88569-39-5

Usage

InChI:InChI=1/C11H8ClFN2O3/c1-14-15-4-6(11(17)18)10(16)5-2-8(13)7(12)3-9(5)15/h2-4,14H,1H3,(H,17,18)

Upstream product

• 75073-15-3 ethyl 7-chloro-6-fluoro-4-oxo-1,4-dihydroquinoline 3-carboxylate 
• 102618-08-6 2-(2,4-Dichlor-5-fluor-benzoyl)-3-(2-formyl-2-methylhydrazino)acrylsaeure-ethylester 
• 704-10-9 2,4-dichloro-5-fluoroacetophenone 
• 88569-38-4 ethyl 7-chloro-6-fluoro-1-[formyl(2-propenyl)amino]-1,4-dihydro-4-oxo-3-quinolinecarboxylate 
• 109308-97-6 ethyl 3-N-formyl-N-methylhydrazyl-2-(2,4-dichloro-5-fluoro)benzoylacrylate 
• 86483-51-4 ethyl 2,4-dichloro-5-fluoro-benzoyl-acetate 
• 86483-52-5 2,4-dichloro-alpha(elhoxymethlene)-5-fluoro-beta-oxo-benzene propanoic acid ethyl ester 
• 88569-33-9 ethyl 7-chloro-6-fluoro-1-(formylamino)-1,4-dihydro-4-oxo-3-quinolinecarboxylate 
• 88569-30-6 ethyl 1-amino-7-chloro-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate 
• 88569-34-0 ethyl 1-(N-formyl-N-methyl)amino-6-fluoro-7-chloro-1,4-dihydro-4-oxoquinoline-3-carboxylate 

Downstream Products

• 88569-57-7 A 56559 
• 86393-37-5 amifloxacin 
• 88569-53-3 6-fluoro-1,4-dihydro-1-(methylamino)-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid 4'-oxide 
• 104-15-4 toluene-4-sulfonic acid 
• 89990-94-3 6-Fluoro-1-methylamino-7-(4-methyl-[1,4]diazepan-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 

Relevant academic research and scientific papers

Cycloaracylation of Enamines,II. - Synthesis of 1-Amino-4-quinolone-3-carboxylic Acids

The 2-benzoyl-3-hydrazinoacrylic esters 3, 11, 17, and 23 are obtained by the reactions of 2-chloro-5-nitrobenzoyl chloride (1) with the enehydrazinocarboxylic esters 2 and 2-benzoyl-3-ethoxyacrylic esters 9 with hydrazine derivatives 10, 16, and 22.After cyclocondensation, the above esters afford 1-aminoquinolonecarboxylic esters 4, 12, 18, and 24, which are hydrolyzed to give the corresponding 1-aminoquinolonecarboxylic acids 5, 13, 19, and 26.The 1-amino-7-haloquinolonecarboxylic acids 13a-f, 19a-f, and 26b react with aliphatic amines to afford 1,7-diaminoquinolonecarboxylic acids 30c-m, which possess a high level of bactericidal activity.

1-Amino (or substituted amino)-1,4-dihydro-4-oxo-6-fluoro-7-heterylquinoline-3-carboxylic acids and their use as antibacterial agents

Novel 1-R-1,4-dihydro-4-oxo-6-fluoro-7-(Z=N--)-quinolinecarboxylic acids and esters thereof, where R is amino, lower-alkylamino, 2-propenylamino or di-lower-alkylamino, R" is hydrogen or lower-alkyl, and Z=N is a heterocyclic group, useful as antibacterial agents, are prepared by reacting the corresponding 7-chloroquinoline derivatives with the appropriate heterocyclic compound, Z=NH. A preferred group of compounds are those where Z=N is 1-piperazinyl or 4-lower-alkyl-1-piperazinyl.

Novel amino-substituted 3-quinolinecarboxylic acid antibacterial agents: Synthesis and structure-activity relationships

A series of novel 3-quinolinecarboxylic acid derivatives have been prepared and their antibacterial activity evaluated. These derivatives are characterized by fluorine attached to the 6-position and substituted amino groups appended to the 1- and 7-positions. Structure-activity relationship studies indicate that antibacterial potency is greatest when the 1-substituent is methylamino and the 7-substituent is either 4-methyl-1-piperazinyl, 16, or 1-piperazinyl, 21. Derivatives 16 and 21, the 1-methylamino analogues of pefloxacin and norfloxacin, respectively, show comparable in vitro and in vivo antibacterial potency to these two known agents. The activity (vs Escherichia coli Vogel) of 16 (amifloxacin) is the following: in vitro MIC (μg/mL) = 0.25; in vivo (mice) PD50 (mg/kg) = 1.0 (po), 0.6 (sc).