Flumequine[1] is a synthetic fluoroquinolone antibiotic[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]
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Systematic (IUPAC) name | |
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7-fluoro-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid |
AHFS/Drugs.com | International Drug Names |
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Legal status |
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Excretion | urine and feces |
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CAS Number | 42835-25-6 |
ATC code | J01MB07 |
PubChem | CID: 3374 |
DrugBank | DB08972 |
ChemSpider | 3257 |
UNII | UVG8VSP2SJ |
KEGG | D02302 |
ChEBI | CHEBI:85267 |
Synonyms | 9-Fluoro-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[ij]-quinolizine-2-carboxylic acid |
Formula | C14H12FNO3 |
Molecular mass | 261.25 g/mol |
SMILES[show] | |
InChI[show] |
Melting point | 253 to 255 °C (487 to 491 °F) |
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