Alclometasone

Alclometasone
Clinical data
Trade names	Aclovate
AHFS/Drugs.com	Monograph
MedlinePlus	a604021
Routes of; administration	topical
ATC code	D07AB10 (WHO) S01BA10 (WHO);
Legal status
Legal status	Rx Only (US);
Identifiers
	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;
CAS Number	66734-13-2 ;
PubChem CID	5311000;
DrugBank	DB00240 ;
ChemSpider	4470541 ;
UNII	136H45TB7B;
KEGG	D01820 ;
ChEBI	CHEBI:53776 ;
ChEMBL	ChEMBL1201361 ;
Chemical and physical data
Formula	C28H37ClO7
Molar mass	521.042 g/mol g·mol−1
3D model (JSmol)	Interactive image;
	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 ; Key:FJXOGVLKCZQRDN-PHCHRAKRSA-N ;
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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%