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.

中文翻译：

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3,4-二苯基-1H-吡唑-1-丙胺类抗抑郁药。

描述了一系列化合物，其中狭窄的SAR已将N，N-二甲基-3,4-二苯基-1H-吡唑-1-丙胺3鉴定为具有降低的副作用的潜在抗抑郁药。N，N-二甲基-4,5-二苯基-1H-吡唑-1-丙胺异构体在主要的抗抑郁药筛选中完全没有活性。通过将丙烯腈迈克尔加成到二苯基吡唑中，然后将所得的二苯基吡唑丙腈还原烷基化来合成化合物。在动物的标准抗抑郁试验中，化合物3与丙咪嗪等效，但没有明显的抗胆碱作用，也没有拮抗可乐定和胍乙啶的降压作用。