Flurbiprofen
 | |
| Clinical data | |
|---|---|
| Trade names | Ansaid, Ocufen, Strepfen |
| AHFS/Drugs.com | Monograph |
| MedlinePlus | a687005 |
| Pregnancy category | |
| Routes of administration | Oral |
| ATC code | M01AE09 (WHO) , M02AA19 (WHO), R02AX01 (WHO), S01BC04 (WHO) |
| Legal status | |
| Legal status |
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| Pharmacokinetic data | |
| Protein binding | > 99% |
| Metabolism | Hepatic (CYP2C9) |
| Biological half-life | 4.7-5.7 hours |
| Excretion | Renal |
| Identifiers | |
| |
| Synonyms | (±)-2-fluoro-α-methyl-(1,1'-biphenyl)-4-acetic 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 ID | 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) |
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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. Side effects are analogous to those of ibuprofen.[1]
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.[2][3][4]:34
Pharmacia & Upjohn developed the drug in the US and it received FDA approval in 1988; the first generic was approved in 1994.[5]:158
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.[6]
As of 2015 the cost for a typical month of medication in the United States is 50 to 100 USD.[7]
References
- ↑ "Lexicomp: Flurbiprofen". Lexicomp. Wolters Kluwer. Retrieved 25 September 2015.
- ↑ 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.
- ↑ Rainsford KD. Fifty years since the discovery of ibuprofen. Inflammopharmacology. 2011 Dec;19(6):293-7. PMID 22120888
- ↑ Janos Fischer and C. Robin Ganellin. Analogue-based Drug Discovery II. John Wiley & Sons, 2010 ISBN 9783527632121
- ↑ Approved Drug Products with Therapeutic Equivalence Evaluations (PDF) (36th ed.). FDA. 2014.
- ↑ "Flurbiprofen - International Brand Names". Drugs.com. Retrieved 14 November 2016.
- ↑ Hamilton, Richart (2015). Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition. Jones & Bartlett Learning. p. 8. ISBN 9781284057560.