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

Publication date: 2024

DOI: 10.1007/s11094-024-03265-0

Abstract:

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. © Springer Science+Business Media, LLC, part of Springer Nature 2024.

Издатель: Springer

Тип: Article