N-甲基-3-(哌啶-4-基)苯甲酰胺 | 1221279-03-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: N-甲基-3-(哌啶-4-基)苯甲酰胺
• 中文别名: N-甲基-3-哌啶-4-苯甲酰胺
• 英文名称: N-methyl-3-(piperidin-4-yl)benzamide
• 英文别名: N-methyl-3-piperidin-4-ylbenzamide
• CAS: 1221279-03-3
• 化学式: C₁₃H₁₈N₂O
• 分子量: 218.299
• InChiKey: XLFOXUXXHLPLOD-UHFFFAOYSA-N

物化性质

• 沸点：
  393.6±42.0 °C(Predicted)
• 密度：
  1.054±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-甲基-2-甲酰苯并咪唑 、 N-甲基-3-(哌啶-4-基)苯甲酰胺 在 三乙酰氧基硼氢化钠 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 32.0h， 生成 N-methyl-3-(1-((1-methyl-1H-benzo[d]imidazol-2-yl)methyl)-piperidin-4-yl)benzamide
  参考文献：
  名称：

  1-[(1-Methyl-1H-imidazol-2-yl)methyl]-4-phenylpiperidines as mGluR2 Positive Allosteric Modulators for the Treatment of Psychosis

  摘要：

  A novel series of mGluR2 positive allosteric modulators (PAMs), 1-[(1-methyl-1H-imidazol-2-yl)methyl]-4-phenylpiperidines, is herein disclosed. Structure-activity relationship studies led to potent, selective mGluR2 PAMs with excellent pharmacokinetic profiles. A representative lead compound (+)-17e demonstrated dose-dependent inhibition of methamphetamine-induced hyperactivity and mescaline-induced scratching in mice, providing support for potential efficacy in treating psychosis.

  DOI：

  10.1021/jm101414h
• 作为产物：
  描述：

  4-(3-methylcarbamoyl-phenyl)-piperidine-1-carboxylic acid tert-butyl ester 在 三氟乙酸 作用下， 反应 2.0h， 以98%的产率得到N-甲基-3-(哌啶-4-基)苯甲酰胺
  参考文献：
  名称：

  Design and synthesis of a new class of malonyl-CoA decarboxylase inhibitors with anti-obesity and anti-diabetic activities

  摘要：

  A new series of thiazole-substituted 1,1,1,3,3,3-hexafluoro-2-propanols were prepared and evaluated as malonyl-CoA decarboxylase (MCD) inhibitors. Key analogs caused dose-dependent decreases in food intake and body weight in obese mice. Acute treatment with these compounds also led to a drop in elevated blood glucose in a murine model of type II diabetes. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.08.047

文献信息

• 1-[(1-Methyl-1<i>H</i>-imidazol-2-yl)methyl]-4-phenylpiperidines as mGluR2 Positive Allosteric Modulators for the Treatment of Psychosis
  作者：Lei Zhang、Michael A. Brodney、John Candler、Angela C. Doran、Allen J. Duplantier、Ivan V. Efremov、Edel Evrard、Kenneth Kraus、Alan H. Ganong、Jessica A. Haas、Ashley N. Hanks、Keith Jenza、John T. Lazzaro、Noha Maklad、Sheryl A. McCarthy、Weimin Qian、Bruce N. Rogers、Melinda D. Rottas、Christopher J. Schmidt、Judith A. Siuciak、F. David Tingley、Andy Q. Zhang

  DOI：10.1021/jm101414h

  日期：2011.3.24

  A novel series of mGluR2 positive allosteric modulators (PAMs), 1-[(1-methyl-1H-imidazol-2-yl)methyl]-4-phenylpiperidines, is herein disclosed. Structure-activity relationship studies led to potent, selective mGluR2 PAMs with excellent pharmacokinetic profiles. A representative lead compound (+)-17e demonstrated dose-dependent inhibition of methamphetamine-induced hyperactivity and mescaline-induced scratching in mice, providing support for potential efficacy in treating psychosis.
• Design and synthesis of a new class of malonyl-CoA decarboxylase inhibitors with anti-obesity and anti-diabetic activities
  作者：Haifeng Tang、Yan Yan、Zhe Feng、Reynalda K. de Jesus、Lihu Yang、Dorothy A. Levorse、Karen A. Owens、Taro E. Akiyama、Raynald Bergeron、Gino A. Castriota、Thomas W. Doebber、Kenneth P. Ellsworth、Michael E. Lassman、Cai Li、Margaret S. Wu、Bei B. Zhang、Kevin T. Chapman、Sander G. Mills、Joel P. Berger、Alexander Pasternak

  DOI：10.1016/j.bmcl.2010.08.047

  日期：2010.10

  A new series of thiazole-substituted 1,1,1,3,3,3-hexafluoro-2-propanols were prepared and evaluated as malonyl-CoA decarboxylase (MCD) inhibitors. Key analogs caused dose-dependent decreases in food intake and body weight in obese mice. Acute treatment with these compounds also led to a drop in elevated blood glucose in a murine model of type II diabetes. Published by Elsevier Ltd.