1-[2-(2-Methoxyphenyl)quinolin-4-yl]piperidine-4-carboxamide | 178990-30-2

• 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-[2-(2-Methoxyphenyl)quinolin-4-yl]piperidine-4-carboxamide
• CAS: 178990-30-2
• 化学式: C₂₂H₂₃N₃O₂
• 分子量: 361.444
• InChiKey: OEZNFYKNLJTEBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  68.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1-二甲氧基-N,N-二甲基乙胺 、 1-[2-(2-Methoxyphenyl)quinolin-4-yl]piperidine-4-carboxamide 在 sodium hydroxide 、 盐酸羟胺 、 溶剂黄146 作用下， 生成 5-[1-[2-(2-Methoxyphenyl)quinolin-4-yl]piperidin-4-yl]-3-methyl-1,2,4-oxadiazole
  参考文献：
  名称：

  Oxadiazoles as bioisosteric transformations of carboxylic functionalities. II

  摘要：

  In order to improve the in vivo efficacy of a series of known benzodiazepine receptor (BZR) ligands, 1-(2-phenyl-4-quinolinyl)-4-piperidinecarboxamides, a series of analogs has been prepared in which the amide group of these ligands has been replaced by a 1,2,4-oxadiazole moiety or converted to other carboxylic isosters such as esters or nitriles. An increase in the in vivo efficacy was observed for some of the compounds prepared in this investigation compared to the parent carboxamide derivatives.

  DOI：

  10.1016/0223-5234(96)89169-0
• 作为产物：
  描述：

  4-氯喹啉 在 sodium hydroxide 、 正丁基锂 、 碘 作用下， 以 乙二醇乙醚 为溶剂， 反应 10.67h， 生成 1-[2-(2-Methoxyphenyl)quinolin-4-yl]piperidine-4-carboxamide
  参考文献：
  名称：

  Oxadiazoles as bioisosteric transformations of carboxylic functionalities. II

  摘要：

  In order to improve the in vivo efficacy of a series of known benzodiazepine receptor (BZR) ligands, 1-(2-phenyl-4-quinolinyl)-4-piperidinecarboxamides, a series of analogs has been prepared in which the amide group of these ligands has been replaced by a 1,2,4-oxadiazole moiety or converted to other carboxylic isosters such as esters or nitriles. An increase in the in vivo efficacy was observed for some of the compounds prepared in this investigation compared to the parent carboxamide derivatives.

  DOI：

  10.1016/0223-5234(96)89169-0

文献信息

• Oxadiazoles as bioisosteric transformations of carboxylic functionalities. II
  作者：K.E. Andersen、B.F. Lundt、A.S. Jørgensen、C Braestrup

  DOI：10.1016/0223-5234(96)89169-0

  日期：1996.1

  In order to improve the in vivo efficacy of a series of known benzodiazepine receptor (BZR) ligands, 1-(2-phenyl-4-quinolinyl)-4-piperidinecarboxamides, a series of analogs has been prepared in which the amide group of these ligands has been replaced by a 1,2,4-oxadiazole moiety or converted to other carboxylic isosters such as esters or nitriles. An increase in the in vivo efficacy was observed for some of the compounds prepared in this investigation compared to the parent carboxamide derivatives.