Lomefloxacin

Lomefloxacin
Clinical data
Trade names	Maxaquin
AHFS/Drugs.com	Consumer Drug Information
MedlinePlus	a600002
ATC code	J01MA07 (WHO) S01AE04 (WHO);
Pharmacokinetic data
Protein binding	10%
Elimination half-life	8 hours
Identifiers
	IUPAC name (RS)-1-Ethyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylic acid;
CAS Number	98079-51-7 ;
PubChem CID	3948;
DrugBank	DB00978 ;
ChemSpider	3811 ;
UNII	9VC7S3ZXXB;
KEGG	D02318 ;
ChEBI	CHEBI:116278 ;
ChEMBL	ChEMBL561 ;
CompTox Dashboard (EPA)	DTXSID4040680 ;
ECHA InfoCard	100.117.399
Chemical and physical data
Formula	C17H19F2N3O3
Molar mass	351.348 g/mol g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Fc1c(c(F)c2c(c1)C(=O)C(\C(=O)O)=C/N2CC)N3CC(NCC3)C;
	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) ; Key:ZEKZLJVOYLTDKK-UHFFFAOYSA-N ;
	(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.^[1]

October 2008 the FDA added the following black box warning to the product insert for Maxaquin: 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.

References

^ Rubinstein, E. (2001). "History of quinolones and their side effects". Chemotherapy. 47 (Suppl 3): 3–8, discussion 44–8. doi:10.1159/000057838. PMID 11549783.

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[1] Rubinstein, E. (2001). "History of quinolones and their side effects". Chemotherapy. 47 (Suppl 3): 3–8, discussion 44–8. doi:10.1159/000057838. PMID 11549783.

[1]

See also

References