Flurbiprofen

Flurbiprofen
Clinical data
Trade names	Ansaid, Ocufen, Strepfen
Other names	(±)-2-fluoro-α-methyl-(1,1'-biphenyl)-4-acetic acid
AHFS/Drugs.com	Monograph
MedlinePlus	a687005
Pregnancy; category	AU: B2;
Routes of; administration	By mouth
ATC code	M01AE09 (WHO) , M02AA19 (WHO), R02AX01 (WHO), S01BC04 (WHO);
Legal status
Legal status	AU: S2 (Pharmacy medicine) /S4; CA: ℞-only;
Pharmacokinetic data
Protein binding	> 99%
Metabolism	Liver (CYP2C9)
Elimination half-life	4.7-5.7 hours
Excretion	Kidney
Identifiers
	IUPAC name (RS)-2-(2-fluorobiphenyl-4-yl)propanoic acid;
CAS Number	5104-49-4 ;
PubChem CID	3394;
IUPHAR/BPS	4194;
DrugBank	DB00712 ;
ChemSpider	3277 ;
UNII	5GRO578KLP;
KEGG	D00330 ;
ChEBI	CHEBI:5130 ;
ChEMBL	ChEMBL563 ;
PDB ligand	FLP (PDBe, RCSB PDB);
CompTox Dashboard (EPA)	DTXSID0037231 ;
ECHA InfoCard	100.023.479
Chemical and physical data
Formula	C15H13FO2
Molar mass	244.265 g·mol−1
3D model (JSmol)	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) ; Key:SYTBZMRGLBWNTM-UHFFFAOYSA-N ;
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Flurbiprofen is a member of the phenylalkanoic acid derivative family of nonsteroidal 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.^: 34

It was patented in 1964 by Boots UK and approved for medical use in 1987. It was approved in the US in 1988; the first generic was approved in 1994.^: 158