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Synthesis and anti-inflammatory activity of N′-substituted 2-[2-(diarylmethylene)hydrazinyl]-5,5-dimethyl-4-oxohex-2-enehydrazides

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Abstract

New N′-substituted 2-(2-(diarylmethylene)hydrazinyl)-5,5-dimethyl-4-oxohex-2-enehydrazides were synthesized by the ring opening reaction of 3-diarylmethylenehydrazono-5-tert-butyl-3H-furan-2-ones under the action of aliphatic, aromatic, and heterocyclic acid hydrazides. The structures of the obtained compounds were confirmed by 1H and 13C NMR spectroscopy, IR spectroscopy, and elemental analysis. Their anti-inflammatory activity was studied.

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Authors and Affiliations

  1. Perm State National Research University, 15 ul. Bukireva, 614068, Perm, Russian Federation

    A. I. Siutkina, Yu. O. Sharavyeva, S. V. Chashchina & S. A. Shipilovskikh

  2. Perm State Pharmaceutical Academy of the Ministry of Health of the Russian Federation, 101 ul. Ekaterininskaya, 614990, Perm, Russian Federation

    A. I. Siutkina, S. V. Chashchina & N. M. Igidov

  3. Municipal Autonomous Educational Institution Lyceum No. 2, 102 ul. Samarkandskaya, 614089, Perm, Russian Federation

    Yu. O. Sharavyeva

  4. Faculty of Physics and Technology, National Research University ITMO, Lit. A, 49 Kronverkskii prosp., 197101, Saint Petersburg, Russian Federation

    S. A. Shipilovskikh

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  1. A. I. Siutkina
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  2. Yu. O. Sharavyeva
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  3. S. V. Chashchina
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  4. S. A. Shipilovskikh
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Correspondence to A. I. Siutkina.

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Additional information

The work was financially supported by the Perm “Rational Nature Management” Scientific and Educational Center for year 2021.

All experiments involving animals and their maintenance complied with the rules of laboratory practice at conducting preclinical studies in the Russian Federation (GOST ISO/MEK 17025-2009 “General requirements for testing laboratories”; GOST 33044-2014 “Principles of good laboratory practice”), the rules of good laboratory practice of the Eurasian Economic Union in the field of circulation of medicines (Decision of the Council of the Eurasian Economic Commission dated November 3, 2016, No. 81), and the Order of the Ministry of Health of the Russian Federation dated April 1, 2016, No. 199n “On Approval of the Rules of Good Laboratory Practice” (GLP) in compliance with the International Recommendations of the European Convention for the Protection of Vertebrate Animals used for Experimental and other Scientific Purposes (1997). The performed studies comply with the principles of ethics in accordance with the protocol of the Commission on Bioethics of the Perm State Pharmaceutical Academy No. 02/21-n-zh dated July 14, 2021.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 496–501, March, 2022.

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Siutkina, A.I., Sharavyeva, Y.O., Chashchina, S.V. et al. Synthesis and anti-inflammatory activity of N′-substituted 2-[2-(diarylmethylene)hydrazinyl]-5,5-dimethyl-4-oxohex-2-enehydrazides. Russ Chem Bull 71, 496–501 (2022). https://doi.org/10.1007/s11172-022-3439-9

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