Preparative synthesis of polysubstituted 4-(5-arylisoxazol-3-yl)-1,4-dihydropyridines and -pyridines

Multicomponent condensation of 5-phenyl( p -tolyl)isoxazole-3-carbaldehydes, cyclohexane-1,3-dione (or dimedone), ethyl acetoacetate (or acetylacetone), and ammonium acetate was used to synthesize polysubstituted derivatives of 1,4-dihydropyridines with an isoxazole fragment. As a result of oxidatio...

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Veröffentlicht in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2022-07, Vol.58 (6-7), p.333-341
Hauptverfasser: Petkevich, Sergey K., Zvereva, Tatsiana D., Shabunya, Polina S., Zhou, Hongwei, Nikitina, Eugeniya V., Ershova, Anastasiya А., Zaytsev, Vladimir P., Khrustalev, Victor N., Romanycheva, Anna А., Shetnev, Anton А., Potkin, Vladimir I.
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Sprache:eng
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Zusammenfassung:Multicomponent condensation of 5-phenyl( p -tolyl)isoxazole-3-carbaldehydes, cyclohexane-1,3-dione (or dimedone), ethyl acetoacetate (or acetylacetone), and ammonium acetate was used to synthesize polysubstituted derivatives of 1,4-dihydropyridines with an isoxazole fragment. As a result of oxidation of the obtained compounds with sodium nitrite, the corresponding substituted pyridine derivatives were formed. Biological testing revealed that some of the obtained compounds exhibited cytotoxic activity against LS174T colorectal cancer cells, as well as antibacterial activity against susceptible strains of Escherichia coli (C600) and Staphylococcus aureus (ATCC-25923).
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-022-03093-8