4-(Pyridin-3-yl)piperidine-4-carboxylic acid | 720659-78-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-(Pyridin-3-yl)piperidine-4-carboxylic acid
• 英文别名: 4-pyridin-3-ylpiperidine-4-carboxylic acid
• CAS: 720659-78-9
• 化学式: C₁₁H₁₄N₂O₂
• 分子量: 206.244
• InChiKey: RCIANVOKXLZIRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  62.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(Pyridin-3-yl)piperidine-4-carboxylic acid 在 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (2S)-3-[4-(2-methoxyphenyl)phenyl]-2-[(4-pyridin-3-ylpiperidine-4-carbonyl)amino]propanoic acid
  参考文献：
  名称：

  N-(Arylacetyl)-biphenylalanines as Potent VLA-4 Antagonists

  摘要：

  A series of potent N-(aralkyl-, arylcycloalkyl-, and heteroaryl-acyl)-4-biphenylalanine VLA-4 antagonists was prepared by rapid analogue methods using solid-phase chemistry. Further optimization led to several highly potent compounds (IC50 < 1 nM). Evaluation of rat pharmacokinetic revealed generally high clearance. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00366-9
• 作为产物：
  描述：

  3-吡啶乙酸乙酯 在 sodium hydroxide 、 potassium hydride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 4-(Pyridin-3-yl)piperidine-4-carboxylic acid
  参考文献：
  名称：

  N-(Arylacetyl)-biphenylalanines as Potent VLA-4 Antagonists

  摘要：

  A series of potent N-(aralkyl-, arylcycloalkyl-, and heteroaryl-acyl)-4-biphenylalanine VLA-4 antagonists was prepared by rapid analogue methods using solid-phase chemistry. Further optimization led to several highly potent compounds (IC50 < 1 nM). Evaluation of rat pharmacokinetic revealed generally high clearance. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00366-9

文献信息

• Substituted pyrrolidin-3-yl-alkyl-piperidines
  申请人：Hoechst Marion Roussel Inc.

  公开号：US05824690A1

  公开（公告）日：1998-10-20

  The present invention relates to substituted pyrrolidinyl-3-yl-alkyl-piperidines, their stereoisomers, and pharmaceutically acceptable salts thereof and processes for preparation of the same. The compounds of the present invention are useful in their pharmacological activities such as tachykinin antagonism, especially substance P and neurokinin A antagonism, and the like. Compounds having the property of tachykinin antagonism are indicated for conditions associated with neurogenic inflammation and other diseases described herein.

  本发明涉及取代的吡咯烷基-3-基-烷基哌啶，其立体异构体和其药学上可接受的盐以及其制备方法。本发明化合物在药理活性上有用，例如迅速激动肽拮抗作用，特别是物质P和神经激肽A拮抗作用等。具有迅速激动肽拮抗性质的化合物适用于与神经源性炎症和其他在此处描述的疾病相关的情况。
• NOVEL HETEROCYCLIC SUBSTITUTED PYRROLIDINE AMIDE DERIVATIVES
  申请人：HOECHST MARION ROUSSEL, INC.

  公开号：EP0946548A1

  公开（公告）日：1999-10-06
• US5824690A
  申请人：——

  公开号：US5824690A

  公开（公告）日：1998-10-20
• [EN] NOVEL HETEROCYCLIC SUBSTITUTED PYRROLIDINE AMIDE DERIVATIVES<br/>[FR] NOUVEAUX AMIDES DERIVES DE LA PYRROLIDINE, A SUBSTITUANT HETEROCYCLIQUE
  申请人：HOECHST MARION ROUSSEL, INC.

  公开号：WO1998027086A1

  公开（公告）日：1998-06-25

  (EN) The present invention relates to novel heterocyclic substituted pyrrolidine amide derivatives of formula (1), and stereoisomers and pharmaceutically acceptable salts thereof and their use as tachykinin receptor antagonists. Such antagonists are useful in the treatment of tachykinin-mediated diseases and conditions disclosed herein including: asthma, cough, and bronchitis.(FR) L'invention concerne de nouveaux amides dérivés de la pyrrolidine, à substituant hétérocyclique, ayant la formule (1), leurs stéréoisomères et leurs sels acceptables sur le plan pharmaceutique, ainsi que l'utilisation de ces composés en tant qu'antagonistes des récepteurs de la tachykinine. Ces antagonistes sont utiles pour le traitement de maladies et de troubles associés à la tachykinine, en particulier l'asthme, la toux et les bronchites.
• N-(Arylacetyl)-biphenylalanines as Potent VLA-4 Antagonists
  作者：Bing Li、Stephen E de Laszlo、Theodore M Kamenecka、Ihor E Kopka、Philippe L Durette、Thomas Lanza, Jr、Malcolm MacCoss、Sharon Tong、Richard A Mumford、Ermengilda D McCauley、Gail Van Riper、John A Schmidt、William K Hagmann

  DOI：10.1016/s0960-894x(02)00366-9

  日期：2002.8

  A series of potent N-(aralkyl-, arylcycloalkyl-, and heteroaryl-acyl)-4-biphenylalanine VLA-4 antagonists was prepared by rapid analogue methods using solid-phase chemistry. Further optimization led to several highly potent compounds (IC50 < 1 nM). Evaluation of rat pharmacokinetic revealed generally high clearance. (C) 2002 Elsevier Science Ltd. All rights reserved.