1-(3-Hydroxy-5-methoxy-phenyl)-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide | 535969-56-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-(3-Hydroxy-5-methoxy-phenyl)-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide
• 英文别名: N-(3,5-difluorophenyl)-N-ethyl-1-(3-hydroxy-5-methoxyphenyl)-7-methoxy-4-oxoquinoline-3-carboxamide
• CAS: 535969-56-3
• 化学式: C₂₆H₂₂F₂N₂O₅
• 分子量: 480.468
• InChiKey: HTBCZLMPJFJIJY-UHFFFAOYSA-N

物化性质

• 沸点：
  654.1±55.0 °C(Predicted)
• 密度：
  1.381±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  79.3
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-(3-Hydroxy-5-methoxy-phenyl)-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 1-[3-[[4-(4-aza-1-azoniabicyclo[2.2.2]octan-1-ylmethyl)phenyl]methoxy]-5-methoxyphenyl]-N-(3,5-difluorophenyl)-N-ethyl-7-methoxy-4-oxoquinoline-3-carboxamide;chloride
  参考文献：
  名称：

  A novel class of apical sodium-dependent bile acid transporter inhibitors: the amphiphilic 4-oxo-1-phenyl-1,4-dihydroquinoline derivatives

  摘要：

  A series of 4-oxo-1-phenyl-1,4-dihydroquinolines possessing a linker and an ammonio moiety were synthesized and found to inhibit the apical sodium-dependent bile acid transporter (ASBT). The potency of ASBT inhibition varied with the position and length of the linking tether. Compound 21e effectively lowered the total serum cholesterol levels in hamsters. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.063
• 作为产物：
  描述：

  methyl 2-(2,4-dimethoxybenzoyl)-3-(dimethylamino)acrylate 在 palladium on activated charcoal sodium hydroxide 、 草酰氯 、 氢气 、 potassium carbonate 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-(3-Hydroxy-5-methoxy-phenyl)-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide
  参考文献：
  名称：

  A novel class of apical sodium-dependent bile acid transporter inhibitors: the amphiphilic 4-oxo-1-phenyl-1,4-dihydroquinoline derivatives

  摘要：

  A series of 4-oxo-1-phenyl-1,4-dihydroquinolines possessing a linker and an ammonio moiety were synthesized and found to inhibit the apical sodium-dependent bile acid transporter (ASBT). The potency of ASBT inhibition varied with the position and length of the linking tether. Compound 21e effectively lowered the total serum cholesterol levels in hamsters. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.063