Prednicarbate

Prednicarbate
Names
Trade namesDermatop, others
Other names{2-[(8S,9S,10R,11S,13S,14S,17R)-17-ethoxycarbonyloxy-11-hydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl} propanoate
IUPAC name
  • 17-[(Ethoxycarbonyl)oxy]-11β-hydroxy-3,20-dioxopregna-1,4-dien-21-yl propionate
Clinical data
Drug classCorticosteroid
Main usesAtopic dermatitis, psoriasis, allergic contact dermatitis[1]
Side effectsBurning, irritation, thinning of the skin, acne, loss of pigmentation, striae, telangiectasia[1]
WHO AWaReUnlinkedWikibase error: ⧼unlinkedwikibase-error-statements-entity-not-set⧽
Routes of
use		Topical
External links
AHFS/Drugs.comMonograph
MedlinePlusa604021
Chemical and physical data
FormulaC27H36O8
Molar mass488.577 g·mol−1
3D model (JSmol)
SMILES
  • O=C(OCC(=O)[C@@]1(OC(=O)OCC)CC[C@H]2[C@H]4[C@H]([C@@H](O)C[C@]12C)[C@]/3(/C=C\C(=O)\C=C\3CC4)C)CC
InChI
  • InChI=1S/C27H36O8/c1-5-22(31)34-15-21(30)27(35-24(32)33-6-2)12-10-19-18-8-7-16-13-17(28)9-11-25(16,3)23(18)20(29)14-26(19,27)4/h9,11,13,18-20,23,29H,5-8,10,12,14-15H2,1-4H3/t18-,19-,20-,23+,25-,26-,27-/m0/s1 ☒N
  • Key:FNPXMHRZILFCKX-KAJVQRHHSA-N ☒N

Prednicarbate, sold under the brand name Dermatop among others, is a corticosteroid that is used to treat skin conditions such as atopic dermatitis, psoriasis, and allergic contact dermatitis.[1] It is applied to the skin.[1]

Common side effects include burning, irritation, thinning of the skin, acne, loss of pigmentation, striae, and telangiectasia.[1] Other side effects may include skin infection, allergic reactions, and Cushing's syndrome.[1] It is considered to be a medium strength steroid.[1]

Prednicarbate was approved for medical use in the United States in 1991.[1] It is available as a generic medication.[2] A 60 gram tube in the United States costs about 34 USD as of 2021.[2]

Medical uses

Dosage

It is applied to the affected area twice per day at a 0.1% strength.[1]

Chemistry

It is nonhalogenated.[3]

References

  1. 1 2 3 4 5 6 7 8 9 "Prednicarbate Monograph for Professionals". Drugs.com. Archived from the original on 26 September 2020. Retrieved 29 October 2021.
  2. 1 2 "Prednicarbate Prices, Coupons & Savings Tips - GoodRx". GoodRx. Archived from the original on 10 June 2016. Retrieved 29 October 2021.
  3. ↑ Gupta AK, Chow M (2004). "A review of prednicarbate (Dermatop)". Skin Therapy Lett. 9 (10): 5–6, 9. PMID 15657633. Archived from the original on 2018-01-09. Retrieved 2021-04-15.
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