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4-Hydroxy-2-quinolones 171*. Synthesis, isomerism, and antitubercular activity of 1-R-4-hydroxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid alkylidenehydrazides

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Chemistry of Heterocyclic Compounds Aims and scope

Alkylidenehydrazides have been synthesized by the reaction of 1-R-4-hydroxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid hydrazides with lower dialkyl ketones in order to reveal a structure-antitubercular activity relationship. It was shown by 1H NMR spectroscopy that hydrazones obtained from the unsymmetrical ketone – methyl ethyl ketone – exist primarily in the E-isomer form. It was found that the presence of two aliphatic substituents in the alkylidene fragment of the compounds investigated leads to a marked lowering of antimicobacterial properties.

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Correspondence to I. V. Ukrainets.

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*For Communication 170 see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1663–1671, November, 2009.

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Ukrainets, I.V., Yangyang, L., Tkach, A.A. et al. 4-Hydroxy-2-quinolones 171*. Synthesis, isomerism, and antitubercular activity of 1-R-4-hydroxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid alkylidenehydrazides. Chem Heterocycl Comp 45, 1335–1342 (2009). https://doi.org/10.1007/s10593-010-0431-3

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  • DOI: https://doi.org/10.1007/s10593-010-0431-3

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