Methyl 2-[2-[2-[[2-chloro-3-(trifluoromethyl)phenyl]methyl-(2,2-diphenylethyl)amino]ethyl]-1-benzofuran-6-yl]acetate | 609772-21-6

• 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: Methyl 2-[2-[2-[[2-chloro-3-(trifluoromethyl)phenyl]methyl-(2,2-diphenylethyl)amino]ethyl]-1-benzofuran-6-yl]acetate
• CAS: 609772-21-6
• 化学式: C₃₅H₃₁ClF₃NO₃
• 分子量: 606.084
• InChiKey: BRXHELYPQPJEJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  43
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  42.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Methyl 2-[2-[2-[[2-chloro-3-(trifluoromethyl)phenyl]methyl-(2,2-diphenylethyl)amino]ethyl]-1-benzofuran-6-yl]acetate 在 水 、 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 以65%的产率得到2-(2-(2-((2-Chloro-3-(trifluoromethyl)benzyl)(2,2-diphenylethyl)amino)ethyl)benzofuran-6-yl)acetic acid
  参考文献：
  名称：

  The discovery of tertiary-amine LXR agonists with potent cholesterol efflux activity in macrophages

  摘要：

  The liver X receptors (LXR) play a key role in cholesterol homeostasis and lipid metabolism. SAR studies around tertiary-amine lead molecule 2, an LXR full agonist, revealed that steric and conformational changes to the acetic acid and propanolamine groups produce dramatic effects on agonist efficacy and potency. The new analogs possess good functional activity, demonstrating the ability to upregulate LXR target genes, as well as promote cholesterol efflux in macrophages. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.036
• 作为产物：
  描述：

  Methyl 2-(2-(2-((2,2-diphenylethyl)amino)ethyl)benzofuran-6-yl)acetate 、 2-氯-3-(三氟甲基)苯甲醛 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 以74%的产率得到Methyl 2-[2-[2-[[2-chloro-3-(trifluoromethyl)phenyl]methyl-(2,2-diphenylethyl)amino]ethyl]-1-benzofuran-6-yl]acetate
  参考文献：
  名称：

  The discovery of tertiary-amine LXR agonists with potent cholesterol efflux activity in macrophages

  摘要：

  The liver X receptors (LXR) play a key role in cholesterol homeostasis and lipid metabolism. SAR studies around tertiary-amine lead molecule 2, an LXR full agonist, revealed that steric and conformational changes to the acetic acid and propanolamine groups produce dramatic effects on agonist efficacy and potency. The new analogs possess good functional activity, demonstrating the ability to upregulate LXR target genes, as well as promote cholesterol efflux in macrophages. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.036