Alclometasone

{{short description|Chemical compound}}

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{{refimprove|date=November 2018}}

{{Drugbox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 477316653

| 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

| image = Alclometasone.svg

| tradename = Aclovate

| Drugs.com = {{drugs.com|monograph|aclovate}}

| MedlinePlus = a604021

| pregnancy_US = C

| legal_US = Rx only

| routes_of_administration = Topical

| bioavailability = 3% systemically (topical)

| metabolism = Hepatic

| onset = Eczema: 5.3 - 13.9 days; Psoriasis: 6.7 - 14.8 days

{{cite web|url=https://www.drugs.com/ppa/alclometasone.html|title=Alclometasone - Professional Patient Advice|website=Drugs.com|access-date=29 December 2017}}

| CAS_number_Ref = {{cascite|correct|??}}

| CAS_number = 67452-97-5

| ATC_prefix = D07

| ATC_suffix = AB10

| ATC_supplemental = {{ATC|S01|BA10}}

| PubChem = 5311000

| DrugBank_Ref = {{drugbankcite|correct|drugbank}}

| DrugBank = DB00240

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 4470541

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 136H45TB7B

| KEGG_Ref =

| KEGG =

| ChEBI_Ref = {{ebicite|correct|EBI}}

| ChEBI = 53776

| ChEMBL_Ref = {{ebicite|changed|EBI}}

| ChEMBL = 1201361

| C=22 | H=29 | Cl=1 | O=5

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Alclometasone is a synthetic corticosteroid for topical dermatologic use, possessing anti-inflammatory, antipruritic, and vasoconstrictive properties.{{cite web|url=https://www.drugs.com/pro/alclometasone.html|title=Alclometasone - FDA Prescribing Information|website=Drugs.com|access-date=29 December 2017}}{{cite journal | vauthors = ((No authors listed)) | title = Alclometasone--another topical corticosteroid | journal = The Medical Letter on Drugs and Therapeutics | volume = 29 | issue = 738 | pages = 42–43 | date = April 1987 | pmid = 3574236 | doi = | url = }}

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

{{Glucocorticoids}}

{{Glucocorticoidics}}

Category:Glucocorticoids

Category:Organochlorides