1-[3-(7-bromoheptoxy)-5-methoxyphenyl]-N-(3,5-difluorophenyl)-N-ethyl-7-methoxy-4-oxoquinoline-3-carboxamide | 535969-88-1

• 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-(7-bromoheptoxy)-5-methoxyphenyl]-N-(3,5-difluorophenyl)-N-ethyl-7-methoxy-4-oxoquinoline-3-carboxamide
• CAS: 535969-88-1
• 化学式: C₃₃H₃₅BrF₂N₂O₅
• 分子量: 657.552
• InChiKey: PRVCQCFVEODOQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  43
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  三乙烯二胺 、 1-[3-(7-bromoheptoxy)-5-methoxyphenyl]-N-(3,5-difluorophenyl)-N-ethyl-7-methoxy-4-oxoquinoline-3-carboxamide 以 乙腈 为溶剂， 生成 1-[3-[7-(4-aza-1-azoniabicyclo[2.2.2]octan-1-yl)heptoxy]-5-methoxyphenyl]-N-(3,5-difluorophenyl)-N-ethyl-7-methoxy-4-oxoquinoline-3-carboxamide;bromide
  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：

  1-(3-Benzyloxy-5-methoxy-phenyl)-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carbonyl chloride 在 palladium on activated charcoal 氢气 、 sodium hydride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-[3-(7-bromoheptoxy)-5-methoxyphenyl]-N-(3,5-difluorophenyl)-N-ethyl-7-methoxy-4-oxoquinoline-3-carboxamide
  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