Lomefloxacin

Lomefloxacin

Systematic (IUPAC) name
(RS)-1-ethyl-6,8-difluoro- 7-(3-methylpiperazin-1-yl)- 4-oxo-quinoline-3- carboxylic acid
Clinical data
Trade names	Maxaquin
AHFS/Drugs.com	Consumer Drug Information
MedlinePlus	a600002
Pregnancy cat.	?
Legal status	?
Pharmacokinetic data
Protein binding	10%
Half-life	8 hours
Identifiers
CAS number	98079-51-7 Y
ATC code	J01MA07 S01AX17
PubChem	CID 3948
DrugBank	APRD01076
ChemSpider	3811 Y
UNII	9VC7S3ZXXB Y
KEGG	D02318 Y
ChEBI	CHEBI:116278 Y
ChEMBL	CHEMBL561 Y
Chemical data
Formula	C17H19F2N3O3
Mol. mass	351.348 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C17H19F2N3O3/c1-3-21-8-11(17(24)25)16(23)10-6-12(18)15(13(19)14(10)21)22-5-4-20-9(2)7-22/h6,8-9,20H,3-5,7H2,1-2H3,(H,24,25) Y Key:ZEKZLJVOYLTDKK-UHFFFAOYSA-N Y
N(what is this?)  (verify)

Lomefloxacin hydrochloride (sold under the following brand names in English speaking countries Maxaquin, Okacyn, Uniquin), is a fluoroquinolone antibiotic, used to treat bacterial infections including bronchitis and urinary tract infections. It is also used to prevent urinary tract infections prior to surgery. Lomefloxacin is associated with phototoxicity and central nervous system adverse effects.

October 2008 the FDA added the following Black Box Warning to the product insert for Maxaquin:

WARNING: Fluoroquinolones, including Maxaquin, are associated with an increased risk of tendinitis and tendon rupture in all ages. This risk is further increased in older patients usually over 60 years of age, in patients taking corticosteroid drugs, and in patients with kidney, heart or lung transplants (See WARNINGS). To reduce the development of drug-resistant bacteria and maintain the effectiveness of Maxaquin and other antibacterial drugs, Maxaquin should be used only to treat or prevent infections that are proven or strongly suspected to be caused by bacteria'.

Lomefloxacin is unique in that it forms a magnesium chelate with itself. The chelate is formed between the 2-carbonyl group of two separate lomefloxacin molecules.

See also

• Fluoroquinolone toxicity
• Fluoroquinolone