Paper
[Studies on pyridonecarboxylic acids as antibacterial agents. VI. Synthesis and antibacterial activity of 7-chloro-6-fluoro-1-ethyt-1, 4-dihydro-4-oxopyrido(2,3-c)pyridazine-3-carboxylic acid and derivatives].
Published 1988 · H. Guo, L. Sun, Y. Tang
Yao xue xue bao = Acta pharmaceutica Sinica
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Abstract
The synthesis and in vitro antibacterial activity of 7-chloro-6-fluoro-1-ethyl-1, 4-dihydro-4-oxopyrido (2,3-c) pyridazine-3-carboxylic acid and derivatives were reported. Ethyl 7-chloro-6-fluoro-1,4-dihydro-4-oxopyrido (2,3-c) pyridazine-3-carboxylate Ⅵ was obtained from 2,6-dichloro-5-fluoronicotinitrile Ⅰ through hydrolysis, carboxylic chlorination, condensation with ethyl diazoacetate, reduction of diazo group and cyclization. Compound Ⅵ reacted by different pathways to provide ten free acids which had a minimum inhibitory concentration 100 μg/ml against S. aureus-15, E. coli-1515 and P. aeruginosa-29, while those of compounds Xa and Xb against E. coli-1515 were 50μg/ml.The structures of twenty-four new compounds Ⅳ, Ⅴ, Ⅵ, Ⅶ, Ⅷa～b, Ⅸ a～h and Ⅹa～f, ⅰ～1 were determined by IR; MS; IHNMR and elemental analysis.
In Vitro Study7-chloro-6-fluoro-1-ethyl-1,4-dihydro-4-oxopyrido (2,3-c) pyridazine-3-carboxylic acid and its derivatives show promising antibacterial activity against S. aureus-15,
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