Flurbiprofen

Flurbiprofen

Clinical data
Trade names	Ansaid, Ocufen, Strepfen
AHFS/Drugs.com	Monograph
MedlinePlus	a687005
Pregnancy category	AU: B2 US: C (Risk not ruled out)
Routes of administration	Oral
ATC code	M01AE09 (WHO) , M02AA19 (WHO), R02AX01 (WHO), S01BC04 (WHO)
Pharmacokinetic data
Protein binding	> 99%
Metabolism	Hepatic (CYP2C9)
Biological half-life	4.7-5.7 hours
Excretion	Renal
Identifiers
IUPAC name (RS)-2-(2-fluorobiphenyl-4-yl)propanoic acid
Synonyms	(±)-2-fluoro-α-methyl-(1,1'-biphenyl)-4-acetic acid
CAS Number	5104-49-4 Y
PubChem CID	3394
IUPHAR/BPS	4194
DrugBank	DB00712 Y
ChemSpider	3277 Y
UNII	5GRO578KLP
KEGG	D00330 Y
ChEBI	CHEBI:5130 Y
ChEMBL	CHEMBL563 Y
PDB ligand	FLP (PDBe, RCSB PDB)
ECHA InfoCard	100.023.479
Chemical and physical data
Formula	C15H13FO2
Molar mass	244.261 g/mol
3D model (Jmol)	Interactive image
Chirality	Racemic mixture
Melting point	117 °C (243 °F)
SMILES Fc2cc(ccc2c1ccccc1)C(C(=O)O)C
InChI InChI=1S/C15H13FO2/c1-10(15(17)18)12-7-8-13(14(16)9-12)11-5-3-2-4-6-11/h2-10H,1H3,(H,17,18) Y Key:SYTBZMRGLBWNTM-UHFFFAOYSA-N Y

Flurbiprofen is a member of the phenylalkanoic acid derivative family of non-steroidal anti-inflammatory drugs (NSAIDs). It is primarily indicated as a pre-operative anti-miotic (in an ophthalmic solution) as well as orally for arthritis or dental pain. Side effects are analogous to those of ibuprofen.

It was derived from propionic acid by the research arm of Boots UK during the 1960s, a period which also included the discovery of ibuprofen, indometacin, diclofenac, naproxen, ketoprofen, and sulindac.

Pharmacia & Upjohn developed the drug in the US and it received FDA approval in 1988; the first generic was approved in 1994.

As of 2016 the drug was available worldwide as drops for ophthalmic use and as tablets, both in various strengths, under many brand names which include: Acustop Cataplasma, Adofeed, Anazin, Anflupin, Anorcid, Ansaid, Antadys, Antafen, Antipain, Baenazin, Benactiv, Biprofin, Biprotec, Bro-Z, Brufen, Brufoz, Cebutid, Clinadol, Coryfin, Dispain, Edolfene, Eyeflur, Falken, Fiera, Flu Ro Fen, Flubifix, Flufen, Flugalin, Flupe, Flur di fen, Fluractive, Fluran, Flurbi Pap, Flurbic, Flurbiprofen, Flurbiprofène, Flurbiprofeno , Flurflex, Flurofen, Fluroptic, Fo Bi Pu Luo Fun, Forphen, Fortine, Froben, Frolix, Fubifen, Fubiprofen, Fubofen, Fukon, Fulruban, Furofen, Kai Fen, Kavoflog, Kotton, Lefenine, Majezik, Maprofen, Maxaljin, Maximus, Meiprofen, Neliacan, Nibelon, Nirolex Gola, Ocufen, Ocuflur, Optifen, Orofaringeo, Painil, Profen, Projezik, Ropion, Sigmaprofen, Stayban, Strefen, Strepfen, Strepflam, Strepsils (various formulations), Sulan, Tie Shr Shu, TransAct, Upnon, Urbifen, Yakuban, Zepolas, Zeralgo, Zero-P, and Zeton.

As of 2015 the cost for a typical month of medication in the United States is 50 to 100 USD.