4-(1-Benzyl-1H-imidazol-2-yl)-4-hydroxy-piperidine-1-carboxylic acid ethyl ester | 873215-67-9

• 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-(1-Benzyl-1H-imidazol-2-yl)-4-hydroxy-piperidine-1-carboxylic acid ethyl ester
• CAS: 873215-67-9
• 化学式: C₁₈H₂₃N₃O₃
• 分子量: 329.399
• InChiKey: AWVXVLCCAZQNEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.37
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  67.59
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-(1-Benzyl-1H-imidazol-2-yl)-4-hydroxy-piperidine-1-carboxylic acid ethyl ester 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 4-(1-benzyl-1H-imidazol-2-yl)-4-phenylpiperidine-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：

  N-苄基咪唑 、 N-乙氧羰基-4-哌啶酮 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以56%的产率得到4-(1-Benzyl-1H-imidazol-2-yl)-4-hydroxy-piperidine-1-carboxylic acid ethyl ester
  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