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
Routes of
administration
Oral
Legal status
Legal status
  • POD
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 (WHO), R02AX01 (WHO), S01BC04 (WHO)
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
Molar mass 244.261 g/mol
Chirality Racemic mixture
3D model (Jmol) Interactive image
Physical data
Melting point 117 °C (243 °F)
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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. As of 2015 the cost for a typical month of medication in the United States is 50 to 100 USD.[6]

References[edit]

  1. ^ "Lexicomp: Flurbiprofen". Lexicomp. Wolters Kluwer. Retrieved 25 September 2015. 
  2. ^ Drugs.com Flurbiprofen listings at drugs.com Page accessed July 3, 2015
  3. ^ Halford, GM; Lordkipanidzé, M; Watson, SP (2012). "50th anniversary of the discovery of ibuprofen: an interview with Dr Stewart Adams.". Platelets. 23 (6): 415–22. doi:10.3109/09537104.2011.632032. PMID 22098129. 
  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
  6. ^ Hamilton, Richart (2015). Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition. Jones & Bartlett Learning. p. 8. ISBN 9781284057560.