(Z)-4-(2-oxo-5-phenyl-3-((5-(4-(trifluoromethyl)phenyl)furan-2-yl)methylene)-2,3-dihydro-1H-pyrrol-1-yl)benzoic acid | 1191052-55-7

• 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: (Z)-4-(2-oxo-5-phenyl-3-((5-(4-(trifluoromethyl)phenyl)furan-2-yl)methylene)-2,3-dihydro-1H-pyrrol-1-yl)benzoic acid
• CAS: 1191052-55-7
• 化学式: C₂₉H₁₈F₃NO₄
• 分子量: 501.461
• InChiKey: IHOXFUNYARPBCE-PGMHBOJBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.13
• 重原子数：
  37.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  70.75
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  (Z)-methyl 4-(2-oxo-5-phenyl-3-((5-(4-(trifluoromethyl)phenyl)furan-2-yl)methylene)-2,3-dihydro-1H-pyrrol-1-yl)benzoate 在 lithium iodide 作用下， 以 吡啶 为溶剂， 以92%的产率得到(Z)-4-(2-oxo-5-phenyl-3-((5-(4-(trifluoromethyl)phenyl)furan-2-yl)methylene)-2,3-dihydro-1H-pyrrol-1-yl)benzoic acid
  参考文献：
  名称：

  Investigation of N-Aryl-3-alkylidenepyrrolinones as Potential Niemann−Pick Type C Disease Therapeutics

  摘要：

  A five-step synthesis of an array of N-aryl-3-alkylidenepyrrolinones, which are potential Niemann-Pick type C (NPC) disease therapeutics, is described. The synthetic route allows for the production of analogues, including photoaffinity and biotinylated derivatives. Compound 1a increased esterification by acyl-coenzyme A:cholesteryl acyltransferase in NPC1 mutant cells. It also decreased LDL uptake and increased cholesterol efflux in both NPC1-deficient and normal cells.

  DOI：

  10.1021/jm900707n