Halometasone

Halometasone is a potent (Group III) synthetic tri-halogenated corticosteroid for topical application possessing pronounced anti-inflammatory, antiexudative, antiepidermoplastic, antiallergic, and antipruritic properties. It has been approved in many European countries including Spain, Germany, Switzerland, Austria, Netherlands, Belgium, and Portugal and other regions such as China, Hong Kong, Turkey, Israel, South Africa and India.

Halometasone
Clinical data
Trade namesSicorten
Other names(6S,8S,9R,10S,11S,13S,16R,17R)-2-chloro-6,9-difluoro-11,17-dihydroxy-17-(2-hydroxy-acetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Topical
ATC code
Identifiers
IUPAC name
  • (6α,11β,16α)-2-Chloro-6,9-difluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.051.496
Chemical and physical data
FormulaC22H27ClF2O5
Molar mass444.90 g·mol−1
3D model (JSmol)
SMILES
  • O=C(CO)[C@]3(O)[C@]2(C[C@H](O)[C@]4(F)[C@@]/1(\C(=C/C(=O)C(\Cl)=C\1)[C@@H](F)C[C@H]4[C@@H]2C[C@H]3C)C)C
InChI
  • InChI=1S/C22H27ClF2O5/c1-10-4-11-12-5-15(24)13-6-16(27)14(23)7-19(13,2)21(12,25)17(28)8-20(11,3)22(10,30)18(29)9-26/h6-7,10-12,15,17,26,28,30H,4-5,8-9H2,1-3H3/t10-,11+,12+,15+,17+,19+,20+,21+,22+/m1/s1 N
  • Key:GGXMRPUKBWXVHE-MIHLVHIWSA-N N
 NY (what is this?)  (verify)

It has been used to treat chronic psoriasis vulgaris[1] and non-infected acute eczematous dermatoses (eczema).[2] One study demonstrated that 0.05% halometasone cream was more effective than 0.05% betamethasone cream in treating dermatitis, though both were well tolerated, with no systemic adverse effects reported.[3]

References

  1. Galbiati G, Bonfacini V, Candiani F (1983). "Halometasone cream by day and halometasone ointment at night for the treatment of patients with chronic psoriasis vulgaris". The Journal of International Medical Research. 11 Suppl 1: 31–3. PMID 6339290.
  2. Yawalkar SJ, Macarol V, Montanari C (1983). "An overview of international clinical trials with halometasone cream". The Journal of International Medical Research. 11 Suppl 1: 1–7. PMID 6339286.
  3. Schuppli R, Dressler H, Yawalkar SJ, Weirich EG (February 1983). "[Comparative clinical trial of a new trihalogenated dermatocorticoid (halometasone) versus betamethasone dipropionate]". Zeitschrift für Hautkrankheiten. 58 (4): 230–7. PMID 6342285.
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