Ketoprofene is a chemical compound, a bone-monocarboxylic acid consisting of propionic acid.
It occurs as a white crystalline powder
What it is used for and where
Medical
Ketoprofen has been marketed in France and the UK since 1973. It belongs to the family of non-steroidal anti-inflammatory drugs (NSAIDs) and has anti-inflammatory activities and local analgesic properties, for which it is used to combat pain, swelling, arthritis and fever. It is used in mild to moderate musculoskeletal pain and inflammation of muscles and joints, sports injuries and soft tissue rheumatism. Topical application generally minimises adverse effects, while oral ingestion, as with all NSAIDs, has been found to be associated with gastrointestinal disturbances and other systemic adverse events.
Recently, Ketoprofen salified with L-lysine has been marketed, credited in animal studies with better gastric tolerance in vitro, greater solubility
(Novelli R, Aramini A, Boccella S, Bagnasco M, Cattani F, Ferrari MP, Goisis G, Minnella EM, Allegretti M, Pace V. Ketoprofen lysine salt has a better gastrointestinal and renal tolerability than ketoprofen acid: A comparative tolerability study in the Beagle dog. Biomed Pharmacother. 2022 Jun 27;153:113336. doi: 10.1016/j.biopha.2022.113336. )
Safety
Cases of allergic reactions to ketoprofen have been established (1).
In this study of 900 children, oral ketoprofen was well tolerated when administered up to 3 weeks after surgery (2).
The results of this study show less harmful effects of ketoprofen than indomethacin on the immature intestine and indicate that the intestinal response to this NSAID varies significantly between individuals (3).
| Appearance | White crystalline powder |
| Boiling Point | 431.3±28.0°C at 760 mmHg |
| Melting Point | 93-96°C |
| Flash Point | 228.8±20.5°C |
| Density | 1.2±0.1 g/cm3 |
| PSA | 54.37000 |
| LogP | 2.81 |
| Refraction Index | 1.592 |
| Vapour Pressure | 0.0±1.1 mmHg at 25°C |
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- Molecular Formula C16H14O3
- Molecular Weight 254.28
- Exact Mass 254.094299
- CAS 22071-15-4
- UNII 90Y4QC304K
- EC Number 244-759-8
- DSSTox Substance ID DTXSID6020771
- IUPAC 2-(3-benzoylphenyl)propanoic acid
- InChI=1S/C16H14O3/c1-11(16(18)19)13-8-5-9-14(10-13)15(17)12-6-3-2-4-7-12/h2-11H,1H3,(H,18,19)
- InChl Key DKYWVDODHFEZIM-UHFFFAOYSA-N
- SMILES CC(C1=CC(=CC=C1)C(=O)C2=CC=CC=C2)C(=O)O
- MDL number MFCD00055790
- PubChem Substance ID 57654315
- ChEBI 6128
- NACRES NA.77
- NSC 758144
- RTECS UE7570000
Synonyms
Alrheumum, Aneol, Capisten, Epatec, Orudis, Profenid, Dexal, Keduril, Ketosolan, Kevadon, Oruvail, 3-Benzoyl-alpha-methylbenzeneacetic acid, 2-(3-Benzoylphenyl)propionic acid, 2-(m-Benzoylphenyl)propionic acid, 3-Benzoylhydratropic acid, Benzeneacetic acid, 3-benzoyl-alpha-methyl, m-benzoylhydratropic acid
