Fleroxacin

Fleroxacin Basic information
Product Name:Fleroxacin
Synonyms:AM-833, Ro-23-6240, Megalocin, Megalone, Quinodis, 6,8-Difluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid;AM-833, Megalocin, Megalone, 6,8-Difluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(4-methylpiperazino)-4-oxo-3-quinolinecarboxylic acid, 6,8-Difluoro-1-(2-fluoroethyl)1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid;6,8-Difluoro-1-(2-fluoroethyl)-1,4-dihydro-4-oxo-7-(4-methyl-1-piperazinyl)quinoline-3-carboxylic acid;6,8-difluoro-1-(2-fluoroethyl)-4-keto-7-(4-methylpiperazin-1-yl)quinoline-3-carboxylic acid;6,8-difluoro-1-(2-fluoroethyl)-7-(4-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylic acid;6,8-difluoro-1-(2-fluoroethyl)-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid;6,8-Difluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylicacid;6,8-Difluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid Megalone
CAS:79660-72-3
MF:C17H18F3N3O3
MW:369.34
EINECS:677-525-2
Product Categories:Quinodis, Megalocin;Antibiotics for Research and Experimental Use;Biochemistry;Quinolones (Antibiotics for Research and Experimental Use);Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:79660-72-3.mol
Fleroxacin Structure
Fleroxacin Chemical Properties
Melting point 264-266°C
Boiling point 535.3±50.0 °C(Predicted)
density 1.409±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility 0.1 M NaOH: soluble10mg/mL
form solid
pka-0.54±0.20(Predicted)
color white to off-white
Merck 14,4099
CAS DataBase Reference79660-72-3(CAS DataBase Reference)
Safety Information
WGK Germany 2
RTECS VB1999050
HS Code 29335990
MSDS Information
Fleroxacin Usage And Synthesis
DescriptionFleroxacin is a new, once daily trifluoroquinolone antibacterial structurally related to norfloxacin. Available in both oral and IV formulations, it is reportedly useful in the treatment of gonorrhea, bacterial enteritis, chronic bronchitis and urinary tract infections. Fleroxacin has a longer serum half-life (9-12 hours) than other drugs of this class, such as ciprofloxacin, enoxacin and norfloxacin.
Chemical PropertiesWhite Needle-Like Crystals
OriginatorKyorin (Japan)
UsesAn antibacterial.
Usesantibiotic
DefinitionChEBI: A fluoroquinolone antibiotic that is 4-oxo-1,4-dihydroquinoline which is substituted at positions 1, 3, 6, 7 and 8 by 2-fluoroethyl, carboxy, fluoro, 4-methylpiperazin-1-yl and fluoro groups, respectively. It is active against many Gram-positive and Gram-n gative bacteria.
Manufacturing Process6,8-Difluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4- oxoquinoline-3-carboxylic acid hydrochloride:
A mixed solution of 1-methylpiperazine (0.34 g) and pyridine (3 ml) was added to 6,7,8-trifluoro-1-(2-fluoroethyl)-1,4-dihydro-4-oxoquinoline-3- carboxylic acid (0.12 g) and heated to reflux for 6 hours. After the solvent evaporated and cooled, the residue was adjusted to pH 1 with aqueous hydrochloric acid. The cooled mixture was filtered off and the solid recrystallized from water to give 6,8-difluoro-1-(2-fluoroethyl)-1,4-dihydro-7- (4-methyl-1-piperazinyl)-4-oxoquinoline-3-carboxylic acid hydrochloride (0.08 g), melting point 269-271°C (decomp.).
Brand nameQuinodis
Therapeutic FunctionAntibacterial
Benzenamine, 3-(1-piperazinyl)- (9CI) Isorhybchophylline Perchlorethyene 8-FLUORO-4(1H)-QUINOLINONE ERBIUM PERCHLORATE 6H2O COPPER(II) PERCHLORATE HEXAHYDRATE 4-AMINO-3,5-DIFLUOROACETOPHENONE DESETHYLENE CIPROFLOXACIN ETHYLENEDIAMINE TETRAKIS(PROPOXYLATE-BLOCK-ETHOXYLATE) TETROL Diphenolic acid 8-FLUORO-4-HYDROXYQUINOLINE-3-CARBOXYLIC ACID 1-[4-(4-METHYLPIPERAZINO)PHENYL]-1-ETHANONE Neodymium perchlorate, Reagent Grade (2-Methoxyethyl)benzene 5-Chlorovaleric acid 3-(3,5-DIFLUOROPHENYL)-1-PROPENE FLEROXACIN HYDROCHLORIDE FLEROXACINLACTATE

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