4-HYDROXY-2-QUINOLONES. 195. SYNTHESIS OF NOVEL, POTENTIAL ANALGESICS BASED ON 4-(HETARYLMETHYL)AMINO-2-OXO-1,2-DIHYDROQUINOLINE-3-CARBOXYLIC ACIDS

From the viewpoint of the method of bioisosteric replacement we have carried out the synthesis of a series of 4-(hetarylmethyl)amino-2-oxo-1,2-dihydroquinoline-3-carboxylic acids. For several examples it has been shown experimentally that the aromatic ring in the benzyl fragment of 4-benzylamino-2-o...

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Published inChemistry of heterocyclic compounds (New York, N.Y. 1965) Vol. 47; no. 1; pp. 67 - 73
Main Authors Ukrainets, I. V., Mospanova, E. V., Savchenkova, L. V., Yankovich, S. I.
Format Journal Article
LanguageEnglish
Published NEW YORK Springer Nature 01.04.2011
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
4-N-R-2-oxo-1,2-dihydroquinoline-3-carboxylic acids
bioisosteric replacement
DRUG DESIGN
analgesic activity
INHIBITORS
BIOISOSTERIC REPLACEMENTS
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Summary:From the viewpoint of the method of bioisosteric replacement we have carried out the synthesis of a series of 4-(hetarylmethyl)amino-2-oxo-1,2-dihydroquinoline-3-carboxylic acids. For several examples it has been shown experimentally that the aromatic ring in the benzyl fragment of 4-benzylamino-2-oxo-1,2-dihydroquinoline-3-carboxylic acid can be replaced by an isosteric heterocycle without lowering the analgesic properties.
ISSN:0009-3122
DOI:10.1007/s10593-011-0721-4