Synthesis and Evaluation of the Antidepressant Activity of 5-Amine-Substituted 3-Bromo-1-(Thietan-3-yl)-4-Nitro-1H-Pyrazoles

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发表日期：

2024年11月1日

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E. E. Klen,
I. L. Nikitina,
F. A. Khaliullin,
S. O. Shepilova,
E. A. Nikitina,
G. G. Gaisina,
A. V. Samorodov,
V. N. Pavlov

摘要

5-Amino-substituted 3-bromo-1-(thietan-3-yl)-4-nitro-1H-pyrazoles were synthesized by reacting 3,5-dibromo-1-(thietan-3-yl)-4-nitro-1H-pyrazole with aliphatic, aromatic, and heterocyclic amines. The structures of the synthesized compounds were confirmed by IR, PMR, and ¹³C NMR spectroscopy and GC-MS data. According to in silico calculations, they were predicted to have no toxic risks (mutagenicity, tumorigenicity, reproductive effects, irritating effects), low toxicity (class IV-V), and acceptable oral bioavailability. The compounds exhibited varying degrees of antidepressant activity after a single intraperitoneal administration to male mice. The most significant effects were typical of 5-piperazinopyrazoles IIh and IIg, while IIh exhibited psychosedative properties and IIg had a psychoactivating effect.