Sparfloxacin

Sparfloxacin
Clinical data
Pronunciation	spar FLOX a sin
Trade names	Spacin, Zagam, others
AHFS/Drugs.com	Micromedex Detailed Consumer Information
MedlinePlus	a600002
Routes of; administration	By mouth
ATC code	J01MA09 (WHO) ;
Legal status
Legal status	US: ℞-only;
Pharmacokinetic data
Bioavailability	92%
Protein binding	45%
Metabolism	Hepatic glucuronidation; Cytochrome P450 system not involved
Elimination half-life	16 to 30 hours
Excretion	Fecal (50%) and renal (50%)
Identifiers
	IUPAC name 5-Amino-1-cyclopropyl-7-[(3R,5S)3,5-dimethylpiperazin-1-yl]-6,8-difluoro-4-oxo-quinoline-3-carboxylic acid;
CAS Number	110871-86-8 ;
PubChem CID	60464;
DrugBank	DB01208 ;
ChemSpider	54517 ;
UNII	Q90AGA787L;
KEGG	D00590 ;
ChEBI	CHEBI:9212 ;
ChEMBL	ChEMBL850 ;
CompTox Dashboard (EPA)	DTXSID9023590 ;
ECHA InfoCard	100.157.238
Chemical and physical data
Formula	C19H22F2N4O3
Molar mass	392.407 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	266 to 269 °C (511 to 516 °F) (dec.)
	SMILES C[C@@H]1CN(C[C@@H](N1)C)c2c(c(c3c(c2F)n(cc(c3=O)C(=O)O)C4CC4)N)F;
	InChI InChI=1S/C19H22F2N4O3/c1-8-5-24(6-9(2)23-8)17-13(20)15(22)12-16(14(17)21)25(10-3-4-10)7-11(18(12)26)19(27)28/h7-10,23H,3-6,22H2,1-2H3,(H,27,28)/t8-,9+ ; Key:DZZWHBIBMUVIIW-DTORHVGOSA-N ;
	(verify)

Sparfloxacin is a fluoroquinolone antibiotic used in the treatment of bacterial infections. It has a controversial safety profile.^[1]

It was patented in 1985 and approved for medical use in 1993.^[2] Zagam is no longer available in the United States.

^ Psaty BM (December 2008). "Clinical trial design and selected drug safety issues for antibiotics used to treat community-acquired pneumonia". Clinical Infectious Diseases. 47 (Suppl 3): S176 – S179. doi:10.1086/591400. PMC 2587028. PMID 18986285.
^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 501. ISBN 9783527607495.