PPARα Agonists with Potent Hypolipidemic Activity
  作者：Guo Q. Shi、James F. Dropinski、Yong Zhang、Conrad Santini、Soumya P. Sahoo、Joel P. Berger、Karen L. MacNaul、Gaochao Zhou、Arun Agrawal、Raul Alvaro、Tian-quan Cai、Melba Hernandez、Samuel D. Wright、David E. Moller、James V. Heck、Peter T. Meinke

  DOI：10.1021/jm050373g

  日期：2005.8.1

  The design and synthesis of a novel class of 2,3-dihydrobenzofuran-2-carboxylic acids as highly potent and subtype-selective PPAR alpha agonists are reported. Systematic study of structure-activity relationships has identified several key structural elements within this class for maintaining the potency and subtype selectivity. Select compounds were evaluated in animal models of dyslipidemia using Syrian hamsters and male Beagle dogs, and all these compounds displayed excellent cholesterol- and triglyceride-lowering activity at dose levels that were much lower than the marketed weak PPAR alpha agonist fenofibrate.