Synthesis and antimicrobial activity of 1-alkyl and aryl-3-(2-methyl-1,8-naphthyridin-3-yl)ureas

Abstract

1,8-naphthyridine derivatives have attracted considerable attention because they are the chief constituent of many compounds which have been isolated from natural sources, with various biological activities. Nalidixic acid, for example, possesses strong antibacterial activity and used mainly for the treatment of urinary tract infections with gram negative pathogensand Gemifloxacin has antimicrobial and antibacterial activities.It is known that (<i>E</i>)- and (<i>Z</i>)-<i>o</i>-(diethylamino)ethyl oximes of 1,8-naphthyridine series have the potential for use as local anesthetics and 1-(2-fluorobenzyl)-3-(2-tolyl)-1,8-naphthyridin-2(1<i>H</i>)-one is used for the treatment of memory disorders, in particular, Alzheimer’s disease. In recent years, research on derivatives of 1,8-naphthyridine has been intensive because these compounds show a wide range of biological activities. 2-Methyl-1,8-naphthyridine-3-carbonylazide has been synthesized from ethyl-2-methyl-1,8-naphthyridine-3-carboxylate following two different procedures. The azide on heating with aliphatic and aromatic primaryamines in xylene underwent Curtius rearrangement to furnish the title compounds. They have been screened for their antimicrobial activity.