2-(4-phenyl-1H-imidazol-2-yl)-piperidine | 623949-96-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-phenyl-1H-imidazol-2-yl)-piperidine
• 英文别名: (2S)-2-(5-phenyl-1H-imidazol-2-yl)piperidine
• CAS: 623949-96-2
• 化学式: C₁₄H₁₇N₃
• 分子量: 227.309
• InChiKey: AYVDXRKUCLVKBE-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  40.7
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-phenyl-1H-imidazol-2-yl)-piperidine 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三氟乙酸 作用下， 生成 4-{2-amino-3-oxo-3-[2-(4-phenyl-1H-imidazol-2-yl)-piperidin-1-yl]-propyl}-3,5-dimethyl-benzamide
  参考文献：
  名称：

  Identification of potent phenyl imidazoles as opioid receptor agonists

  摘要：

  Using previously reported opioid receptor (OR) agonist analogs 4a-c as starting points, the structure-activity relationship (SAR) for their related series has been further refined. This SAR Study has led to the identification of 2,6-di-Me-Tyr (DMT) analogs 4h and 4j as the most potent OR agonist within the series. in addition, it was discovered that 4-(aminocarbonyl)-2,6-dimethyl-Phe is a reasonable bioisostere surrogate for the DMT moiety, as supported by the OR activities Of Compounds 4x and 4y. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.082
• 作为产物：
  描述：

  2-(4-phenyl-1H-imidazol-2-yl)-piperidine-1-carboxylic acid benzyl ester 在 palladium 10% on activated carbon 氢气 作用下， 以 乙醇 为溶剂， 反应 48.0h， 以61%的产率得到2-(4-phenyl-1H-imidazol-2-yl)-piperidine
  参考文献：
  名称：

  Novel compounds as opioid receptor modulators

  摘要：

  这项发明针对的是作为阿片受体调节剂、拮抗剂和激动剂的新型化合物，它们可用于治疗由阿片类药物调节的疾病，如疼痛和胃肠疾病。

  公开号：

  US20040010014A1

文献信息

• Heterocyclic derivatives as opioid receptor modulators
  申请人：Janssen Pharmaceutica NV

  公开号：EP2275105A1

  公开（公告）日：2011-01-19

  This invention is directed towards compounds of formula (II) as intermediates for opioid receptor modulators, antagonists, and agonists useful for the treatment of opioid modulated disorders such as pain and gastrointestinal disorders.

  本发明的目的是将式（II）化合物作为阿片受体调节剂、拮抗剂和激动剂的中间体，用于治疗阿片受体调节紊乱，如疼痛和胃肠功能紊乱。
• US7202381B2
  申请人：——

  公开号：US7202381B2

  公开（公告）日：2007-04-10
• US7659402B2
  申请人：——

  公开号：US7659402B2

  公开（公告）日：2010-02-09
• Novel compounds as opioid receptor modulators
  申请人：——

  公开号：US20040010014A1

  公开（公告）日：2004-01-15

  This invention is directed towards novel compounds as opioid receptor modulators, antagonists, and agonists useful for the treatment of opioid modulated disorders such as pain and gastrointestinal disorders.

  这项发明针对的是作为阿片受体调节剂、拮抗剂和激动剂的新型化合物，它们可用于治疗由阿片类药物调节的疾病，如疼痛和胃肠疾病。
• Identification of potent phenyl imidazoles as opioid receptor agonists
  作者：Henry J. Breslin、Chaozhong Cai、Tamara A. Miskowski、Santosh V. Coutinho、Sui-Po Zhang、Pamela Hornby、Wei He

  DOI：10.1016/j.bmcl.2006.01.082

  日期：2006.5

  Using previously reported opioid receptor (OR) agonist analogs 4a-c as starting points, the structure-activity relationship (SAR) for their related series has been further refined. This SAR Study has led to the identification of 2,6-di-Me-Tyr (DMT) analogs 4h and 4j as the most potent OR agonist within the series. in addition, it was discovered that 4-(aminocarbonyl)-2,6-dimethyl-Phe is a reasonable bioisostere surrogate for the DMT moiety, as supported by the OR activities Of Compounds 4x and 4y. (C) 2006 Elsevier Ltd. All rights reserved.