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- Title
4-Hydroxy-2-quinolones. 168*. Synthesis, chemical and antitubercular properties of 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid pyrazin-2-ylamides.
- Authors
Ukrainets, I. V.; Grinevich, L. A.; Tkach, A. A.; Bevz, O. V.; Slobodzian, S. V.
- Abstract
1-R-4-Hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid pyrazin-2-ylamides have been synthesized as potential antitubercular agents. In contrast to pyrimidin-2-ylamides the compounds prepared are brominated by molecular bromine in glacial acetic acid at position 6 of the quinolone ring rather than in the amide part of the molecule. The 1-N-allyl derivative behaves similarly but undergoes halocyclization to give 2-bromomethyl-5-oxo-1,2-dihydro-5H-oxazolo[3,2- a]quinoline-4-carboxylic acid pyrazin-2-ylamide. A comparative analysis of the antimycobacterial properties of the synthesized compounds and their isomeric pyrimidin-2-ylamides has been carried out.
- Subjects
HETEROCYCLIC compounds; QUINOLONE antibacterial agents; QUINOLINE; HYDROXY acids; SYNTHESIS Dialogues: The Dalai Lama of Tibet &; World Leaders of Spirit (Film); SYNTHESIS gas
- Publication
Chemistry of Heterocyclic Compounds, 2009, Vol 45, Issue 9, p1058
- ISSN
0009-3122
- Publication type
Article
- DOI
10.1007/s10593-009-0384-6