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F6807

Sigma-Aldrich

Fleroxacin

Synonym(s):

RO 23-6240, 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, AM-833, Megalocin, Megalone

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About This Item

Empirical Formula (Hill Notation):
C17H18F3N3O3
CAS Number:
79660-72-3
Molecular Weight:
369.34
MDL number:
MFCD00864880
UNSPSC Code:
51102829
PubChem Substance ID:
329799758
NACRES:
NA.85

Assay

≥98% (HPLC)

form

solid

color

white to off-white

solubility

0.1 M NaOH: 10 mg/mL

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycobacteria
mycoplasma

Mode of action

DNA synthesis | interferes
enzyme | inhibits

storage temp.

−20°C

SMILES string

CN1CCN(CC1)c2c(F)cc3C(=O)C(=CN(CCF)c3c2F)C(O)=O

InChI

1S/C17H18F3N3O3/c1-21-4-6-22(7-5-21)15-12(19)8-10-14(13(15)20)23(3-2-18)9-11(16(10)24)17(25)26/h8-9H,2-7H2,1H3,(H,25,26)

InChI key

XBJBPGROQZJDOJ-UHFFFAOYSA-N

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Application

Fleroxacin is a broad-spectrum antimicrobial fluoroquinolone. It is used in pharmacokinetic studies and is used to study the treatment of intra-abdominal abscesses and travellers′ diarrhea[1][2][3].

Biochem/physiol Actions

Fleroxacin is a synthetic trifluorinated quinolone with antimicrobial activity against a variety of pathogens, including mycobacteria, mycoplasmas, chlamydiae, and legionellae. It strongly inhibits the DNA-supercoiling activity of DNA gyrase and DNA topoisomerase 2, which results in cell death[4].

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCL5091
080M1481

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J C Akaniro et al.
Antimicrobial agents and chemotherapy, 34(10), 1880-1884 (1990-10-01)
We evaluated fleroxacin, a newer fluoroquinolone, against isolates from sputum from patients with cystic fibrosis. These isolates included rough and mucoid Pseudomonas aeruginosa, Pseudomonas cepacia, Staphylococcus aureus, Haemophilus influenzae, and Escherichia coli. Selected isolates were tested by the broth microdilution
R Steffen et al.
The Journal of antimicrobial chemotherapy, 31(5), 767-776 (1993-05-01)
A double-blind, randomized, placebo-controlled trial was conducted to evaluate the efficacy and safety of fleroxacin for one or two days as treatment for patients with travellers' diarrhoea. A total of 195 patients who were suffering with acute diarrhoea of less
A Pefanis et al.
Antimicrobial agents and chemotherapy, 38(2), 252-255 (1994-02-01)
To assess the potential efficacy of fleroxacin in combination with clindamycin or metronidazole in mixed aerobic and anaerobic infections, we used a rat model of intra-abdominal abscesses in which the inoculum consisted of pooled rat feces mixed with BaSO4. Two
R A Blouin et al.
Antimicrobial agents and chemotherapy, 36(3), 632-638 (1992-03-01)
In this open-label study, the disposition of fleroxacin in liver disease in 12 healthy male volunteers, 6 male cirrhotics without ascites (group A), and 6 male cirrhotics with ascites (group B) was evaluated. Fleroxacin (400 mg) was administered orally and
Yongxia Fan et al.
Electrophoresis, 28(22), 4101-4107 (2007-10-18)
A rapid CE coupled with potential gradient detection (PGD) for the separation and detection of four quinolones, namely, enoxacin, ofloxacin (OFL), fleroxacin, and pazufloxacin, was described. Separation was performed in a fused-silica capillary (75 microm x 8.5 cm) using a
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