Flumetasone

Flumetasone, also known as flumethasone,[1] is a corticosteroid for topical use.

Flumetasone
Clinical data
Other namesFlumethasone (USAN)
AHFS/Drugs.comMicromedex Detailed Consumer Information
Routes of
administration		Topical
ATC code
Pharmacokinetic data
MetabolismHepatic, CYP3A4-mediated
Identifiers
IUPAC name
  • (1R,2S,8S,10S,11S,13R,14R,15S,17S)-1,8-difluoro-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-5-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.016.701
Chemical and physical data
FormulaC22H28F2O5
Molar mass410.458 g·mol−1
3D model (JSmol)
SMILES
  • C[C@@H]1C[C@H]2[C@@H]3C[C@@H](C4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)CO)O)C)O)F)C)F
InChI
  • InChI=1S/C22H28F2O5/c1-11-6-13-14-8-16(23)15-7-12(26)4-5-19(15,2)21(14,24)17(27)9-20(13,3)22(11,29)18(28)10-25/h4-5,7,11,13-14,16-17,25,27,29H,6,8-10H2,1-3H3/t11-,13+,14+,16+,17+,19+,20+,21+,22+/m1/s1 N
  • Key:WXURHACBFYSXBI-GQKYHHCASA-N N
 NY (what is this?)  (verify)

It was patented in 1951 and approved for medical use in 1964.[2]

Chemistry

Flumethasone is 420 times as potent as cortisone in an animal model for anti-inflammatory activity.

Names

Trade names include Locacorten, Locorten, and Orsalin. It is available in combination with clioquinol, under the trade name Locacorten-Vioform (in some countries Locorten-Vioform), for the treatment of otitis externa and otomycosis. It is usually formulated as the pivalic acid ester prodrug called flumetasone pivalate.

See also

References
  1. Morton IK, Hall JM (1999). Concise Dictionary of Pharmacological Agents Properties and Synonyms. Dordrecht: Springer Netherlands. p. 122. ISBN 9789401144391.
  2. Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 484. ISBN 9783527607495.



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