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Fleroxacin

Basic information Safety Supplier Related

Fleroxacin Basic information

Product Name:
Fleroxacin
Synonyms:
  • Erlotinib-d12 HCl
  • 6,8-difluoro-1-(2-fluoroethyl)-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid
  • 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
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
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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 Reference
79660-72-3(CAS DataBase Reference)
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Safety Information

WGK Germany 
2
RTECS 
VB1999050
HS Code 
29335990
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Fleroxacin Usage And Synthesis

Description

Fleroxacin 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 Properties

White Needle-Like Crystals

Originator

Kyorin (Japan)

Uses

An antibacterial.

Uses

antibiotic

Definition

ChEBI: 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 Process

6,8-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 name

Quinodis

Therapeutic Function

Antibacterial

FleroxacinSupplier

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