Pyrido [2,3-d] pyrimidine Antibacterial Agents. IV. Synthesis of Metabolites of Piromidic Acid
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概要
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Three metabolites of the antibacterial agent, piromidic acid (8-ethyl-5,8-dihydro-5-oxo-2-(1-pyrrolidinyl) pyrido [2,3-d] pyrimidine-6-carboxylic acid), were synthesized in order to confirm their structures, i.e., 2-(3-hydroxy-1-pyrrolidinyl)-(4), 2-(2-hydroxy-1-pyrrolidinyl)-(8), and 2-(3-carboxypropylamino)-8-ethyl-5,8-dihydro-5-oxopyrido [2,3-d]-pyrimidine-6-carboxylic acids (13). Compounds 4,8,and 13 were identified with the metabolites designated as A, B, and I, respectively, on the basis of their IR, UV, MS, and NMR spectra. 8-Ethyl-5,8-dihydro-2-(3- and 4-hydroxypiperidino)-5-oxopyrido [2,3-d] pyrimidine-6-carboxylic acids (6a and 6b) as well as the O-formyl (5a), -acetyl (5b), -benzoyl (5c), and -methanesulfonyl (5d) derivatives of 4 were prepared and tested for antibacterial activity. Of the compounds discussed in this paper, 4 was the most active, particularly against gram-negative bacteria.
- 公益社団法人日本薬学会の論文
- 1980-08-25
著者
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松本 純一
Exploratory Research Laboratories Dainippon Pharmaceutical Company Ltd.
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木村 嘉孝
Department Of Chemical Technology:dainippon Pharmaceutical Co. Ltd.
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松本 純一
Research Laboratories Dainippon Pharmaceutical Co. Ltd.
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南田 明
Research Laboratories, Dainippon Pharmaceutical Co., Ltd.
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南 新作
Research Laboratories, Dainippon Pharmaceutical Co., Ltd.
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木村 嘉孝
Research Laboratories, Dainippon Pharmaceutical Co., Ltd.
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南 新作
大日本製薬株式会社 総合研究所(現):帝国化学産業株式会社研究所
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南田 明
Research Laboratories Dainippon Pharmaceutical Co. Ltd.
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