Paper
Synthesis and Antihypoxic Activity of 4-Hydroxy-6,7-Dimethoxy-2-Oxo-1,2-Dihydroquinoline-3-Carboxylic Acid N-R-Amide Hydrochlorides
Published Nov 28, 2014 · I. Ukrainets, E. Mospanova, A. Davidenko
Pharmaceutical Chemistry Journal
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Abstract
With the aim of identifying new biologically active substances with antihypoxic actions, the methyl ester of 4-hydroxy-6,7-dimethoxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid was reacted with dialkylaminoalkylamines for the targeted synthesis of a series of corresponding N-R-amides, obtained as hydrochlorides with good solubility in water. Primary pharmacological screening demonstrated structural-biological relationships of importance for future testing. As essentially nontoxic substances, several of the resulting amides showed high antihypoxic effects. One of these compounds, 3-(morpholin-4-yl)-propylamide 4-hydroxy-6,7-dimethoxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid hydrochloride, is suitable for further pharmacological testing as a potential antioxidant.
The synthesis of 4-hydroxy-6,7-dimethoxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid N-R-amide hydrochlorides resulted in several nontoxic compounds with high antihypoxic effects, one of which shows potential as a potential antioxidant
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