4-(1H-imidazol-2-yl)-N,4-diphenylpiperidine-1-carboxamide | 873215-64-6

• 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-(1H-imidazol-2-yl)-N,4-diphenylpiperidine-1-carboxamide
• CAS: 873215-64-6
• 化学式: C₂₁H₂₂N₄O
• 分子量: 346.432
• InChiKey: VTJBQJWBRDVWQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  61
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(1H-imidazol-2-yl)-N,4-diphenylpiperidine-1-carboxamide 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 8.17h， 生成 4-(1-benzoyl-1H-imidazol-2-yl)-N,4-diphenylpiperidine-1-carboxamide
  参考文献：
  名称：

  4-Phenyl-4-[1H-imidazol-2-yl]-piperidine derivatives, a novel class of selective δ-opioid agonists

  摘要：

  A novel series of 4-phenyl-4-[1H-imidazol-2-yl]-piperidine derivatives has been prepared and their synthesis described herein. In vitro affinities for delta-, mu-, and kappa-opioid receptors, as well as the functional activity in the [S-35]GTP gamma S assay are reported. The most potent and selective delta-opioid agonist 18a exhibited a K-i of 18 nM, and was > 258-fold and 28-fold selective over mu- and kappa-receptors, respectively; the compound is a full agonist with an EC50 value of 14 nM. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.025
• 作为产物：
  描述：

  ethyl 4-hydroxy-4-(1H-imidazol-2-yl)piperidine-1-carboxylate 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 4-(1H-imidazol-2-yl)-N,4-diphenylpiperidine-1-carboxamide 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  4-Phenyl-4-[1H-imidazol-2-yl]-piperidine derivatives, a novel class of selective δ-opioid agonists

  摘要：

  A novel series of 4-phenyl-4-[1H-imidazol-2-yl]-piperidine derivatives has been prepared and their synthesis described herein. In vitro affinities for delta-, mu-, and kappa-opioid receptors, as well as the functional activity in the [S-35]GTP gamma S assay are reported. The most potent and selective delta-opioid agonist 18a exhibited a K-i of 18 nM, and was > 258-fold and 28-fold selective over mu- and kappa-receptors, respectively; the compound is a full agonist with an EC50 value of 14 nM. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.025

文献信息

• 4-Phenyl-4-[1H-imidazol-2-yl]-piperidine derivatives, a novel class of selective δ-opioid agonists
  作者：Andrés A. Trabanco、Shirley Pullan、José M. Alonso、Rosa M. Alvarez、José I. Andrés、Inge Boeckx、Javier Fernández、Antonio Gómez、Laura Iturrino、Frans E. Janssens、Joseph E. Leenaerts、Ana I. De Lucas、Encarna Matesanz、Theo Meert、Thomas Steckler

  DOI：10.1016/j.bmcl.2005.09.025

  日期：2006.1

  A novel series of 4-phenyl-4-[1H-imidazol-2-yl]-piperidine derivatives has been prepared and their synthesis described herein. In vitro affinities for delta-, mu-, and kappa-opioid receptors, as well as the functional activity in the [S-35]GTP gamma S assay are reported. The most potent and selective delta-opioid agonist 18a exhibited a K-i of 18 nM, and was > 258-fold and 28-fold selective over mu- and kappa-receptors, respectively; the compound is a full agonist with an EC50 value of 14 nM. (c) 2005 Elsevier Ltd. All rights reserved.