Fluorinated Pyrido[2,3-c]pyridazines. II. Synthesis and antibacterial Activity of 1,7-Disubstituted 6-Fluoro-4(1H)-Oxopyrido[2,3-c]pyridazine-3-carboxylic Acids
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概要
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Chemical modification of pyridonecarboxylic acid antibacterials with a 1,8-naphthuridine ring, such as enoxacin and tosufloxacin, to their 2-aza derivatives was studied. A new series of 1,7-disubstituted 6-fluoro-4(1H)-oxopyrido[2,3-c]pyridazine-3-carboxylic acids (25-27) was prepared by a route involving either alkylation of ethyl 6-fluoro-4(1H)-oxo-7-(p-tolylthio)pyrido[2,3-c]pyridazine-3-carboxylate (7) or intramolecular cyclization of ethyl 2-(2,6-dichloro-5-fluoronicotinoyl)-2-[2-(p-fluorophenyl)hydrazono]acetate (20), followed by displacement reaction with cyclic amines at C-7; the N-1 substituent in these compounds included of ethyl, 2-fluoroethyl and p-fluorophenyl groups, and the C-7 functional group comprised variously-substituted piperazines and pyrrolidines. Antibacterial activities of these compounds were markedly inferior to those of enoxacin and tosufloxacin.
- 公益社団法人日本薬学会の論文
- 1990-12-25
著者
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松本 純一
Exploratory Research Laboratories Dainippon Pharmaceutical Company Ltd.
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松本 純一
Research Laboratories Dainippon Pharmaceutical Co. Ltd.
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宮本 皓之
Research Laboratories, Dainippon Pharmaceutical Co., Ltd.
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宮本 皓之
Research Laboratories Dainippon Pharmaceutical Co. Ltd.
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