flurandrenolide

Also known as Cordran®, flurandrenolone, Haelan®, Fludrossicortide, Fludroxycortidum, Fludroxicortide, Fludroxycortid, Fludroxycortide

Fludroxycortide (INN, BAN, JAN), also known as flurandrenolide (USAN) and flurandrenolone, is a synthetic topical corticosteroid and is used as an anti-inflammatory treatment for use on skin irritations. Trade names include Haelan (Typharm, UK) and Cordran (by Watson Pharmaceuticals, US).

Chemical data

Formula: C24H33FO6
Molecular weight: 436.5 g/mol
IUPAC name: (1S,2S,4R,8S,9S,11S,12S,13R,19S)-19-fluoro-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icos-17-en-16-one
SMILES: C[C@]12CCC(=O)C=C1[C@H](C[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3C[C@@H]5[C@]4(OC(O5)(C)C)C(=O)CO)C)O)F
InChIKey: POPFMWWJOGLOIF-XWCQMRHXSA-N
XLogP: 1.4
Polar surface area: 93.1 Å²
H-bond donors: 2
H-bond acceptors: 7
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1965
Admin. routes: topical
Indications: skin disease, chronic renal failure syndrome

via ChEMBL · EBI

Wikidata facts

Subclass of: chemical compound
Mass: 436.226
Has use: medication

Show 5 more facts

chemical formula: C₂₄H₃₃FO₆
medical condition treated: inflammation
subject has role: glucocorticoid
isomeric SMILES: C[C@]12CCC(=O)C=C1[C@H](C[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3C[C@@H]5[C@]4(OC(O5)(C)C)C(=O)CO)C)O)F
canonical SMILES: CC1(OC2CC3C4CC(C5=CC(=O)CCC5(C4C(CC3(C2(O1)C(=O)CO)C)O)C)F)C

Sources (2)

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Encyclopedic overview

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Contents

References

Fludroxycortide is available in ointment, cream and as an impregnated tape (Haelan tape, Cordran tape). Licensed indications in the United Kingdom include recalcitrant dermatoses.

Excerpted from Wikipedia’s “flurandrenolide” article, available under the CC BY-SA 4.0 licence.

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