Trovafloxacin

Trovafloxacin
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
MedlinePlus	a605016
Routes of; administration	Oral, intravenous
ATC code	J01MA13 (WHO) ;
Legal status
Legal status	Withdrawn from market;
Identifiers
	IUPAC name 7-(6-Amino-3-azabicyclo[3.1.0]hex-3-yl)-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-[1,8] naphthyridine-3-carboxylic acid;
CAS Number	147059-72-1 ;
PubChem CID	62959;
DrugBank	DB00685 ;
ChemSpider	16736478 ;
UNII	9F388J00UK;
KEGG	D08654 ;
ChEBI	CHEBI:9763 ;
ChEMBL	ChEMBL428 ;
CompTox Dashboard (EPA)	DTXSID0041145 ;
Chemical and physical data
Formula	C20H15F3N4O3
Molar mass	416.360 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(O)C2=CN(c1nc(c(F)cc1C2=O)N3C[C@H]4[C@H](N)[C@H]4C3)c5ccc(F)cc5F;
	InChI InChI=1S/C20H15F3N4O3/c21-8-1-2-15(13(22)3-8)27-7-12(20(29)30)17(28)9-4-14(23)19(25-18(9)27)26-5-10-11(6-26)16(10)24/h1-4,7,10-11,16H,5-6,24H2,(H,29,30)/t10-,11+,16+ ; Key:WVPSKSLAZQPAKQ-CDMJZVDBSA-N ;
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Trovafloxacin (sold as Trovan by Pfizer and Turvel by Laboratorios Almirall) is a broad spectrum antibiotic that inhibits the uncoiling of supercoiled DNA in various bacteria by blocking the activity of DNA gyrase and topoisomerase IV. It was withdrawn from the market due to the risk of hepatotoxicity. It had better Gram-positive bacterial coverage but less Gram-negative coverage than the previous fluoroquinolones.