Structure via PubChem · Public domain (PubChem)
(+)-flunoxaprofen
Sign in to saveAlso known as (S)-(+)-Flunoxaprofen, (+)-2-(p-Fluorophenyl)-alpha-methyl-5-benzoxazoleacetic acid, (S)-2-(4-Fluorophenyl)-alpha-methyl-5-benzoxazoleacetic acid, flunoxaprofen
Flunoxaprofen, also known as Priaxim, is a chiral nonsteroidal anti-inflammatory drug (NSAID). It is closely related to naproxen, which is also an NSAID. Flunoxaprofen has been shown to significantly improve the symptoms of osteoarthritis and rheumatoid arthritis. The clinical use of flunoxaprofen has ceased due to concerns of potential hepatotoxicity.
Chemical data
- Formula
- C16H12FNO3
- Molecular weight
- 285.27 g/mol
- IUPAC name
- (2S)-2-[2-(4-fluorophenyl)-1,3-benzoxazol-5-yl]propanoic acid
- SMILES
- C[C@@H](C1=CC2=C(C=C1)OC(=N2)C3=CC=C(C=C3)F)C(=O)O
- InChIKey
- ARPYQKTVRGFPIS-VIFPVBQESA-N
- XLogP
- 3.6
- Polar surface area
- 63.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- rheumatic disease, vaginal inflammation
via ChEMBL · EBI
Research
41 papers- Stereoselective flunoxaprofen-S-acyl-glutathione thioester formation mediated by acyl-CoA formation in rat hepatocytes.Drug metabolism and disposition: the biological fate of chemicals · 2010
- Flunoxaprofen, a new non-steroidal anti-inflammatory drug, does not interfere with prostaglandin synthesis in rat gastric mucosa.Pharmacological research · 1989
- Stereoselective disposition of carprofen, flunoxaprofen, and naproxen in rats.Drug metabolism and disposition: the biological fate of chemicals · 1991
- Flunoxaprofen pharmacokinetics in elderly subjects.International journal of clinical pharmacology research · 1987
- (-)-(S)-flunoxaprofen and (-)-(S)-naproxen isocyanate: two new fluorescent chiral derivatizing agents for an enantiospecific determination of primary and secondary amines.Chirality · 1989
via PubMed
Wikidata facts
- Mass
- 285.08
Show 6 more facts
- chemical formula
- C₁₆H₁₂FNO₃
- canonical SMILES
- CC(C1=CC2=C(C=C1)OC(=N2)C3=CC=C(C=C3)F)C(=O)O
- isomeric SMILES
- C[C@@H](C1=CC2=C(C=C1)OC(=N2)C3=CC=C(C=C3)F)C(=O)O
- World Health Organisation international non-proprietary name
- flunoxaprofen
- subject has role
- non-steroidal anti-inflammatory drug
- Commons category
- Flunoxaprofen
Sources (2)
via Wikidata · CC0
~4 min read
Encyclopedic overview
6 sectionsContents
- Structure
- Synthesis
- Preparations
- Pharmacokinetics
- Adverse effects
- References
Flunoxaprofen, also known as Priaxim, is a chiral nonsteroidal anti-inflammatory drug (NSAID). It is closely related to naproxen, which is also an NSAID. Flunoxaprofen has been shown to significantly improve the symptoms of osteoarthritis and rheumatoid arthritis. The clinical use of flunoxaprofen has ceased due to concerns of potential hepatotoxicity.
==Structure== Flunoxaprofen is a two-ring heterocyclic compound derived from benzoxazole. It also contains a fluorine atom and a propanoyl group.
Excerpted from Wikipedia’s “(+)-flunoxaprofen” article, available under the CC BY-SA 4.0 licence.