halcinonide

Also known as (4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS)-6b-(chloroacetyl)-4b-fluoro-5-hydroxy-4a,6a,8,8-tetramethyl-3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-tetradecahydro-2H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-2-one, Halcinonid, Halcinonida, Halcinonidum

Halcinonide is a high potency corticosteroid, in group II (second most potent group) under US classification. It is used topically (in a 0.05% cream provided as Halog) in the treatment of certain skin conditions. It is available as a generic medication.

In the Vinony graph

Within Vinony's link graph, halcinonide is referenced by 274 other articles, and connects out to mometasone furoate, fludrocortisone and ulipristal acetate.

Vinony files it under Acetonides, Corticosteroid cyclic ketals and Corticosteroids.

Its subject is documented across 8 Wikipedia language editions.

Chemical data

Formula: C24H32ClFO5
Molecular weight: 455 g/mol
IUPAC name: (1S,2S,4R,8S,9S,11S,12R,13S)-8-(2-chloroacetyl)-12-fluoro-11-hydroxy-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=C1CC[C@@H]3[C@@]2([C@H](C[C@]4([C@H]3C[C@@H]5[C@]4(OC(O5)(C)C)C(=O)CCl)C)O)F
InChIKey: MUQNGPZZQDCDFT-JNQJZLCISA-N
XLogP: 3.6
Polar surface area: 72.8 Å²
H-bond donors: 1
H-bond acceptors: 6
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1974
Admin. routes: topical
Indications: skin disease

via ChEMBL · EBI

Research

101 papers

Halcinonide activates smoothened to ameliorate ischemic stroke injury.Life sciences · 2025
Tildrakizumab in Combination With Topical Halcinonide 0.1% Ointment for Treating Moderate to Severe Plaque Psoriasis.Journal of drugs in dermatology : JDD · 2023
Demonstration of the biphasic release of 0.1% halcinonide cream.Journal of drugs in dermatology : JDD · 2015
Topical halcinonide and betamethasone valerate effects on plasma cortisol: acute and subacute usage studies.Archives of dermatology · 1977
Therapeutic uses of halcinonide.Scottish medical journal · 1977

via PubMed

Wikidata facts

Subclass of: chemical compound
Mass: 454.192
Has use: medication

Show 4 more facts

isomeric SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@]2([C@H](C[C@]4([C@H]3C[C@@H]5[C@]4(OC(O5)(C)C)C(=O)CCl)C)O)F
canonical SMILES: CC1(OC2CC3C4CCC5=CC(=O)CCC5(C4(C(CC3(C2(O1)C(=O)CCl)C)O)F)C)C
chemical formula: C₂₄H₃₂ClFO₅
subject has role: anti-inflammatory agent

Sources (2)

via Wikidata · CC0

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