The ethyl ester of 7-hydroxy-5-oxo-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-6-carboxylic acid reaction with bromine in anhydrous acetic acid producing a mixture of the 9-bromo-substituted product and 6-ethoxycarbonyl-5,7-dihydroxy-2,3-dihydro-1H-pyrido[3,2,1-ij]quinolinium tribromide in a 1:1 ratio. It has been established experimentally that the diuretic activity of 9-bromo-7-hydroxy-5-oxo-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-6-carboxanilides increases substantially in comparison with their non-brominated analogs.
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*For Communication 232, see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1420-1427, September, 2013.
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Ukrainets, I.V., Golik, N.Y. & Chernenok, I.N. 4-Hydroxy-2-Quinolones. 233*. Synthesis and Diuretic Activity of 9-Bromo-7-Hydroxy-5-Oxo-2,3-Dihydro-1H,5H-Pyrido[3,2,1-ij]Quinoline-6-Carboxylic Acid Anilides. Chem Heterocycl Comp 49, 1323–1330 (2013). https://doi.org/10.1007/s10593-013-1381-3
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DOI: https://doi.org/10.1007/s10593-013-1381-3