84424-13-5

Usage

Chemical class

Synthetic chemical compound

Molecular structure

Complex, containing a naphthyridine core

Core structure

Naphthyridine

Functional groups

Carboxylic acid group, 3-methylaminopyrrolidin-1-yl substituent

Additional substituents

Ethenyl and fluoro groups

Position of substituents

Ethenyl and fluoro groups are at specific positions on the naphthyridine ring

Potential applications

Pharmaceutical industry, drug development, medical treatments

Other uses

Scientific research, chemical synthesis

InChI:InChI=1/C16H17FN4O3/c1-3-20-8-11(16(23)24)13(22)10-6-12(17)15(19-14(10)20)21-5-4-9(7-21)18-2/h3,6,8-9,18H,1,4-5,7H2,2H3,(H,23,24)

Upstream product

• 87939-15-9 ethyl 7-(4-acetyl-1-piperazinyl)-1-(2-chloroethyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate 
• 84424-27-1 6-fluoro-1,4-dihydro-7-hydroxy-4-oxo-1-vinyl-1,8-naphthyridine-3-carboxylic acid 
• 84424-14-6 6-Fluoro-7-{3-[methyl-(2,2,2-trifluoro-acetyl)-amino]-pyrrolidin-1-yl}-4-oxo-1-vinyl-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Pyridonecarboxylic acids as antibacterial agents. 4. Synthesis and antibacterial activity of 7-(3-amino-1-pyrrolidinyl)-1-ethyl-6-fluoro-1,4-dihydro-4-oxo*-1,8- naphthyridine-3-carboxylic acid and its analogues

The title compounds with an amino- and/or hydroxy-substituted cyclic amino group at C-7 were prepared with 1-substituted 7-chloro-, 7-(ethylsulfonyl)-, and 7-(tosyloxy)-6-fluoro-1,4-dihydro-4-oxo-1,8-napthyridine-3-carboxylic acids and their ethyl esters with cyclic amines such as 3-aminopyrrolidine. The N-1 substituent includes ethyl, vinyl, and 2-fluoroethyl groups. As a result of in vitro and in vivo antibacterial screenings, three compounds, 1-ethyl- and 1-vinyl-7-(3-amino-1-pyrrolidine)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyri dine-3-carboxylic acids and 1-vinyl-7-[3-(methylamino)-1-pyrrolidinyl] analogue, were found to be more active than enoxacin and to be worthy of further biological study. Structure-activity relationships are discussed.

Naphthyridine derivatives and their use as anti-bacterials

A 1,8-naphthyridine compound of the formula STR1 wherein R is a vinyl or 2-fluoroethyl group, and R1 and R2 are the same or different and each represents a hydrogen atom or a lower alkyl group having 1 to 4 carbon atoms, and the esters thereof and salts thereof. For example, 7-(3-amino-1-pyrrolidinyl)-6-fluoro-1,4-dihydro-4-oxo-1-vinyl-1,8-naphthyridine-3-carboxylic acid and nontoxic salts thereof, which are covered by the aforesaid compound, are useful as an antibacterial agent.