Flurbiprofen
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.[1]
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| 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 |
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| Routes of administration | Oral |
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| Pharmacokinetic data | |
| Protein binding | > 99% |
| Metabolism | Hepatic (CYP2C9) |
| Elimination half-life | 4.7-5.7 hours |
| Excretion | Renal |
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| CompTox Dashboard (EPA) | |
| ECHA InfoCard | 100.023.479  |
| Chemical and physical data | |
| Formula | C15H13FO2 |
| Molar mass | 244.265 g·mol−1 |
| 3D model (JSmol) | |
| Chirality | Racemic mixture |
| Melting point | 117 °C (243 °F) |
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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]:34
It was patented in 1964 by Boots UK and approved for medical use in 1987.[4] It was approved in the US in 1988; the first generic was approved in 1994.[5]:158
Society and culture
Brand names
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]
Cost
As of 2015 the cost for a typical month of medication in the United States is 50 to US$100.[7]
See also
References
- "Lexicomp: Flurbiprofen". Lexicomp. Wolters Kluwer. Retrieved 25 September 2015.
- Rainsford KD (December 2011). "Fifty years since the discovery of ibuprofen". Inflammopharmacology. 19 (6): 293–7. doi:10.1007/s10787-011-0103-7. PMID 22120888.
- Fischer J, Ganellin CR (2010). Analogue-based Drug Discovery II. John Wiley & Sons. ISBN 9783527632121.
- Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 520. ISBN 9783527607495.
- Approved Drug Products with Therapeutic Equivalence Evaluations (PDF) (36th ed.). FDA. 2014.
- "Flurbiprofen - International Brand Names". Drugs.com. Retrieved 14 November 2016.
- Hamilton R (2015). Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition. Jones & Bartlett Learning. p. 8. ISBN 9781284057560.
Further reading
- Dean L (2019). "Flurbiprofen Therapy and CYP2C9 Genotype". In Pratt VM, McLeod HL, Rubinstein WS, et al. (eds.). Medical Genetics Summaries. National Center for Biotechnology Information (NCBI). PMID 30742399. Bookshelf ID: NBK537365.