Synthetic Antibacterials. VII. N-(1, 8-Naphthyridin-7-yl)-methylenamine Derivatives

• Published in: Chemical & pharmaceutical bulletin Vol. 25; no. 2; pp. 349 - 352
• Main Authors: NISHIGAKI, SADAO, MIZUSHIMA, NORIKO, SENGA, KEITARO
• Format: Journal Article
• Language: English
• Published: Japan The Pharmaceutical Society of Japan 1977; Japan Science and Technology Agency
• Subjects: 1, 4-dihydro-1-ethyl-7-formyl-4-oxo-1, 8-naphthyridine-3-carboxylic acid; Anti-Bacterial Agents - chemical synthesis; Bacteria - drug effects; Naphthyridines - chemical synthesis; Naphthyridines - pharmacology
• ISSN: 0009-2363; 1347-5223
• DOI: 10.1248/cpb.25.349

Treatment of ethyl 1, 4-dihydro-1-ethyl-7-methyl-4-oxo-1, 8-naphthyridine-3-carboxylate (1) with selenium dioxide afforded a mixture of ethyl 1, 4-dihydro-1-ethyl-7-formyl-4-oxo-1, 8-naphthyridine-3-carboxylate (2) and 1, 4-dihydro-1-ethyl-7-formyl-4-oxo-1, 8-naphthyridine-3-carboxylic acid (3). Condensation of 2 or 3 with respective amines provided the corresponding N-(1, 4-dihydro-3-ethoxycarbonyl-1-ethyl-4-oxo-1, 8-naphthyridin-7-yl) methylenamine (4-15) and N-(3-carboxy-1, 4-dihydro-1-ethyl-4-oxo-1, 8-naphthyridin-7-yl) methylenamine (16-27), respectively. These compounds were tested for in vitro antibacterial activity.