Synthesis and microbiological evaluation of 1,8-naphthyridines and imidazo [1,2-a][1,8] naphthyridines

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Date
1995-03
Authors
S Anwair, Massud Allag
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Abstract
Ten 1,8-naphthyridines (out of which four are new) were prepared from condensation of 2,6-diaminopyridine and 1,3-dicarbonyl compounds. However, there are significant effects on yields and isomer ratios depending on the use of perchloric or phosphoric acids in the condensation reaction. Based on the isomer ratios obtained, some probable reaction mechanisms are proposed. Nine new imi?azo[1,2-a] [1,8]naphthyridines were also synthesized from condensation of 1,8-naphthyridines and 0'-i,bromoacei::ophenones. The reaction yields only one of two possible isomeric products. The structure of the isomer obtained is supported by the generally accepted reaction mechanism and comparison of 13c n.m.r. data . .... Some of the synthesized compounds were evaluated in vitro for antimicrobial activities against bacteria and yeasts using the agar diffusion method. In general, the 1,8-naphthyridines are moderately active against most of the organisms tested. The anti-yeas~ activity of all the compounds is low. Minimum inhibitory concentrations against E.coli and S.aureus were also determined.
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Microbiological evaluation , 1,8-naphthyridines , Imidazo [1,2-a][1,8] naphthyridines
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