Fleroxacin

Fleroxacin

Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	J01MA08 (WHO)
Identifiers
IUPAC name 6,8-Difluoro-1-(2-fluoroethyl)-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid
CAS Number	79660-72-3 N
PubChem CID	3357
DrugBank	DB04576 N
ChemSpider	3240 N
UNII	N804LDH51K
KEGG	D01716 Y
ChEMBL	CHEMBL6273 N
ECHA InfoCard	100.202.650
Chemical and physical data
Formula	C17H18F3N3O3
Molar mass	369.34 g/mol
3D model (Jmol)	Interactive image
SMILES CN1CCN(CC1)C2=C(C=C3C(=C2F)N(C=C(C3=O)C(=O)O)CCF)F
InChI 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) N Key:XBJBPGROQZJDOJ-UHFFFAOYSA-N N
NY (what is this?)

Fleroxacin is a quinolone. It is sold under the brand names Quinodis and Megalocin.

Fleroxacin is a bactericidal drug that inhibits bacterial DNA gyrase and topoisomerase IV. Like other quinolones and fluoroquinolones the compound eradicates bacteria by interfering with DNA replication (bacterial DNA replication, transcription, repair and recombination). Fleroxacin is active against many Gram-positive and Gram-negative bacteria. It is especially active against Shigella species., Salmonella sp., Escherichia coli, Branhamella catarrhalis, Haemophilus influenzae, Neisseria gonorrhoeae, Yersinia enterocolitica, Serratia marcescens, Staphylococcus aureus, Pseudomonas aeruginosa.

After oral administration fleroxacin is rapidly and well absorbed from the gastrointestinal tract and shows a good bioavailability. The antibiotic is widely distributed throughout the body and in the different biological tissues. In many biologic specimens the levels of fleroxacin are similar to those in plasma, but in bile, nasal secretions, seminal fluid, lung, bronchial mucosa, and ovaries, the drug concentrations are 2-3 times higher than those in plasma. The serum elimination half-life, in subjects with normal renal function, is relatively long (9–12 hours), which permits once-daily dosing. Approximately the urinary excretion is 38% of an orally administered dose within 48 h, and in urine is possible detect 8.6% of the N-demethyl metabolite and 4.4% of the N-oxide metabolite. Fleroxacin can penetrate into milk of nursing women. As quinolones are known to induce arthropathy in juvenile animals, administration of the drug to breast-feeding women cannot be allowed.