1-quinolin-3-yl-piperidine-4-carboxylic acid | 847408-56-4

• 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-quinolin-3-yl-piperidine-4-carboxylic acid
• 英文别名: 1-quinolin-3-ylpiperidine-4-carboxylic acid
• CAS: 847408-56-4
• 化学式: C₁₅H₁₆N₂O₂
• 分子量: 256.304
• InChiKey: HYVDSIDJSHPHTF-UHFFFAOYSA-N

物化性质

• 沸点：
  486.7±35.0 °C(Predicted)
• 密度：
  1.273±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  53.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-quinolin-3-yl-piperidine-4-carboxylic acid 、 4-吡啶基偕胺肟 在 O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-(4-(3-(Pyridin-4-yl)-1,2,4-oxadiazol-5-yl)piperidin-1-yl)quinoline
  参考文献：
  名称：

  Structural modifications of N-arylamide oxadiazoles: Identification of N-arylpiperidine oxadiazoles as potent and selective agonists of CB2

  摘要：

  Structural modifications to the central portion of the N-arylamide oxadiazole scaffold led to the identification of N-arylpiperidine oxadiazoles as conformationally constrained analogs that offered improved stability and comparable potency and selectivity. The simple, modular scaffold allowed for the use of expeditious and divergent synthetic routes, which provided two-directional SAR in parallel. Several potent and selective agonists from this novel ligand class are described. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.096
• 作为产物：
  描述：

  1-(quinolin-3-yl)piperidine-4-carbonitrile 在 硫酸 作用下， 以 水 为溶剂， 以45%的产率得到1-quinolin-3-yl-piperidine-4-carboxylic acid
  参考文献：
  名称：

  Structural modifications of N-arylamide oxadiazoles: Identification of N-arylpiperidine oxadiazoles as potent and selective agonists of CB2

  摘要：

  Structural modifications to the central portion of the N-arylamide oxadiazole scaffold led to the identification of N-arylpiperidine oxadiazoles as conformationally constrained analogs that offered improved stability and comparable potency and selectivity. The simple, modular scaffold allowed for the use of expeditious and divergent synthetic routes, which provided two-directional SAR in parallel. Several potent and selective agonists from this novel ligand class are described. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.096

文献信息

• 4-Piperidinecarboxamide modulators of vanilloid VR1 receptor
  申请人：Calvo R. Raul

  公开号：US20060116368A1

  公开（公告）日：2006-06-01

  This invention is directed to vanilloid receptor VR1 ligands. More particularly, this invention relates to hetero isonipecotic amides that are potent modulators of VR1 which are useful for the treatment and prevention of disease conditions in mammals.

  这项发明涉及辣椒素受体VR1配体。更具体地说，这项发明涉及对VR1具有潜在调节作用的杂环异尼泊酸酰胺，这些化合物对于治疗和预防哺乳动物的疾病状况是有用的。
• [EN] ARYL PIPERIDINE DERIVATIVES AS VLA-1 INTEGRIN ANTAGONISTS AND USES THEREOF<br/>[FR] DERIVES D'ARYLPIPERIDINE UTILISES EN TANT QU'ANTAGONISTES D'INTEGRINE VLA-1 ET UTILISATIONS DE CEUX-CI
  申请人：ICOS CORP

  公开号：WO2005019200A2

  公开（公告）日：2005-03-03

  Aryl piperidine that are VLA-1 integrin antagonists are disclosed. Also disclosed are compositions containing such compounds and methods of using such compounds in treating diseases mediated, at least in part, by the VLA-I integrin.
• [EN] 4-PIPERIDINECARBOXAMIDE MODULATORS OF VANILLOID VR1 RECEPTOR<br/>[FR] MODULATEURS DE 4-PIPERIDINECARBOXAMIDE DU RECEPTEUR VANILLOIDE VR1
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2006058338A2

  公开（公告）日：2006-06-01

  [EN] This invention is directed to vanilloid receptor VR1 ligands. More particularly, this invention relates to hetero isonipecotic amides that are potent modulators of VR1 which are useful for the treatment and prevention of disease conditions in mammals.
  [FR] Cette invention concerne des ligands du récepteur vanilloïde VR1. Plus particulièrement, l'invention concerne des amides isonipecotiques qui sont des modulateurs puissants convenant pour le traitement et la prévention de divers états pathologiques chez les mammifères.
• Structural modifications of N-arylamide oxadiazoles: Identification of N-arylpiperidine oxadiazoles as potent and selective agonists of CB2
  作者：Erin F. DiMauro、John L. Buchanan、Alan Cheng、Renee Emkey、Stephen A. Hitchcock、Liyue Huang、Ming Y. Huang、Brett Janosky、Josie H. Lee、Xingwen Li、Matthew W. Martin、Susan A. Tomlinson、Ryan D. White、Xiao Mei Zheng、Vinod F. Patel、Robert T. Fremeau

  DOI：10.1016/j.bmcl.2008.06.096

  日期：2008.8

  Structural modifications to the central portion of the N-arylamide oxadiazole scaffold led to the identification of N-arylpiperidine oxadiazoles as conformationally constrained analogs that offered improved stability and comparable potency and selectivity. The simple, modular scaffold allowed for the use of expeditious and divergent synthetic routes, which provided two-directional SAR in parallel. Several potent and selective agonists from this novel ligand class are described. (c) 2008 Elsevier Ltd. All rights reserved.