1-(2-cyanoethyl)-4,5-diphenylpyrazole | 67455-51-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(2-cyanoethyl)-4,5-diphenylpyrazole
• 英文别名: 4,5 diphenyl pyrazole-1-propionitrile；3-(4,5-Diphenyl-1H-pyrazol-1-yl)propanenitrile；3-(4,5-diphenylpyrazol-1-yl)propanenitrile
• CAS: 67455-51-0
• 化学式: C₁₈H₁₅N₃
• 分子量: 273.337
• InChiKey: ZLZOWTZEVXQWRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  41.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-cyanoethyl)-4,5-diphenylpyrazole 以28%的产率得到
  参考文献：
  名称：

  BAILEY, D. M.;HANSEN, PH. E.;HLAVAC, A. G.;BAIZMAN, E. R.;PEARL, J.;DEFEL+, J. MED. CHEM., 1985, 28, N 2, 256-260

  摘要：

  DOI：
• 作为产物：
  描述：

  丙烯腈 、 3,4-二苯基-1H-吡唑 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 生成 1-(2-cyanoethyl)-4,5-diphenylpyrazole 、 3-(3,4-二苯基吡唑-1-基)丙腈
  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

• N-(heterocycle)alkyl)-1H-pyrazole-1-alkanamides as antiarrhythmic
  申请人：Sterling Drug Inc.

  公开号：US04898880A1

  公开（公告）日：1990-02-06

  N-[(heterocycle)alkyl]-3,4 (or 4,5)-diaryl-1H-pyrazole-1-acetamides and pyrazole-1-propanamides, useful for treating cardiac arrhythmias in mammals, are prepared by reacting a lower-alkyl ester of pyrazole-1-acetic or propanoic acid with an appropriate (heterocycle-alkyl) amine or by reacting a pyrazole-1-acetic or propanoic acid with an appropriate (heterocycle-alkyl)amine.

  N-[(杂环)烷基]-3,4（或4,5）-二芳基-1H-吡唑-1-乙酰胺和吡唑-1-丙酰胺，用于治疗哺乳动物的心律失常，通过将吡唑-1-乙酸或丙酸的低烷基酯与适当的（杂环烷基）胺反应或将吡唑-1-乙酸或丙酸与适当的（杂环烷基）胺反应来制备。
• 1H-pyrazole-1-alkanamides, antiarrhythmic compositions and use
  申请人：Sterling Drug, Inc.

  公开号：US04870095A1

  公开（公告）日：1989-09-26

  N-[(disubstituted amino)alkyl]-3,4 (or 4,5)-diaryl-1H-pyrazole-1-acetamides and pyrazole-1-propanamides, useful for treating cardiac arrhythmias in mammals, are prepared by reacting a lower-alkyl ester of pyrazole-1-acetic or propanoic acid with an appropriate diamine or by reacting a lower-alkyl ester of a pyrazole-1-acetic or propanoic acid with an .omega.-aminoalkanol, followed by activation of the alcohol and displacement by an appropriate amine.

  N-[(二取代氨基)烷基]-3,4(或4,5)-二芳基-1H-吡唑-1-乙酰胺和吡唑-1-丙酰胺，用于治疗哺乳动物心律失常，通过将吡唑-1-乙酸或丙酸的较低烷基酯与适当的二胺反应制备，或通过将吡唑-1-乙酸或丙酸的较低烷基酯与.ω.-氨基烷醇反应，随后激活醇并被适当胺置换而制备。
• US4870095A
  申请人：——

  公开号：US4870095A

  公开（公告）日：1989-09-26
• 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.
• BAILEY, D. M.;HANSEN, PH. E.;HLAVAC, A. G.;BAIZMAN, E. R.;PEARL, J.;DEFEL+, J. MED. CHEM., 1985, 28, N 2, 256-260
  作者：BAILEY, D. M.、HANSEN, PH. E.、HLAVAC, A. G.、BAIZMAN, E. R.、PEARL, J.、DEFEL+

  DOI：——

  日期：——