(2S)-2-[[(2S)-2-benzyl-3-[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl]propanoyl]amino]-4-phenylbutanoic acid | 808101-37-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: (2S)-2-[[(2S)-2-benzyl-3-[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl]propanoyl]amino]-4-phenylbutanoic acid
• CAS: 808101-37-3
• 化学式: C₃₃H₄₀N₂O₄
• 分子量: 528.692
• InChiKey: VXOIRRPDOYHHNF-ZWANYAMLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  39
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  89.9
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (R)-2-苄基-3-[(3R,4R)-4-(3-羟基苯基)-3,4-二甲基哌啶-1-基]丙酸 、 alkaline earth salt of/the/ methylsulfuric acid 在 哌啶 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 、 二氯甲烷 为溶剂， 生成 (2S)-2-[[(2S)-2-benzyl-3-[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl]propanoyl]amino]-4-phenylbutanoic acid
  参考文献：
  名称：

  Novel trans-3,4-dimethyl-4-(3-hydroxyphenyl)piperidines as μ opioid receptor antagonists with improved opioid receptor selectivity profiles

  摘要：

  A series of N-substituted trans-3,4-dimethyl-4-(3-hydroxyphenyl) piperidines, mu opioid receptor antagonists, analogs of alvimopan, were prepared using solid phase methodology. This study led to the identification of a highly selective l opioid receptor antagonist, which interacts selectively with l peripheral receptors. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.106

文献信息

• Substituted piperidine compounds and methods of their use
  申请人：Adolor Corporation

  公开号：EP2394992A2

  公开（公告）日：2011-12-14

  Novel 3,4-disubstituted-4-aryl-piperidine compounds are disclosed. Pharmaceutical compositions containing the 3,4-disubstituted-4-aryl-piperidine compounds and methods of their pharmaceutical uses are also disclosed. The compounds disclosed are useful, inter alia, as antagonists of opioid receptors.

  本发明公开了新型 3,4-二取代-4-芳基哌啶化合物。还公开了含有 3,4-二取代-4-芳基哌啶化合物的药物组合物及其制药方法。所公开的化合物尤其可用作阿片受体的拮抗剂。