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Decyclization of Substituted 2-[2-Oxofuran-3(2H)-ylidene)furan-2-carbohydrazides by the Action of Alcohols and Analgesic Activity of the Obtained Compounds

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Abstract

A new series of substituted 4-oxo-2-[2-(furan-2-ylcarbonyl)hydrazinylidene]butanoic acids and 2-[2-oxofuran-3(2H)-ylidene]furan-2-carbohydrazides was synthesized. A methodology was developed for their decyclization under the action of primary and secondary alcohols with the formation of substituted alkyl 4-oxo-2-[2-(furan-2-ylcarbonyl)hydrazinylidene]butanoates, which exist in the form of three isomeric forms. Among the synthesized compounds, substances with pronounced analgesic activity were found.

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Funding

This study was performed under financial support by the “Rational Use of the Earth Interior” Perm Scientific Educa-tional Center, 2023.

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Authors and Affiliations

  1. Perm State Pharmaceutical Academy, 614990, Perm, Russia

    S. N. Igidov, A. Yu. Turyshev, O. V. Zvereva & N. M. Igidov

  2. Merck LLC, 115054, Moscow, Russia

    S. N. Igidov

  3. Perm State University, 614990, Perm, Russia

    R. R. Makhmudov, M. V. Dmitriev, P. S. Silaichev & S. A. Shipilovskikh

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

    D. A. Shipilovskikh

  5. ITMO University, 197101, St. Petersburg, Russia

    S. A. Shipilovskikh

Authors
  1. S. N. Igidov
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  2. A. Yu. Turyshev
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  3. R. R. Makhmudov
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  4. D. A. Shipilovskikh
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  6. O. V. Zvereva
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  7. P. S. Silaichev
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  8. N. M. Igidov
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  9. S. A. Shipilovskikh
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Correspondence to S. A. Shipilovskikh.

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The studies were performed in accordance with all applicable international, national and institutional guidelines for the care and use of animals.

No conflict of interest was declared by the authors.

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Igidov, S.N., Turyshev, A.Y., Makhmudov, R.R. et al. Decyclization of Substituted 2-[2-Oxofuran-3(2H)-ylidene)furan-2-carbohydrazides by the Action of Alcohols and Analgesic Activity of the Obtained Compounds. Russ J Gen Chem 93, 253–262 (2023). https://doi.org/10.1134/S1070363223020044

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