3-[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl]propanoic acid | 808102-09-2

• 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: 3-[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl]propanoic acid
• CAS: 808102-09-2
• 化学式: C₁₆H₂₃NO₃
• 分子量: 277.364
• InChiKey: LWJSDUSABZLIKQ-BLLLJJGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  60.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl]propanoic acid 、 alkaline earth salt of/the/ methylsulfuric acid 在 哌啶 、 i-PrNEt 、 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 5-amino-2(S)-{3-[4(R)-(3-hydroxy-phenyl)-3(R),4-dimethyl-piperidin-1-yl]-propionylamino}-pentanoic 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
• 作为产物：
  描述：

  爱维莫泮中间体 在 sodium hydroxide 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 16.0h， 以69%的产率得到3-[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl]propanoic acid
  参考文献：
  名称：

  Substituted piperidine compounds and methods of their use

  摘要：

  揭示了小说3,4-二取代-4-芳基哌啶化合物。还揭示了含有3,4-二取代-4-芳基哌啶化合物的药物组合物以及它们的药用方法。所揭示的化合物可用作阿片受体的拮抗剂，等等。

  公开号：

  US20040254218A1

文献信息

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

  公开号：US20040254218A1

  公开（公告）日：2004-12-16

  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.

  揭示了小说3,4-二取代-4-芳基哌啶化合物。还揭示了含有3,4-二取代-4-芳基哌啶化合物的药物组合物以及它们的药用方法。所揭示的化合物可用作阿片受体的拮抗剂，等等。
• Novel trans-3,4-dimethyl-4-(3-hydroxyphenyl)piperidines as μ opioid receptor antagonists with improved opioid receptor selectivity profiles
  作者：Bertrand Le Bourdonnec、William M. Barker、Serge Belanger、Daniel D. Wiant、Nathalie C. Conway-James、Joel A. Cassel、Timothy J. O’Neill、Patrick J. Little、Robert N. DeHaven、Diane L. DeHaven-Hudkins、Roland E. Dolle

  DOI：10.1016/j.bmcl.2008.01.106

  日期：2008.3

  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.