Clobetasol propionate

Clobetasol propionate
Clinical data
Pronunciation/klˈbtəsɒl/[1]
Trade namesDermovate, Temovate, Clovate, others
AHFS/Drugs.comMonograph
License data
Pregnancy
category
  • AU: B3
Routes of
administration
Topical
ATC code
Legal status
Legal status
Identifiers
IUPAC name
  • [17-(2'-Chloroacetyl)-9-fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.042.380
Chemical and physical data
FormulaC25H32ClFO5
Molar mass466.97 g·mol−1
3D model (JSmol)
SMILES
  • ClCC(=O)[C@]3(OC(=O)CC)[C@]2(C[C@H](O)[C@]4(F)[C@@]/1(\C(=C/C(=O)\C=C\1)CC[C@H]4[C@@H]2C[C@@H]3C)C)C
InChI
  • InChI=1S/C25H32ClFO5/c1-5-21(31)32-25(20(30)13-26)14(2)10-18-17-7-6-15-11-16(28)8-9-22(15,3)24(17,27)19(29)12-23(18,25)4/h8-9,11,14,17-19,29H,5-7,10,12-13H2,1-4H3/t14-,17-,18-,19-,22-,23-,24-,25-/m0/s1 Y
  • Key:CBGUOGMQLZIXBE-XGQKBEPLSA-N Y
  (verify)

Clobetasol propionate is a corticosteroid that is used to treat skin conditions such as eczema, contact dermatitis, seborrheic dermatitis, steroid responsive dermatosis, and psoriasis (including scalp and plaque-type).[7][8] It is applied to the skin as a cream, foam, gel, liquid, solution, ointment, or shampoo.[7][9] Clobetasol propionate is a propionate ester of the corticosteroid clobetasol.[10]

Common side effects include skin irritation, dry skin, redness, pimples, and telangiectasia.[7] Serious side effects may include adrenal suppression, allergic reactions, cellulitis, and Cushing's syndrome.[7] Use in pregnancy and breastfeeding is of unclear safety.[11] Clobetasol is believed to work by activating steroid receptors.[7]

Clobetasol propionate was patented in 1968 and came into medical use in 1978.[12] It is available as a generic medication.[9] In 2022, it was the 156th most commonly prescribed medication in the United States, with more than 3 million prescriptions.[13][14]

  1. ^ "Clobetasol Propionate Topical Ointment 0.05% Information". Drug Encyclopedia. Kaiser Permanente. Archived from the original on 28 August 2021. Retrieved 9 October 2009.
  2. ^ "Temovate (clobetasol propionate gel) Gel, 0.05%". DailyMed. Retrieved 26 December 2024.
  3. ^ "Olux- clobetasol propionate aerosol, foam". DailyMed. 2 May 2012. Retrieved 26 December 2024.
  4. ^ "Impoyz- clobetasol propionate cream". DailyMed. 30 January 2024. Retrieved 26 December 2024.
  5. ^ "Clobex- clobetasol propionate shampoo". DailyMed. 24 October 2024. Retrieved 26 December 2024.
  6. ^ "Clobex- clobetasol propionate spray". DailyMed. 24 October 2024. Retrieved 26 December 2024.
  7. ^ a b c d e "Clobetasol Propionate Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Archived from the original on 28 August 2021. Retrieved 13 April 2019.
  8. ^ "Clobetasol (topical): Drug information". UpToDate. 2024.
  9. ^ a b British National Formulary: BNF 76 (76th ed.). Pharmaceutical Press. 2018. p. 1210. ISBN 978-0-85711-338-2.
  10. ^ Elks J, Ganellin CR, eds. (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 292–. doi:10.1007/978-1-4757-2085-3. ISBN 978-1-4757-2085-3.
  11. ^ "Clobetasol topical Use During Pregnancy". Drugs.com. Archived from the original on 28 August 2021. Retrieved 13 April 2019.
  12. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 487. ISBN 9783527607495. Archived from the original on 28 November 2023. Retrieved 3 September 2020.
  13. ^ "The Top 300 of 2022". ClinCalc. Archived from the original on 30 August 2024. Retrieved 30 August 2024.
  14. ^ "Clobetasol Drug Usage Statistics, United States, 2013 - 2022". ClinCalc. Retrieved 30 August 2024.