N,N-dimethyl-4,5-diphenyl-1H-pyrazole-1-propanamine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N,N-dimethyl-4,5-diphenyl-1H-pyrazole-1-propanamine
• 英文别名: 3-(4,5-diphenylpyrazol-1-yl)-N,N-dimethylpropan-1-amine
• 化学式: C₂₀H₂₃N₃
• 分子量: 305.423
• InChiKey: LBEROBNKSBJVOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  21.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3,4-二苯基-1H-吡唑 在 palladium on activated charcoal 氢氧化钾 、 氢气 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成 N,N-dimethyl-4,5-diphenyl-1H-pyrazole-1-propanamine
  参考文献：
  名称：

  3,4-Diphenyl-1H-pyrazole-1-propanamine antidepressants

  摘要：

  A small series of compounds is described in which a narrow SAR has identified N,N-dimethyl-3,4-diphenyl-1H-pyrazole-1-propanamine, 3, as a potential antidepressant with reduced side effects. The isomeric N,N-dimethyl-4,5-diphenyl-1H-pyrazole-1-propanamine was completely inactive in the primary antidepressant screens. Compounds were synthesized by Michael addition of acrylonitrile to diphenylpyrazole followed by reductive alkylation of the resultant diphenylpyrazolepropionitriles. Compound 3 was equipotent with imipramine in standard antidepressant assays in animals but showed no significant anticholinergic action and did not antagonize the antihypertensive effects of clonidine and guanethidine.

  DOI：

  10.1021/jm00380a020

文献信息

• 3,4-Diphenyl-1H-pyrazole-1-propanamine antidepressants
  作者：Denis M. Bailey、Philip E. Hansen、Allan G. Hlavac、Eugene R. Baizman、Jack Pearl、Albert F. DeFelice、Martin E. Feigenson

  DOI：10.1021/jm00380a020

  日期：1985.2

  A small series of compounds is described in which a narrow SAR has identified N,N-dimethyl-3,4-diphenyl-1H-pyrazole-1-propanamine, 3, as a potential antidepressant with reduced side effects. The isomeric N,N-dimethyl-4,5-diphenyl-1H-pyrazole-1-propanamine was completely inactive in the primary antidepressant screens. Compounds were synthesized by Michael addition of acrylonitrile to diphenylpyrazole followed by reductive alkylation of the resultant diphenylpyrazolepropionitriles. Compound 3 was equipotent with imipramine in standard antidepressant assays in animals but showed no significant anticholinergic action and did not antagonize the antihypertensive effects of clonidine and guanethidine.