Chemistry:Alclometasone

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Short description: Chemical compound
Alclometasone
Alclometasone.svg
Clinical data
Trade namesAclovate
AHFS/Drugs.comMonograph
MedlinePlusa604021
Pregnancy
category
  • US: C (Risk not ruled out)
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
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
ChEBI
ChEMBL
Chemical and physical data
FormulaC22H29ClO5
Molar mass408.92 g·mol−1
3D model (JSmol)
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Alclometasone is a synthetic corticosteroid for topical dermatologic use, possessing anti-inflammatory, antipruritic, and vasoconstrictive properties.[2]

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:

  • atopic dermatitis
  • eczema
  • psoriasis
  • allergic dermatitis
  • contact dermatitis
  • actinic dermatitis
  • kiss-type allergy
  • skin itch

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:

  • burning
  • itching
  • erythema
  • skin reddening
  • xerodermia
  • skin irritation
  • acne
  • hypopigmentation
  • prickly heat
  • folliculitis
  • white atrophy
  • hypertrichosis
  • reinfection of skin

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