Flumequine

Title: Flumequine
CAS Registry Number: 42835-25-6
CAS Name: 9-Fluoro-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid
Manufacturers' Codes: R-802
Trademarks: Apurone (3M Pharma); Fantacin (Kyowa Hakko)
Molecular Formula: C14H12FNO3
Molecular Weight: 261.25
Percent Composition: C 64.36%, H 4.63%, F 7.27%, N 5.36%, O 18.37%
Literature References: Fluorinated quinolone antibacterial. Prepn: J. F. Gerster, DE 2264163; idem, US 3896131 (1973, 1975 both to Riker). In vitro study: G. Stilwell et al., Antimicrob. Agents Chemother. 7, 483 (1975). Bioevaluation: S. R. Rohlfing et al., J. Antimicrob. Chemother. 3, 615 (1977). Activity vs E. coli: D. Greenwood, Antimicrob. Agents Chemother. 13, 479 (1978).
Properties: White microcrystalline powder, mp 253-255°. Sol in alkaline solns and alcohol. Insol in water.
Melting point: mp 253-255°
Therap-Cat: Antibacterial.
Therap-Cat-Vet: Antibacterial.
Keywords: Antibacterial (Synthetic); Quinolones and Analogs.
Flumethasone Flumethiazide Flumethrin Flumetramide Flumetsulam

Flumequine
Flumequine.svg
Systematic (IUPAC) name
7-fluoro-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid
Clinical data
AHFS/Drugs.com International Drug Names
Legal status removed from clinical use
Pharmacokinetic data
Excretion urine and feces
Identifiers
CAS number 42835-25-6 YesY
ATC code J01MB07
PubChem CID 3374
ChemSpider 3257 N
UNII UVG8VSP2SJ YesY
KEGG D02302 YesY
Synonyms 9-Fluoro-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[ij]-quinolizine-2-carboxylic acid
Chemical data
Formula C14H12FNO3 
Mol. mass 261.25 g/mol
Physical data
Melt. point 253–255 °C (487–491 °F)
 N (what is this?)  (verify)

Flumequine[1] is a synthetic chemotherapeutic antibiotic of the fluoroquinolone drug class[2][3] used to treat bacterial infections. It is a first-generation fluoroquinolone antibacterial that has been removed from clinical use and is no longer being marketed.[4] It kills bacteria by interfering with the enzymes that cause DNA to unwind and duplicate. Flumequine was used in veterinarian medicine for the treatment of enteric infections (all infections of the intestinal tract),[5] as well as to treat cattle, swine, chickens, and fish, but only in a limited number of countries.[4][6][7] It was occasionally used in France (and a few other European Countries) to treat urinary tract infections under the trade name Apurone.[4][8] However this was a limited indication[9] because only minimal serum levels were achieved.[10]