Synthesis of Antimicrobial Agents. IV. Synthesis and Antimicrobial Activities of Imidazo [4,5-b] [1,8] naphthyridine Derivatives
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概要
- 論文の詳細を見る
As part of a search for new antimicrobial agents, some 3,5-disubstituted 5,8-dihydro-8-oxoimidazo and triazolo [4,5-b] [1,8] naphthyridine-7-carboxylic acids and related compounds, which contain a new ring system, were prepared. The reactions of 6-amino-7-alkylamino-1-ethyl-1,4-dihydro-4-oxo-1,8-naphthyridine derivatives (3,7,11,12 and 35) with acid, acetic anhydride, ethyl orthoformate and ethylxanthate afforded several imidazo [4,5-b] [1,8] naphthyridine derivatives. Treatment of the diamines (11 and 12) with sodium nitrite gave the triazolo [4,5-b] [1,8] naphthyridine derivatives (15 and 16). Reaction of the 7-acetylamino-4-hydroxy-1,8-naphthyridine-3-carboxylate (17) with 1,2-bromochloroethane gave different products (24 and 27), depending upon the reaction conditions. 3-Methyl-5-vinyl-5,8-dihydro-8-oxoimidazo [4,5-b] [1,8]naphthyridine-7-carboxylic acid (38) was prepared by successive chloroethylation, nitration, chlorination, substitution with methylamine, reduction of the nitro group, imidazole cyclization and elimination of hydrogen chloride with simultaneous hydrolysis of the ester group. Some compounds obtained in this work showed activity nearly equal to that of pipemidic acid, but were slightly less active against Ps. aeruginosa.
- 公益社団法人日本薬学会の論文
- 1980-01-25
著者
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田中 良明
Research Institute, Daiichi Seiyaku Co., Ltd.
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鈴木 範夫
Research Institute, Daiichi Seiyaku Co., Ltd.
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鈴木 範夫
Exploratory Research Laboratories III, Daiichi Pharmaceutical Co., Ltd.,
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鈴木 範夫
Exploratory Research Laboratories Iii Daiichi Pharmaceutical Co. Ltd.
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田中 良明
Research Institute Daiichi Seiyaku Co. Ltd.
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鈴木 範夫
Research Institute Daiichi Seiyaku Co. Ltd.
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堂森 廉三
Research Institute Daiichi Seiyaku Co. Ltd.
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