Flurbiprofen

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Flurbiprofen
Flurbiprofen.svg
Systematic (IUPAC) name
(RS)-2-(2-fluorobiphenyl-4-yl)propanoic acid
Clinical data
Trade names Ansaid, Ocufen, Strepfen
AHFS/Drugs.com monograph
MedlinePlus a687005
Pregnancy
category
Legal status
  • POD
Routes of
administration
Oral
Pharmacokinetic data
Protein binding > 99%
Metabolism Hepatic (CYP2C9)
Biological half-life 4.7-5.7 hours
Excretion Renal
Identifiers
CAS Number 5104-49-4 YesY
ATC code M01AE09 (WHO) , M02AA19, R02AX01, S01BC04
PubChem CID: 3394
IUPHAR/BPS 4194
DrugBank DB00712 YesY
ChemSpider 3277 YesY
UNII 5GRO578KLP YesY
KEGG D00330 YesY
ChEBI CHEBI:5130 YesY
ChEMBL CHEMBL563 YesY
Synonyms (±)-2-fluoro-α-methyl-(1,1'-biphenyl)-4-acetic acid
PDB ligand ID FLP (PDBe, RCSB PDB)
Chemical data
Formula C15H13FO2
Molecular mass 244.261 g/mol
  • Fc2cc(ccc2c1ccccc1)C(C(=O)O)C
  • 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) YesY
  • Key:SYTBZMRGLBWNTM-UHFFFAOYSA-N YesY
Physical data
Melting point 117 °C (243 °F)
  (verify)

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.[1] It is generic and is marketed under brand names worldwide, including "Ansaid" and "Froben".[2]

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.[3][4][5]:34

Side effects are analogous to those of ibuprofen

References

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  2. Drugs.com Flurbiprofen listings at drugs.com Page accessed July 3, 2015
  3. Lua error in package.lua at line 80: module 'strict' not found.
  4. Rainsford KD. Fifty years since the discovery of ibuprofen. Inflammopharmacology. 2011 Dec;19(6):293-7. PMID 22120888
  5. Janos Fischer and C. Robin Ganellin. Analogue-based Drug Discovery II. John Wiley & Sons, 2010 ISBN 9783527632121


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