1-benzoyl-3-oxo-2-piperidinecarboxylic acid methyl ester | 122019-50-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-benzoyl-3-oxo-2-piperidinecarboxylic acid methyl ester
• 英文别名: 1-Benzoyl-2-carbomethoxy-piperidone；Methyl 1-benzoyl-3-oxopiperidine-2-carboxylate
• CAS: 122019-50-5
• 化学式: C₁₄H₁₅NO₄
• 分子量: 261.277
• InChiKey: IRABXWYZNIRMOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-benzoyl-3-oxo-2-piperidinecarboxylic acid methyl ester 在 盐酸 、 sodium hydroxide 作用下， 以 乙酸乙酯 为溶剂， 生成 1-Benzoyl-3-hydroxymethyl-4-hydroxy piperidine
  参考文献：
  名称：

  Halogenated naphthyl methoxy piperidines for mapping serotonin

  摘要：

  揭示了对血清素转运体具有强亲和力的卤代萘基甲氧基哌啶类化合物。这些化合物可以通过后期合成与正电子发射和/或伽马发射的卤素同位素标记，从而最大限度地延长标记的可用寿命。标记的化合物可用于通过正电子发射断层扫描和/或单光子发射计算机断层扫描定位血清素转运体位点。

  公开号：

  US05919797A1
• 作为产物：
  描述：

  3-羟基-2-吡啶甲酸 在 rhodium contaminated with carbon 盐酸 、 ammonium hydroxide 、 草酰氯 、 氢气 、 potassium carbonate 、 二甲基亚砜 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 21.75h， 生成 1-benzoyl-3-oxo-2-piperidinecarboxylic acid methyl ester
  参考文献：
  名称：

  Evaluation and synthesis of amino-hydroxy isoxazoles and pyrazoles as potential glycine agonists

  摘要：

  Except for structurally similar small amino acids, such as alanine, beta-alanine, and serine, compounds acting as glycine-receptor agonists are an unknown class of pharmacological agents. To investigate the potential of small, substituted heterocycles to act as glycine agonists, we have evaluated the similarities between glycine and a series of hydroxy- and amino-substituted pyrazoles and isoxazoles through complementary molecular modeling techniques. Using a "scorecard approach" to determine the overall similarity of projected agonist structures to glycine, we prioritized synthesis and subsequently prepared several novel derivatives. The biological activity of these compounds was compared to that of glycine by using a [3H]strychnine-mediated glycine receptor binding assay. Despite the close similarity in the calculated parameters when compared to glycine, no significant receptor-binding activity was observed for the targeted analogues. These results illustrate the structurally exacting nature of the glycine receptor.

  DOI：

  10.1021/jm00129a016

文献信息

• US5919797A
  申请人：——

  公开号：US5919797A

  公开（公告）日：1999-07-06
• Evaluation and synthesis of amino-hydroxy isoxazoles and pyrazoles as potential glycine agonists
  作者：J. Drummond、G. Johnson、D. G. Nickell、D. F. Ortwine、R. F. Bruns、B. Welbaum

  DOI：10.1021/jm00129a016

  日期：1989.9

  Except for structurally similar small amino acids, such as alanine, beta-alanine, and serine, compounds acting as glycine-receptor agonists are an unknown class of pharmacological agents. To investigate the potential of small, substituted heterocycles to act as glycine agonists, we have evaluated the similarities between glycine and a series of hydroxy- and amino-substituted pyrazoles and isoxazoles through complementary molecular modeling techniques. Using a "scorecard approach" to determine the overall similarity of projected agonist structures to glycine, we prioritized synthesis and subsequently prepared several novel derivatives. The biological activity of these compounds was compared to that of glycine by using a [3H]strychnine-mediated glycine receptor binding assay. Despite the close similarity in the calculated parameters when compared to glycine, no significant receptor-binding activity was observed for the targeted analogues. These results illustrate the structurally exacting nature of the glycine receptor.
• Halogenated naphthyl methoxy piperidines for mapping serotonin
  申请人：Emory University

  公开号：US05919797A1

  公开（公告）日：1999-07-06

  Halogenated naphthyl methoxy piperidines having a strong affinity for the serotonin transporter are disclosed. Those compounds can be labeled with positron-emitting and/or gamma emitting halogen isotopes by a late step synthesis that maximizes the useable lifeterm of the label. The labeled compounds are useful for localizing serotonin transporter sites by positron emission tomography and/or single photon emission computed tomography.

  揭示了对血清素转运体具有强亲和力的卤代萘基甲氧基哌啶类化合物。这些化合物可以通过后期合成与正电子发射和/或伽马发射的卤素同位素标记，从而最大限度地延长标记的可用寿命。标记的化合物可用于通过正电子发射断层扫描和/或单光子发射计算机断层扫描定位血清素转运体位点。