L. S. Lapshin, E. V. Shchegolkov, Ya. V. Burgart, G. A. Triandafilova, O. P. Krasnykh, K. O. Malysheva, V. I. Saloutin, “Synthesis of new analgesics based on 4-isopropyl-1-phenyl-3-(trifluoromethyl)pyrazol-5-one”, Mendeleev Commun., 2023, Volume 33, Issue 2,Pages <nobr>194

This article is cited in 3 papers

Communications

Synthesis of new analgesics based on 4-isopropyl-1-phenyl-3-(trifluoromethyl)pyrazol-5-one

L. S. Lapshin^a, E. V. Shchegolkov^a, Ya. V. Burgart^a, G. A. Triandafilova^b, O. P. Krasnykh^b, K. O. Malysheva^b, V. I. Saloutin^a

^a I.Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, Ekaterinburg, Russian Federation
^b Perm National Research Polytechnic University, Perm, Russian Federation

Abstract: Methyl 4-trifluoro-2-isopropyl-4-oxobutanoate prepared by the improved procedure was cyclized with hydrazines to afford the title pyrazole derivatives. N- and O-alkylation of 4-isopropyl-1-phenyl-3-(trifluoromethyl)pyrazol-5-ol gave trifluoromethyl analogues of Propyphenazone and 5-alkoxy derivatives. 4-Isopropylpyrazoles containing O-butoxy moiety with a terminal trifluoromethyl or acyloxy group were found to demonstrate a promising analgesic activity.

Keywords: 4-isopropyl-3-(trifluoromethyl)pyrazol-5-ols, alkylation, propyphenazone, 5-alkoxypyrazoles, organofluorine compounds, analgesic activity, acute toxicity.

Language: English

DOI: 10.1016/j.mencom.2023.02.014

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