Fluprednidene acetate

Fluprednidene acetate (trade name Decoderm among others) is a moderately potent glucocorticoid used in form of a cream to treat skin inflammations such as atopic dermatitis and contact dermatitis.[1][2]

Fluprednidene acetate
Clinical data
Trade namesDecoderm, others
Other names[2-[(9R,17R)-9-Fluoro-11,17-dihydroxy-10,13-dimethyl-16-methylidene-3-oxo-7,8,11,12,14,15-hexahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate
AHFS/Drugs.comInternational Drug Names
Routes of
administration		Topical (cream)
ATC code
Identifiers
IUPAC name
  • 2-[(1R,2S,10S,11S,14R,15S,17S)-1-fluoro-14,17-dihydroxy-2,15-dimethyl-13-methylidene-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
CompTox Dashboard (EPA)
ECHA InfoCard100.013.649
Chemical and physical data
FormulaC24H29FO6
Molar mass432.488 g·mol−1
3D model (JSmol)
SMILES
  • CC(=O)OCC(=O)[C@]1(C(=C)C[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)C=C[C@@]43C)F)O)C)O
InChI
  • InChI=1S/C24H29FO6/c1-13-9-18-17-6-5-15-10-16(27)7-8-21(15,3)23(17,25)19(28)11-22(18,4)24(13,30)20(29)12-31-14(2)26/h7-8,10,17-19,28,30H,1,5-6,9,11-12H2,2-4H3/t17-,18-,19-,21-,22-,23-,24-/m0/s1
  • Key:DEFOZIFYUBUHHU-IYQKUMFPSA-N
 NY (what is this?)  (verify)

Contraindications

Similar to other corticoids, fluprednidene acetate is contraindicated in skin conditions that are caused by bacteria, fungi or viruses, including acne, syphilis, tuberculosis, as well as in rosacea and in children under two years of age. Insufficient data are available to judge safety during pregnancy and lactation.[1]

Side effects

Side effects are rare and include typical corticoid reactions such as skin atrophy, telangiectasias, stretch marks, and steroid acne. They mostly occur when large skin areas (more than 10% of body surface) are treated, when treatment is continued over more than two to four weeks, under occlusive therapy or therapy in skin folds. Hypersensitivity reactions have also been described.[1]

Pharmacology

Under open treatment, little substance reaches the circulation, and the body's own blood corticoid (cortisol) levels are not influenced. Under occlusive therapy, cortisol levels can be decreased because of a feedback reaction via the hypothalamic–pituitary–adrenal axis. This reaction is however not clinically significant.[1]

References
  1. Haberfeld H, ed. (2017). Austria-Codex (in German). Vienna: Österreichischer Apothekerverlag. Decoderm-Creme.
  2. de Groot AC (February 2021). "Fluprednidene acetate". Monographs in Contact Allergy, Volume 3: Topical Drugs (First ed.). Boca Raton, FL: CRC Press. p. 355. ISBN 978-1-00-036786-7.
  • CID 92921 from PubChem — Fluprednidene (without acetate)


This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.