Chemistry of Iminofuran: XVI. Synthesis, Structure, Biological Activity, and Cyclization of 4-Oxo-2-(2-phenylaminobenzoylhydrazono)butanoic Acids
- Authors: Kizimovaa I.A.1, Igidov N.M.1, Chaschina S.V.1, Chernov I.N.2, Rubtsov A.E.3
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Affiliations:
- Perm State Pharmaceutical Academy
- Scientific Research Institute of Chemistry
- Perm State National Research University
- Issue: Vol 55, No 11 (2019)
- Pages: 1704-1711
- Section: Article
- URL: https://bakhtiniada.ru/1070-4280/article/view/221363
- DOI: https://doi.org/10.1134/S1070428019110101
- ID: 221363
Cite item
Abstract
The reaction of (2-phenylaminobenzoyl)hydrazine with 4-aryl-2-hydroxy-4-oxobut-2-enoic and 2-hydroxy-5,5-dimethyl-4-oxohex-2-enoic acids results in the formation of 4-aryl-2-(2-phenylaminobenzoyl-hydrazono)-4-oxobutanoic and 5,5-dimethyl-2-(2-phenylaminobenzoylhydrazono)-4-oxohexanoic acids. The products in solutions are present as mixtures of a Z,E-hydrazono form and a cyclic pyrazolinic form, and under the action of acetic anhydride they cyclize in 5-aryl- and 5-tert-butyl-3-(2-phenylaminobenzoylhydrazono)-furan-2,3-diones. 4-Aryl-2-(2-phenylaminobenzoylhydrazono)-4-oxobutanoic and 5,5-dimethyl-2-(2-phenyl-aminobenzoylhydrazono)-4-oxohexanoic acids were tested for antinociceptive and anti-inflammatory activity.
About the authors
I. A. Kizimovaa
Perm State Pharmaceutical Academy
Email: rubtsov@psu.ru
Russian Federation, ul. Polevaya 2, Perm, 614990
N. M. Igidov
Perm State Pharmaceutical Academy
Email: rubtsov@psu.ru
Russian Federation, ul. Polevaya 2, Perm, 614990
S. V. Chaschina
Perm State Pharmaceutical Academy
Email: rubtsov@psu.ru
Russian Federation, ul. Polevaya 2, Perm, 614990
I. N. Chernov
Scientific Research Institute of Chemistry
Email: rubtsov@psu.ru
Russian Federation, pr. Gagarina 23, Nizhny Novgorod, 603022
A. E. Rubtsov
Perm State National Research University
Author for correspondence.
Email: rubtsov@psu.ru
Russian Federation, ul. Bukireva 15, Perm, 614990
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