4fluoro-4-(3-phenylpropyl) piperidine.HCl | 301186-86-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4fluoro-4-(3-phenylpropyl) piperidine.HCl
• 英文别名: 4-Fluoro-4-(3-phenylpropyl)piperidine hydrochloride；4-fluoro-4-(3-phenylpropyl)piperidine;hydrochloride
• CAS: 301186-86-7
• 化学式: C₁₄H₂₀FN*ClH
• 分子量: 257.779
• InChiKey: NFJJOVRFZMDGEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.52
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  12
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  α-(R)-(3-(R)-Formyl-4-(S)-phenyl-pyrrolidin-1-yl)cyclohexaneacetic acid, para-methoxybenzyl ester 、 4fluoro-4-(3-phenylpropyl) piperidine.HCl 在 三乙酰氧基硼氢化钠 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 甲酸 、 水 、 1,2-二氯乙烷 、 乙腈 为溶剂， 以13 mg (48%)的产率得到2-(R)-(3-(S)-((4-Fluoro-4-(3-phenylpropyl)piperidin-1-yl)methyl)-4-(S)-phenylpyrrolidin-1-yl)-2-(cyclohexyl)acetic acid
  参考文献：
  名称：

  Pyrrolidine modulators of chemokine receptor activity

  摘要：

  本发明涉及式1的吡咯烷化合物：（其中R1、R2、R3、R4、R5、R6和n在此处定义），这些化合物可用作趋化因子受体活性的调节剂。具体来说，这些化合物可用作趋化因子受体CCR-5和/或CCR-3的调节剂。

  公开号：

  US06265434B1

文献信息

• [EN] E-FLUORO-4-(PYRIDIN-2-YL)-PIPERIDINE-1-CARBOXAMIDE DERIVATIVES AND RELATED COMPOUNDS WHICH MODULATE THE FUNCTION OF THE VANILLOID-1 RECEPTOR (VR1) FOR THE TREATMENT OF PAIN<br/>[FR] DERIVES DE 4-FLUORO-4-(PYRIDIN-2-YL)-PIPERIDINE-1-CARBOXAMIDE ET COMPOSES ASSOCIES MODULANT LA FONCTION DU RECEPTEUR VANILLOIDE (VR1) POUR LE TRAITEMENT DE LA DOULEUR
  申请人：MERCK SHARP & DOHME

  公开号：WO2005051390A1

  公开（公告）日：2005-06-09

  Compounds of formula (I): wherein: A1 is phenyl, a six-membered aromatic heterocycle containing one, two or three nitrogen atoms, or a five-membered aromatic heterocycle containing up to four heteroatoms chosen from O, N and S, at most one heteroatom being O or S; A2 is phenyl, a six-membered aromatic heterocycle containing one, two or three nitrogen atoms, or a five-membered aromatic heterocycle containing up to four heteroatoms chosen from 0, N and S, at most one heteroatom being O or S; L is a bond or C1-6alkylene; R1 and R2 independently chosen from hydrogen and C1-6alkyl or Rl and R2 may, together, form a methylene or ethylene bridge; W is halogen, C1-6alkyl, haloC1-6alkyl, C1-6alkoxy or haloC1-6alkoxy; X is O, S or NR3 or X, together with the atom to which it is attached, and Y, form an unsaturated five-membered ring together with A2; Y is a bond, C1-4alkylene, NH or NH(CH2)1-3; or a pharmaceutically acceptable salt thereof; other substituents are defined in claim 1; which are useful as therapeutic compounds, particularly in the treatment of pain and other conditions ameliorated by the modulation of the function of the vanilloid-1 receptor (VR1).

  化合物的结构式（I）：其中：A1是苯基，含有一个、两个或三个氮原子的六元芳香杂环，或者含有最多四个来自O、N和S的杂原子的五元芳香杂环，其中最多有一个杂原子是O或S；A2是苯基，含有一个、两个或三个氮原子的六元芳香杂环，或者含有最多四个来自0、N和S的杂原子的五元芳香杂环，其中最多有一个杂原子是O或S；L是键或C1-6烷基；R1和R2独立选择自氢和C1-6烷基，或者R1和R2可以一起形成亚甲基或乙烯桥；W是卤素，C1-6烷基，卤代C1-6烷基，C1-6烷氧基或卤代C1-6烷氧基；X是O、S或NR3或X与其连接的原子和Y一起形成与A2一起的不饱和五元环；Y是键，C1-4烷基，NH或NH(CH2)1-3；或其药学上可接受的盐；其他取代基在权利要求1中定义；这些化合物可用作治疗化合物，特别是在疼痛治疗和通过调节vanilloid-1受体（VR1）功能改善的其他病症的治疗中。
• E-fluoro-4-(pyridin-2-yl)-piperidine-1-carboxamide derivatives and related compounds which modulate the function of the vanilloid-1 receptor (vr1) for the treatment of pain
  申请人：Bayliss Tracy

