Grepafloxacin

Grepafloxacin
Clinical data
AHFS/Drugs.comMultum Consumer Information
ATC code
Pharmacokinetic data
Protein binding50%
Identifiers
  • (RS)-1-Cyclopropyl-6-fluoro-5-methyl-7-(3-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylic acid
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.159.692 Edit this at Wikidata
Chemical and physical data
FormulaC19H22FN3O3
Molar mass359.401 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
  • O=C(O)\C2=C\N(c1cc(c(F)c(c1C2=O)C)N3CC(NCC3)C)C4CC4
  • InChI=1S/C19H22FN3O3/c1-10-8-22(6-5-21-10)15-7-14-16(11(2)17(15)20)18(24)13(19(25)26)9-23(14)12-3-4-12/h7,9-10,12,21H,3-6,8H2,1-2H3,(H,25,26) checkY
  • Key:AIJTTZAVMXIJGM-UHFFFAOYSA-N checkY
  (verify)

Grepafloxacin (trade name Raxar, Glaxo Wellcome) was an oral broad-spectrum fluoroquinolone antibacterial agent used to treat bacterial infections. Grepafloxacin was withdrawn worldwide from markets in 1999,[1][2] due to the drug's potential to cause a potentially fatal cardiac arrhythmia.[3]

  1. ^ "Glaxo Wellcome voluntary withdrawn Raxar (Grepafloxacin)" (PDF). Food and Drug Administration. Retrieved 2014-10-12.
  2. ^ "Withdrawal of Product: RAXAR (grepafloxacin HCl) 600 mg Tablets, 400 mg Tablets, and 200 mg Tablets". U.S. Food and Drug Administration. Retrieved 2014-10-12.
  3. ^ Sprandel KA, Rodvold KA (2003). "Safety and tolerability of fluoroquinolones". Clinical Cornerstone. Suppl 3: S29–S36. doi:10.1016/s1098-3597(03)90027-5. PMID 14992418.