Synthesis of antimicrobial agents. III. Synthesis and antimicrobial activities of thiazolo[5,4-b]naphthyridine derivatives.
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In order to search for new antimicrobial agents, a number of 2-substituted 8-ethyl-5, 8-dihydro-5-oxothiazolo [5, 4-b] naphthyridine-6-carboxylic acid and their related compounds which consist of a new ring system were prepared. Reactions of the 6-amino-1-ethyl-7-mercapto-1, 4-dihydro-4-oxonaphthyridine-3-carboxylic acid (2) with acid, acid anhydride, acid chloride and ethylxanthate afforded several thiazolo [5, 4-b] naphthyridine derivatives. Refluxing ethyl 7-chloro-1-ethyl-6-nitro-1, 4-dihydro-4-oxonaphthyridine-3-carboxylate (16) with KSCN in acetic acid gave directly the thiazole cyclization product 19. Reaction of 8-ethyl-2-methylthio-5, 8-dihydro-5-oxothiazolo [5, 4-b] naphthyridine-6-carboxylic acid (11) with dimethyl sulfate gave various products (13b, 25 and 26) depending upon its reaction conditions. Some compounds obtained in this work exhibited high activities against gram-negative and gram-positive bacteria in vitro.
収録刊行物
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- CHEMICAL & PHARMACEUTICAL BULLETIN
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CHEMICAL & PHARMACEUTICAL BULLETIN 27 (2), 410-418, 1979
公益社団法人 日本薬学会
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詳細情報 詳細情報について
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- CRID
- 1390282679146504320
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- NII論文ID
- 110003623622
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- NII書誌ID
- AA00602100
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- ISSN
- 13475223
- 00092363
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- PubMed
- 445677
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- 本文言語コード
- en
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- データソース種別
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- JaLC
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- PubMed
- CiNii Articles
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- 使用不可