Synthetic antibacterials. VIII. 7-(1′-alkylhydrazino)-1,8-naphthyridines and related compounds
作者:Sadao Nishigaki、Noriko Mizushima、Hashime Kanazawa、Misuzu Ichiba、Keitaro Senga
DOI:10.1002/jhet.5570220420
日期:1985.7
acetic acid gave the 7-(1′-alkylhydrazino)-1-ethyl-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylicacids 3a-d. The compound 3a was alternately obtained by the reaction of 7-chloro-1-ethyl-1,4-dihydro-4-oxo-1,8-naphth-yridine-3-carboxylic acid (4) with methylhydrazine. The reaction of 7-chloro-4-hydroxy-1,8-naphthyridine-3-carboxylic acid (5) with methylhydrazine gave the 4-hydroxy-7-(1′-methylhydrazino)-4-oxo-1
研究了与萘啶酸有关的7-(1'-烷基肼基)-1,8-萘啶的合成及体外抗菌活性。即,在盐酸存在下用亚硝酸钠处理7-烷基氨基-1-乙基-1,4-二氢-4-氧代-1,8-萘啶-3-羧酸1a-d,得到1-乙基- 1,4-二氢-7-(N-亚硝基烷基氨基)-4-氧代-1,8-萘啶-3-羧酸2a-d,与锌粉在乙酸中反应后,得到7-(1'-烷基肼基) )-1-乙基-1,4-二氢-4-氧代-1,8-萘啶-3-羧酸3a-d。交替地通过7-氯-1-乙基-1,4-二氢-4-氧代-1,8-萘吡啶-3-羧酸的反应获得化合物3a(4)用甲基肼。7-氯-4-羟基-1,8-萘啶-3-羧酸(5)与甲基肼的反应得到了4-羟基-7-(1'-甲基肼基)-4-氧代-1,8-萘啶-3-羧酸(6),经卤代烷处理后得到1-烷基-1,4-二氢-7-(1'-甲基-肼基)-4-氧代-1,8-萘啶3a和3e -G。适当的3与酮的反应得到相应的7-