Alclometasone

Alclometasone is a synthetic corticosteroid for topical dermatologic use, possessing anti-inflammatory, antipruritic, and vasoconstrictive properties.[2]

Alclometasone
Clinical data
Trade namesAclovate
AHFS/Drugs.comMonograph
MedlinePlusa604021
Routes of
administration		Topical
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability3% systemically (topical)
MetabolismHepatic
Onset of actionEczema: 5.3 - 13.9 days; Psoriasis: 6.7 - 14.8 days [1]
Identifiers
IUPAC name
  • (7R,8S,9S,10R,11S,13S,14S,16R,17R)-7-Chloro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
ChEBI
ChEMBL
Chemical and physical data
FormulaC22H29ClO5
Molar mass408.92 g·mol−1
3D model (JSmol)
SMILES
  • C[C@@H]1C[C@H]2[C@@H]3[C@@H](CC4=CC(=O)C=C[C@@]4([C@H]3[C@H](C[C@@]2([C@]1(C(=O)CO)O)C)O)C)Cl
InChI
  • InChI=1S/C22H29ClO5/c1-11-6-14-18-15(23)8-12-7-13(25)4-5-20(12,2)19(18)16(26)9-21(14,3)22(11,28)17(27)10-24/h4-5,7,11,14-16,18-19,24,26,28H,6,8-10H2,1-3H3/t11-,14+,15-,16+,18-,19+,20+,21+,22+/m1/s1 Y
  • Key:FJXOGVLKCZQRDN-PHCHRAKRSA-N Y
 NY (what is this?)  (verify)

The prodrug alclometasone dipropionate was originally marketed under the brand name Aclovate by GlaxoSmithKline as a topical cream and ointment. However, generic versions of the drug are available.

Medical uses

Alclometasone cream and ointment are indicated for the relief of corticosteroid-responsive dermatoses, including:

Alclometasone may be used on sensitive skin sites (face, skinfolds); in pediatric patients 1 year or older and in geriatric patients.

Contraindications
  • hypersensitivity to alclometasone or any of ingredients in pharmaceutical forms
  • cutaneous tuberculosis
  • chicken pox
  • perioral dermatitis
  • acne
  • rosacea
  • open wounds
  • trophic ulcers
  • viral infection of skin
  • skin manifestations of syphilis

Side effects

Adverse reactions (sometimes, less than 1-2% cases) include:

Pharmacology

Alclometasone induces the production of lipocortins, formally known as annexins, which inhibit phospholipase A2 – the enzyme responsible for the synthesis of arachidonic acid. Without the oxidation of arachidonic acid, eicosanoids, such as prostaglandins, thromboxanes, and leukotrienes, can't be produced.

Alclometasone also inhibits the release of pro-inflammatory mediators from leukocytes (e.g., cytokines, histamine, leukotrienes, serotonin).

Formulations

Alclometasone as Aclovate is supplied in:

  • Cream; Topical; 0.05%
  • Ointment; Topical; 0.05%

References
  1. "Alclometasone - Professional Patient Advice". Drugs.com. Retrieved 29 December 2017.
  2. "Alclometasone - FDA Prescribing Information". Drugs.com. Retrieved 29 December 2017.
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