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Dexketoprofen

From Wikipedia, the free encyclopedia
Chemical compound
This articleneeds morereliable medical references forverification or relies too heavily onprimary sources. Please review the contents of the article andadd the appropriate references if you can. Unsourced or poorly sourced material may be challenged andremoved.Find sources: "Dexketoprofen" – news ·newspapers ·books ·scholar ·JSTOR(May 2014)
Pharmaceutical compound
Dexketoprofen
Clinical data
AHFS/Drugs.comInternational Drug Names
ATC code
Legal status
Legal status
Identifiers
  • (2S)-2-[3-(benzoyl)phenyl]propanoic acid
CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.118.639Edit this at Wikidata
Chemical and physical data
FormulaC16H14O3
Molar mass254.285 g·mol−1
3D model (JSmol)
  • C[C@@H](c1cccc(c1)C(=O)c2ccccc2)C(=O)O
  • 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)/t11-/m0/s1 ☒N
  • Key:DKYWVDODHFEZIM-NSHDSACASA-N ☒N
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Dexketoprofen is anonsteroidal anti-inflammatory drug (NSAID).It is manufactured byMenarini, under the tradename Keral. It is available in theUK, asdexketoprofen trometamol, as a prescription-only drug and in Latin America asEnantyum, produced by Menarini. Also, inItaly andSpain it is available as anover-the-counter drug (OTC) under the trade nameEnandol orEnantyum. In Hungary it is available from a pharmacy asKetodex. InTurkey, it is an over the counter medicine under the nameArveles. InLatvia,Lithuania andEstonia it is available as an OTC under the tradenameDolmen.[1] In Mexico it is available in tablet form asStadium made by Menarini. It is thedextrorotatorystereoisomer ofketoprofen.[2]

Chemistry

[edit]

Dexketoprofen is the (S)-enantiomer of ketoprofen. Technically it is achiral switch of (±)-ketoprofen. The switch was done for a faster onset of action and a better therapeutic value.[3] Dexketoprofen consists of apropionic acid moiety connected to abenzophenone molecule by its second carbon.

Medical uses

[edit]

Short-term treatment of mild to moderatepain, includingdysmenorrhoea. It is also used for migraines and knee pain.

Side effects

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It may cause dizziness, and patients should not, therefore, drive or operate heavy machinery or vehicles until they are familiar with how dexketoprofen affects them. Concomitant use ofalcohol and othersedatives may potentiate this effect. In a small subset of individuals the dizziness may be intolerable and require transition to an alternative treatment.

Pharmacology

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Dexketoprofen belongs to a class of medicines called NSAIDs. It works by blocking the action of a substance in the body calledcyclo-oxygenase, which is involved in the production of chemicals in the body calledprostaglandins. Prostaglandins are produced in response to injury or certain diseases and would otherwise go on to cause swelling, inflammation and pain. By blocking cyclo-oxygenase, dexketoprofen prevents the production of prostaglandins and therefore reduces inflammation and pain. Along with peripheral analgesic action, it possesses central analgesic action.

See also

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References

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  1. ^"Medicinal products authorised in Estonia".State Agency of Medicine. 22 May 2014.Archived from the original on 22 January 2016. Retrieved23 May 2014.
  2. ^Chandrasekharan NV (2007). "Dexketoprofen". In Enna SJ, Bylund DB (eds.).xPharm: The Comprehensive Pharmacology Reference. Elsevier Inc. pp. 1–4.doi:10.1016/B978-008055232-3.61574-0.ISBN 978-0-08-055232-3.
  3. ^Tucker GT (March 2000). "Chiral switches".Lancet.355 (9209):1085–7.doi:10.1016/s0140-6736(00)02047-x.PMID 10744105.S2CID 30715334.
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