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Synthesis, Intramolecular Cyclization, and Anti-inflammatory Activity of Substituted 2-[2-(4-R-Benzoyl)hydrazinylidene]-4-oxobutanoic Acids

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Abstract

The substrate scope of the procedure for the synthesis of 2-[2-(4-R-benzoyl)hydrazinylidene]-4-oxobutanoic acids was expanded, and their intramolecular cyclization in the presence of propionic anhydride was studied. The synthesized compounds were evaluated for their anti-inflammatory activity and acute toxicity. Some compounds showed a significant anti-inflammatory activity at a level comparable to or exceeding that for medically used reference drugs.

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Funding

This study was performed under financial support of the “Rational Use of the Earth Interior” Perm Scientific Educa­tional Center, 2022.

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Authors and Affiliations

  1. Perm State University, 614990, Perm, Russia

    D. V. Lipin, E. I. Denisova, R. R. Makhmudov & S. A. Shipilovskikh

  2. Perm State Pharmaceutical Academy, Ministry of Health of the Russian Federation, 614990, Perm, Russia

    E. I. Denisova & N. M. Igidov

  3. Perm National Research Polytechnic University, 614990, Perm, Russia

    D. A. Shipilovskikh

  4. School of Physics and Engineering, ITMO University, 197101, St. Petersburg, Russia

    S. A. Shipilovskikh

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  1. D. V. Lipin
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  2. E. I. Denisova
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Translated from Zhurnal Organicheskoi Khimii, 2022, Vol. 58, No. 12, pp. 1354–1365 https://doi.org/10.31857/S0514749222120047.

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Lipin, D.V., Denisova, E.I., Shipilovskikh, D.A. et al. Synthesis, Intramolecular Cyclization, and Anti-inflammatory Activity of Substituted 2-[2-(4-R-Benzoyl)hydrazinylidene]-4-oxobutanoic Acids. Russ J Org Chem 58, 1759–1768 (2022). https://doi.org/10.1134/S1070428022120041

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