  公开号：US20070135423A1

  公开（公告）日：2007-06-14

  Compounds of formula (I): wherein: A 1 is phenyl, a six-membered aromatic heterocycle containing one, two or three nitrogen atoms, or a five-membered aromatic heterocycle containing up to four heteroatoms chosen from O, N and S, at most one heteroatom being O or S; A 2 is phenyl, a six-membered aromatic heterocycle containing one, two or three nitrogen atoms, or a five-membered aromatic heterocycle containing up to four heteroatoms chosen from O, N and S, at most one heteroatom being O or S; L is a bond or C 1-6 alkylene; R 1 and R 2 independently chosen from hydrogen and C 1-6 alkyl or R 1 and R 2 may, together, form a methylene or ethylene bridge; W is halogen, C 1-6 alkyl, haloC 1-6 alkyl, C 1-6 alkoxy or haloC 1-6 alkoxy; X is O, S or NR 3 or X, together with the atom to which it is attached, and Y, form an unsaturated five-membered ring together with A 2 ; Y is a bond, C 1-4 alkylene, NH or NH(CH 2 ) 1-3 ; or a pharmaceutically acceptable salt thereof; other substituents are defined in claim 1 ; which are useful as therapeutic compounds, particularly in the treatment of pain and other conditions ameliorated by the modulation of the function of the vanilloid-1 receptor (VR1).

  式(I)的化合物：其中：A1是苯基，含有一个、两个或三个氮原子的六元芳杂环，或含有最多四个来自O、N和S的杂原子的五元芳杂环，至多一个杂原子为O或S；A2是苯基，含有一个、两个或三个氮原子的六元芳杂环，或含有最多四个来自O、N和S的杂原子的五元芳杂环，至多一个杂原子为O或S；L是键或C1-6烷基；R1和R2独立选择自氢和C1-6烷基，或R1和R2可共同形成亚甲基或乙烯基桥；W是卤素、C1-6烷基、卤代C1-6烷基、C1-6烷氧基或卤代C1-6烷氧基；X是O、S或NR3或X与其所连接的原子和Y共同形成一个不饱和的五元环，并与A2一起；Y是键、C1-4烷基、NH或NH(CH2)1-3；或其药学上可接受的盐；其他取代基在权利要求书中有定义；它们在治疗疼痛和其他通过调节vanilloid-1受体（VR1）功能改善的疾病中特别有用。
• 4-FLUORO-4-(PYRIDIN-2-YL)-PIPERIDINE-1-CARBOXAMIDE DERIVATIVES AND RELATED COMPOUNDS WHICH MODULATE THE FUNCTION OF THE VANILLOID-1 RECEPTOR (VR1) FOR THE TREATMENT OF PAIN
  申请人：MERCK SHARP & DOHME LTD.

  公开号：EP1682141A1

  公开（公告）日：2006-07-26
• US6265434B1
  申请人：——

  公开号：US6265434B1

  公开（公告）日：2001-07-24
• Pyrrolidine modulators of chemokine receptor activity
  申请人：Merck & Co., Inc.

  公开号：US06265434B1

  公开（公告）日：2001-07-24

  The present invention is directed to pyrrolidine compounds of the formula 1: (wherein R1, R2, R3, R4, R5, R6 and n are defined herein) which are useful as modulators of chemokine receptor activity. In particular, these compounds are useful as modulators of the chemokine receptors CCR-5 and/or CCR-3.

  本发明涉及式1的吡咯烷化合物：（其中R1、R2、R3、R4、R5、R6和n在此处定义），这些化合物可用作趋化因子受体活性的调节剂。具体来说，这些化合物可用作趋化因子受体CCR-5和/或CCR-3的调节剂。