4-HYDROXY-2-QUINOLONES. 171. SYNTHESIS, ISOMERISM, AND ANTITUBERCULAR ACTIVITY OF 1-R-4-HYDROXY-2-OXO-1,2-DIHYDROQUINOLINE-3-CARBOXYLIC ACID ALKYLIDENEHYDRAZIDES

Authors

  • И. В. Украинец National University of Pharmacy, Kharkiv 61002
  • Лю Янян National University of Pharmacy, Kharkiv 61002
  • А. А. Ткач National University of Pharmacy, Kharkiv 61002
  • А. В. Туров Taras Shevchenko National University, Kiev 01033
  • О. С. Головченко National University of Pharmacy, Kharkiv 61002

DOI:

https://doi.org/10.1007/6444

Keywords:

hydrazones, 1-R-4-hydroxy-2-oxo-1, 2-dihydroquinoline-3-carboxylic acids, isomerism, antitubercular activity

Abstract

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.

How to Cite
Ukrainets, I. V.; Yangyang, Liu; Tkach, A. A.; Turov, A. V.;  Golovchenko, O. S. Chem. Heterocycl. Compd. 2009, 45, 1335. [Khim. Geterotsikl. Soedin. 2009, 1663.]

For this article in the English edition see DOI 10.1007/s10593-010-0431-3

 

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Published

2021-10-06

Issue

No. 11 (2009)

Section

Original Papers