Isoflupredone

Isoflupredone, also known as deltafludrocortisone and 9α-fluoroprednisolone, is a synthetic glucocorticoid corticosteroid which was never marketed.[1][2]

Isoflupredone
Clinical data
Other names9α-Fluoroprednisolone; Fluoroprednisolone; Deltafludrocortisone; δ-Fludrocortisone; δ-Fluorocortisone; 1-Dehydro-9α-fluorohydrocortisone; 9α-Fluoro-11β,17α,21-trihydroxypregna-1,4-diene-3,20-dione
Drug classCorticosteroid; Glucocorticoid
Identifiers
IUPAC name
  • (8S,9R,10S,11S,13S,14S,17R)-9-Fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
CompTox Dashboard (EPA)
ECHA InfoCard100.005.839
Chemical and physical data
FormulaC21H27FO5
Molar mass378.440 g·mol−1
3D model (JSmol)
SMILES
  • C[C@]12C[C@@H]([C@]3([C@H]([C@@H]1CC[C@@]2(C(=O)CO)O)CCC4=CC(=O)C=C[C@@]43C)F)O
InChI
  • InChI=1S/C21H27FO5/c1-18-7-5-13(24)9-12(18)3-4-15-14-6-8-20(27,17(26)11-23)19(14,2)10-16(25)21(15,18)22/h5,7,9,14-16,23,25,27H,3-4,6,8,10-11H2,1-2H3/t14-,15-,16-,18-,19-,20-,21-/m0/s1
  • Key:WAIJIHDWAKJCBX-BULBTXNYSA-N

Its acetate ester, isoflupredone acetate, is used in veterinary medicine.[3]

References
  1. Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 707–. ISBN 978-1-4757-2085-3.
  2. Index Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 573–. ISBN 978-3-88763-075-1.
  3. "Predef 2X Sterile Aqueous Suspension". drugs.com.

Further reading
  • Montoliu J, Botey A, Trilla A, Revert L (November 1984). "Pseudoprimary aldosteronism from the topical application of 9-alpha-fluorprednisolone to the skin". Clinical Nephrology. 22 (5): 262–6. PMID 6394185.
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