Alclometasone

Alclometasone

Systematic (IUPAC) name
[7-chloro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-(2-propanoyloxyacetyl)-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl] propanoate
Clinical data
Trade names	Aclovate
AHFS/Drugs.com	monograph
MedlinePlus	a604021
Legal status	Rx Only (US)
Routes of administration	topical
Identifiers
CAS Registry Number	66734-13-2 Y
ATC code	D07AB10 S01BA10
PubChem	CID 5311000
DrugBank	DB00240 Y
ChemSpider	4470541 Y
UNII	136H45TB7B Y
KEGG	D01820 Y
ChEBI	CHEBI:53776 Y
ChEMBL	CHEMBL1201361 N
Chemical data
Formula	C28H37ClO7
Molecular mass	521.042 g/mol
SMILES O=C\1\C=C/[C@]4(/C(=C/1)C[C@@H](Cl)[C@@H]2[C@@H]4[C@@H](O)C[C@@]3([C@@](O)(C(=O)CO)[C@@H](C[C@@H]23)C)C)C
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
N (what is this?)  (verify)

Alclometasone is synthetic glucocorticoid steroid for topical use in dermatology as anti-inflammatory, antipruritic, antiallergic, antiproliferative and vasoconstrictive agent.

The prodrug alclometasone dipropionate is marketed as Aclovate by GlaxoSmithKline.

Pharmacology

Alclometasone inhibits phospholipase A2 by inducing production of lipocortins; inhibits synthesis of arachidonic acid, prostaglandins and leukotrienes acid, reduce release of cytokines from lymphocytes and others mediators of inflammation (incl. histamine).

Indications

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

How supplied

Alclometasone as Aclovate is supplied in:

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