(±)-flurbiprofen

Also known as Ansaid®, Froben®, 3-fluoro-4-phenylhydratropic acid, 2-fluoro-alpha-methyl-(1,1'-biphenyl)-4-acetic acid, (+-)-2-fluoro-alpha-methyl-4-biphenylacetic acid, Flurbiprofen, Ansaid, 2-(2-fluorobiphenyl-4-yl)propanoic acid

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.

Chemical data

Formula: C15H13FO2
Molecular weight: 244.26 g/mol
IUPAC name: 2-(3-fluoro-4-phenylphenyl)propanoic acid
SMILES: CC(C1=CC(=C(C=C1)C2=CC=CC=C2)F)C(=O)O
InChIKey: SYTBZMRGLBWNTM-UHFFFAOYSA-N
XLogP: 4.2
Polar surface area: 37.3 Å²
H-bond donors: 1
H-bond acceptors: 3
Formal charge: 0

via PubChem

Research

3,206 papers

Flurbiprofen.Profiles of drug substances, excipients, and related methodology · 2012
Flurbiprofen-Associated Hemolytic Anemia.American journal of therapeutics · 2019
Flurbiprofen at night.Current medical research and opinion · 1977
Flurbiprofen.The Medical letter on drugs and therapeutics · 1989
Flurbiprofen warning.The Veterinary record · 1987

via PubMed

Wikidata facts

Mass: 244.089958

Show 5 more facts

chemical formula: C₁₅H₁₃FO₂
canonical SMILES: CC(C1=CC(=C(C=C1)C2=CC=CC=C2)F)C(=O)O
defined daily dose: 44
melting point: 111
Commons category: Flurbiprofen

Sources (9)

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Article

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Contents

Adverse effects
Society and culture
Brand names
References
Further reading

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.