Contents

Pefloxacin

Antibiotic

Pefloxacin

Clinical data
ATC code	J01MA03 (WHO)
Pharmacokinetic data
Bioavailability	100%
Protein binding	20–30%
Metabolism	Hepatic
Elimination half-life	8.6 hours
Excretion	Mostly renal, also biliary
Identifiers
IUPAC name 1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylic acid
CAS Number	70458-92-3 Y
PubChem CID	51081
DrugBank	DB00487 Y
ChemSpider	46291 Y
UNII	2H52Z9F2Q5
KEGG	D02306 Y
ChEBI	CHEBI:50199 Y
ChEMBL	ChEMBL267648 Y
CompTox Dashboard (EPA)	DTXSID3048493
ECHA InfoCard	100.067.807
Chemical and physical data
Formula	C17H20FN3O3
Molar mass	333.363 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C(O)\C2=C\N(c1cc(c(F)cc1C2=O)N3CCN(C)CC3)CC
InChI InChI=1S/C17H20FN3O3/c1-3-20-10-12(17(23)24)16(22)11-8-13(18)15(9-14(11)20)21-6-4-19(2)5-7-21/h8-10H,3-7H2,1-2H3,(H,23,24) Y Key:FHFYDNQZQSQIAI-UHFFFAOYSA-N Y
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Pefloxacin is a quinolone antibiotic used to treat bacterial infections. Pefloxacin has not been approved for use in the United States.

Pefloxacin was developed in 1979 and approved in France for human use in 1985.^[1]

• Uncomplicated gonococcal urethritis in males.^[2]
• Bacterial infections in the gastrointestinal system.^[2]
• Genitourinary tract infections.^[2]
• Gonorrhoea, however, this use is no longer effective due to bacterial resistance.^[3]

Pefloxacin has been increasingly used as a veterinary medicine to treat microbial infections.^[4]

Pefloxacin is a broad-spectrum antibiotic that is active against both Gram-positive and Gram-negative bacteria. It functions by inhibiting DNA gyrase, a type II topoisomerase, and topoisomerase IV,^[5] which is an enzyme necessary to separate, replicated DNA, thereby inhibiting cell division.

Tendinitis and rupture, usually of the Achilles tendon, are class-effects of the fluoroquinolones, most frequently reported with pefloxacin.^[6] The estimated risk of tendon damage during pefloxacin therapy has been estimated by the French authorities in 2000 to be 1 case per 23,130 treatment days as compared to ciprofloxacin where it has been estimated to be 1 case per 779,600.^[7]

• How Stuff Works - Cipro
• Package insert information^{[permanent dead link]}