(1-benzyl-piperidin-4-yl)-(4-chloro-phenyl)-amine | 115661-40-0

• 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: (1-benzyl-piperidin-4-yl)-(4-chloro-phenyl)-amine
• 英文别名: 1-benzyl-N-(4-chlorophenyl)piperidin-4-amine
• CAS: 115661-40-0
• 化学式: C₁₈H₂₁ClN₂
• 分子量: 300.831
• InChiKey: PBIFXKDAVNPOMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  15.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1-benzyl-piperidin-4-yl)-(4-chloro-phenyl)-amine 在 甲醇 、 1-氯乙基氯甲酸酯 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 1-{2-[4-(N-Propionyl-(4-chlorophenyl)amino)piperidino]ethyl}-3-isopropenyl-2(3H)-benzimidazolone
  参考文献：
  名称：

  Pharmacological profile of a novel series of NK1 antagonists. In vitro and in vivo potency of benzimidazolone derivatives

  摘要：

  By low throughput examination of our chemical library, compound 7 was selected as a lead NK, antagonist with a K-i of 7.1 nM. Modifications of its structure led to the finding that the in vitro potency could be markedly enhanced by disubstituting the anilino phenyl ring as in compounds 13 or 22. Human binding data correlated rather well with results obtained with in vitro animal mice; compound 13 was the most active with ED50 of 0.001 and 0.3 mg/kg after iv and po administration respectively. Furthermore, antagonist 71 was found to be a potent inhibitor of SP-induced bronchoconstriction in guinea-pigs with an ED50 between 0.1 and 0.03 mg/kg iv. Furthermore, upon oral administration, 71 was observed to be active in a model of SP-induced bronchial hypersensitivity in mice, with an ID50 of around 3 mg/kg.

  DOI：

  10.1016/s0223-5234(97)82771-7
• 作为产物：
  描述：

  对氯苯胺 在 sodium tetrahydroborate 、 四氯化钛 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 (1-benzyl-piperidin-4-yl)-(4-chloro-phenyl)-amine
  参考文献：
  名称：

  A new series of M3 muscarinic antagonists based on the 4-amino-piperidine scaffold

  摘要：

  A series of 4-amino-piperidine containing molecules have been synthesized and structure-affinity relationship toward the M3-muscarinic receptor has been investigated. Chemical modulations provided molecules with K-i for the human M3-R up to 1 nM with variable selectivity (3- to 40-fold) over the human M2-R. Compounds 2 (pA(2) = 8.3, 8.6) demonstrates in vitro on guinea pig bladder and ileal strips potent anticholinergic properties and tissue selectivity. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00487-0

文献信息

• [EN] N-ARYL-N-PIPERIDIN-4-YL-PROPIONAMIDE DERIVATIVES AND THEIR USE AS MONOAMINE NEUROTRANSMITTER RE-UPTAKE INHIBITORS<br/>[FR] DÉRIVÉS DE N-ARYL-N-PIPÉRIDIN-4-YL-PROPIONAMIDE ET LEUR UTILISATION EN TANT QU'INHIBITEURS DE LA RÉABSORPTION DES NEUROTRANSMETTEURS MONOAMINES
  申请人：NEUROSEARCH AS

  公开号：WO2009077585A1

  公开（公告）日：2009-06-25

  This invention relates to /\/-aryl-/\/-piperidin-4-yl-propionannide derivatives for use as monoamine neurotransmitter re-uptake inhibitors. In other aspects the invention relates to the use of these compounds in a method for therapy, such as for the treatment of pain, and to pharmaceutical compositions comprising the compounds, and to novel compounds.

  这项发明涉及用作单胺神经递质再摄取抑制剂的/\/-芳基-/\/-哌啶-4-基-丙酰胺衍生物。在其他方面，该发明涉及这些化合物在治疗方法中的应用，例如用于治疗疼痛，并且涉及包含这些化合物的药物组合物，以及新化合物。
• [EN] N-ARYL-N-PIPERIDIN-4-YL-PROPIONAMIDE DERIVATIVES AND THEIR USE AS OPIOID RECEPTOR LIGANDS<br/>[FR] DÉRIVÉS DE N-ARYL-N-PIPÉRIDIN-4-YLPROPIONAMIDE ET LEUR UTILISATION COMME LIGANDS DES RÉCEPTEURS OPIOÏDES
  申请人：NEUROSEARCH AS

  公开号：WO2009077584A1

  公开（公告）日：2009-06-25

  This invention relates to novel N-aryl -N-piperidin-4 -yl -propionamide derivatives (I) useful as opioid receptor ligands. In other aspects the invention relates to the use of these compounds in a method for therapy, such as for the treatment of pain, and to pharmaceutical compositions comprising the compounds of the invention.

  该发明涉及一种新型N-芳基-N-哌啶-4-基-丙酰胺衍生物（I），可用作阿片受体配体。在其他方面，该发明涉及将这些化合物用于治疗方法，例如用于治疗疼痛，以及包含该发明化合物的药物组合物。
• N-ARYL-N-PIPERIDIN-4-YL-PROPIONAMIDE DERIVATIVES AND THEIR USE AS OPIOID RECEPTOR LIGANDS
  申请人：Peters Dan

  公开号：US20110046180A1

  公开（公告）日：2011-02-24

  This invention relates to novel N-aryl-N-piperidin-4-yl-propionamide derivatives useful as opioid receptor ligands. In other aspects the invention relates to the use of these compounds in a method for therapy, such as for the treatment of pain, and to pharmaceutical compositions comprising the compounds of the invention.

  本发明涉及新型的N-芳基-N-哌啶-4-基-丙酰胺衍生物，可用作阿片受体配体。在其他方面，本发明涉及这些化合物在治疗方法中的使用，例如用于治疗疼痛，并涉及包含本发明化合物的制药组合物。
• N-ARYL-N-PIPERIDIN-4-YL-PROPIONAMIDE DERIVATIVES AND THEIR USE AS MONOAMINE NEUROTRANSMITTER RE-UPTAKE INHIBITORS
  申请人：Peters Dan

  公开号：US20110009449A1

  公开（公告）日：2011-01-13

  This invention relates to N-aryl-N-piperidin-4-yl-propionamide derivatives for use as monoamine neurotransmitter re-uptake inhibitors. In other aspects the invention relates to the use of these compounds in a method for therapy, such as for the treatment of pain, and to pharmaceutical compositions comprising the compounds, and to novel compounds.

  本发明涉及N-芳基-N-哌啶-4-基-丙酰胺衍生物，用作单胺神经递质再摄取抑制剂。在其他方面，本发明涉及这些化合物在治疗方法中的使用，例如用于疼痛治疗，以及包含这些化合物的制药组合物和新化合物。
• A new series of M3 muscarinic antagonists based on the 4-amino-piperidine scaffold
  作者：O Diouf、S Gadeau、F Chellé、M Gelbcke、P Talaga、B Christophe、M Gillard、R Massingham、M Guyaux

  DOI：10.1016/s0960-894x(02)00487-0

  日期：2002.9

  A series of 4-amino-piperidine containing molecules have been synthesized and structure-affinity relationship toward the M3-muscarinic receptor has been investigated. Chemical modulations provided molecules with K-i for the human M3-R up to 1 nM with variable selectivity (3- to 40-fold) over the human M2-R. Compounds 2 (pA(2) = 8.3, 8.6) demonstrates in vitro on guinea pig bladder and ileal strips potent anticholinergic properties and tissue selectivity. (C) 2002 Elsevier Science Ltd. All rights reserved.