4-amino-N-benzyl-2-((4,4-diphenylbutyl)(methyl)amino)butanamide | 1621342-60-6

• 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: 4-amino-N-benzyl-2-((4,4-diphenylbutyl)(methyl)amino)butanamide
• 英文别名: 4-amino-N-benzyl-2-[4,4-diphenylbutyl(methyl)amino]butanamide
• CAS: 1621342-60-6
• 化学式: C₂₈H₃₅N₃O
• 分子量: 429.605
• InChiKey: ACUKXRUOCHOLBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  32
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  58.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-benzyl-2-bromo-4-(1,3-dioxoisoindolin-2-yl)butanamide 在 hydrazine hydrate 、 potassium carbonate 、 potassium iodide 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 25.0h， 生成 4-amino-N-benzyl-2-((4,4-diphenylbutyl)(methyl)amino)butanamide
  参考文献：
  名称：

  Synthesis, biological evaluation and structure–activity relationship of new GABA uptake inhibitors, derivatives of 4-aminobutanamides

  摘要：

  Six series of 2-substituted 4-aminobutanamide derivatives were synthesized and evaluated for their ability to inhibit GABA transport proteins mGAT1-4 stably expressed in HEK-293 cell lines. The pIC50 values determined were in the range 4.23-5.23. Two compounds (15b and 15c) were selected for further in vitro studies. These compounds were also subjected to preliminary behavioral studies to evaluate their anticonvulsant, antidepressant-like, and antinociceptive activities in mice. Their influence on motor coordination was also assessed. We report that, among a spectrum of in vivo activities, both 15b and 15c displayed significant activity against pentylenetetrazole (PTZ)-induced seizures.

  DOI：

  10.1016/j.ejmech.2014.06.024

文献信息

• Synthesis, biological evaluation and structure–activity relationship of new GABA uptake inhibitors, derivatives of 4-aminobutanamides
  作者：Paula Kowalczyk、Kinga Sałat、Georg C. Höfner、Marta Mucha、Anna Rapacz、Adrian Podkowa、Barbara Filipek、Klaus T. Wanner、Katarzyna Kulig

  DOI：10.1016/j.ejmech.2014.06.024

  日期：2014.8

  Six series of 2-substituted 4-aminobutanamide derivatives were synthesized and evaluated for their ability to inhibit GABA transport proteins mGAT1-4 stably expressed in HEK-293 cell lines. The pIC50 values determined were in the range 4.23-5.23. Two compounds (15b and 15c) were selected for further in vitro studies. These compounds were also subjected to preliminary behavioral studies to evaluate their anticonvulsant, antidepressant-like, and antinociceptive activities in mice. Their influence on motor coordination was also assessed. We report that, among a spectrum of in vivo activities, both 15b and 15c displayed significant activity against pentylenetetrazole (PTZ)-induced seizures.