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	US: ℞-only ;
Pharmacokinetic data
Bioavailability	3% systemically (topical)
Metabolism	Hepatic
Onset of action	Eczema: 5.3 - 13.9 days; Psoriasis: 6.7 - 14.8 days
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	67452-97-5 ;
PubChem CID	5311000;
DrugBank	DB00240 ;
ChemSpider	4470541 ;
UNII	136H45TB7B;
ChEBI	CHEBI:53776 ;
ChEMBL	ChEMBL1201361 ;
Chemical and physical data
Formula	C22H29ClO5
Molar mass	408.92 g·mol−1
3D model (JSmol)	Interactive image;
	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 ; Key:FJXOGVLKCZQRDN-PHCHRAKRSA-N ;
	(verify)

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

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

[PPA-1] "Alclometasone - Professional Patient Advice". Drugs.com. Retrieved 29 December 2017.

[FDA-PI-2] "Alclometasone - FDA Prescribing Information". Drugs.com. Retrieved 29 December 2017.

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[2]