N-(2,6-dimethylphenyl)piperazine-2-carboxamide | 36371-18-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(2,6-dimethylphenyl)piperazine-2-carboxamide
• 英文别名: piperazine-2-carboxylic acid 2,6-dimethyl-anilide；Piperazine-2-carboxanilide,2',6'-dime
• CAS: 36371-18-3
• 化学式: C₁₃H₁₉N₃O
• 分子量: 233.313
• InChiKey: ITXSFUYSLHKZFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 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：
  53.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  溴甲苯 、 N-(2,6-dimethylphenyl)piperazine-2-carboxamide 在 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.75h， 以21%的产率得到4-benzyl-N-(2,6-dimethylphenyl)piperazine-2-carboxamide
  参考文献：
  名称：

  Constrained analogues of tocainide as potent skeletal muscle sodium channel blockers towards the development of antimyotonic agents

  摘要：

  1-Benzyl-N-(2,6-dimethylphenyl)piperidine-3-carboxamide and 4-benzyl-N-(2,6-dimethylphenyl)piperazine-2-carboxamide, two conformationally restricted analogues of tocainide, were designed and synthesized as voltage-gated skeletal muscle sodium channel blockers. They showed, with respect to tocainide, a marked increase in both potency and use-dependent block. (C) 2008 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2008.01.023
• 作为产物：
  描述：

  di-tert-butyl 2-{[(2,6-dimethylphenyl)amino]carbonyl}piperazine-1,4-dicarboxylate 在 氢溴酸 作用下， 反应 3.0h， 以45%的产率得到N-(2,6-dimethylphenyl)piperazine-2-carboxamide
  参考文献：
  名称：

  Constrained analogues of tocainide as potent skeletal muscle sodium channel blockers towards the development of antimyotonic agents

  摘要：

  1-Benzyl-N-(2,6-dimethylphenyl)piperidine-3-carboxamide and 4-benzyl-N-(2,6-dimethylphenyl)piperazine-2-carboxamide, two conformationally restricted analogues of tocainide, were designed and synthesized as voltage-gated skeletal muscle sodium channel blockers. They showed, with respect to tocainide, a marked increase in both potency and use-dependent block. (C) 2008 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2008.01.023

文献信息

• Constrained analogues of tocainide as potent skeletal muscle sodium channel blockers towards the development of antimyotonic agents
  作者：Alessia Catalano、Alessia Carocci、Filomena Corbo、Carlo Franchini、Marilena Muraglia、Antonio Scilimati、Michela De Bellis、Annamaria De Luca、Diana Conte Camerino、Maria Stefania Sinicropi、Vincenzo Tortorella

  DOI：10.1016/j.ejmech.2008.01.023

  日期：2008.11

  1-Benzyl-N-(2,6-dimethylphenyl)piperidine-3-carboxamide and 4-benzyl-N-(2,6-dimethylphenyl)piperazine-2-carboxamide, two conformationally restricted analogues of tocainide, were designed and synthesized as voltage-gated skeletal muscle sodium channel blockers. They showed, with respect to tocainide, a marked increase in both potency and use-dependent block. (C) 2008 Published by Elsevier Masson SAS.