tert-butyl 4-(4-benzylpiperazin-1-yl)-4-cyanopiperidine-1-carboxylate | 569652-89-7

• 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: tert-butyl 4-(4-benzylpiperazin-1-yl)-4-cyanopiperidine-1-carboxylate
• 英文别名: Tert-butyl 4-(4-benzylpiperazin-1-yl)-4-cyanopiperidine-1-carboxylate
• CAS: 569652-89-7
• 化学式: C₂₂H₃₂N₄O₂
• 分子量: 384.522
• InChiKey: SGVNGAPPABFQNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  59.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(4-benzylpiperazin-1-yl)-4-cyanopiperidine-1-carboxylate 在 sodium tetrahydroborate 、 三氟乙酸 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 1-Benzyl-4-(1-ethyl-4-isobutyl-piperidin-4-yl)-piperazine
  参考文献：
  名称：

  Privileged structure based ligands for melanocortin receptors—4,4-Disubstituted piperidine derivatives

  摘要：

  Homologation and cyclization back to the chiral methine of compound 3 yields achiral 4,4-disubstituted piperidine privileged structures (e.g., 8a) useful in the construction of melanocortin 4 receptor (MC4R) ligands. The piperidine nitrogen was replaced with carbon, oxygen, sulfur, and sulfone with minor erosion of binding. The methyl cyclohexane substituent was the most potent while significant affinity was still seen for smaller lipophilic groups such as ethyl. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.016
• 作为产物：
  描述：

  1-苄基哌嗪 、 三甲基氰硅烷 、 N-叔丁氧羰基-4-哌啶酮 在 zinc(II) iodide 作用下， 生成 tert-butyl 4-(4-benzylpiperazin-1-yl)-4-cyanopiperidine-1-carboxylate
  参考文献：
  名称：

  Privileged structure based ligands for melanocortin receptors—4,4-Disubstituted piperidine derivatives

  摘要：

  Homologation and cyclization back to the chiral methine of compound 3 yields achiral 4,4-disubstituted piperidine privileged structures (e.g., 8a) useful in the construction of melanocortin 4 receptor (MC4R) ligands. The piperidine nitrogen was replaced with carbon, oxygen, sulfur, and sulfone with minor erosion of binding. The methyl cyclohexane substituent was the most potent while significant affinity was still seen for smaller lipophilic groups such as ethyl. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.016

文献信息

• [EN] SUBSTITUTED AMIDE DERIVATIVES HAVING MULTIMODAL ACTIVITY AGAINST PAIN<br/>[FR] DÉRIVÉS D'AMIDE SUBSTITUÉS AYANT UNE ACTIVITÉ MULTIMODALE CONTRE LA DOULEUR
  申请人：ESTEVE LABOR DR

  公开号：WO2017016669A1

  公开（公告）日：2017-02-02

  The present invention relates to substituted amide derivatives of formula (I) having dual pharmacological activity towards both the sigma (σ) receptor, and the p-opioid receptor, to processes of preparation of such compounds, to pharmaceutical compositions comprising them, and to their use in therapy, in particular for the treatment of pain.

  本发明涉及式（I）的取代酰胺衍生物，具有对σ受体和p-阿片受体的双重药理活性，以及制备这类化合物的方法，包括它们的药物组成物，以及它们在治疗中的应用，特别是用于疼痛治疗。
• Substituted amide derivatives having multimodal activity against pain
  申请人：ESTEVE PHARMACEUTICALS, S.A.

  公开号：US10428051B2

  公开（公告）日：2019-10-01

  The present invention relates to substituted amide derivatives having dual pharmacological activity towards both the sigma (σ) receptor, and the μ-opioid receptor, to processes of preparation of such compounds, to pharmaceutical compositions comprising them, and to their use in therapy, in particular for the treatment of pain.

  本发明涉及对σ（σ）受体和μ-阿片受体具有双重药理活性的取代酰胺衍生物，涉及此类化合物的制备工艺，涉及包含这些化合物的药物组合物，还涉及它们在治疗中的用途，特别是用于治疗疼痛。
• SUBSTITUTED AMIDE DERIVATIVES HAVING MULTIMODAL ACTIVITY AGAINST PAIN
  申请人：ESTEVE PHARMACEUTICALS, S.A.

  公开号：EP3328853B1

  公开（公告）日：2019-09-11
• US7314879B2
  申请人：——

  公开号：US7314879B2

  公开（公告）日：2008-01-01
• Privileged structure based ligands for melanocortin receptors—4,4-Disubstituted piperidine derivatives
  作者：Steven L. Kuklish、Ryan T. Backer、Karin Briner、Christopher W. Doecke、Saba Husain、Jeffrey T. Mullaney、Paul L. Ornstein、John M. Zgombick、Thomas P. O’Brien、Matthew J. Fisher

  DOI：10.1016/j.bmcl.2006.04.016

  日期：2006.7

  Homologation and cyclization back to the chiral methine of compound 3 yields achiral 4,4-disubstituted piperidine privileged structures (e.g., 8a) useful in the construction of melanocortin 4 receptor (MC4R) ligands. The piperidine nitrogen was replaced with carbon, oxygen, sulfur, and sulfone with minor erosion of binding. The methyl cyclohexane substituent was the most potent while significant affinity was still seen for smaller lipophilic groups such as ethyl. (c) 2006 Elsevier Ltd. All rights reserved.