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

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 1 H NMR spectroscopy that hydrazones obtained from the...

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Bibliographic Details
Published in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2009-11, Vol.45 (11), p.1335-1342
Main Authors: Ukrainets, I. V., Yangyang, Liu, Tkach, A. A., Turov, A. V., Golovchenko, O. S.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Organic Chemistry
Pharmacy
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Summary: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 1 H 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.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-010-0431-3