Desonide

Title: Desonide
CAS Registry Number: 638-94-8
CAS Name: (11b,16a)-11,21-Dihydroxy-16,17-[(1-methylethylidene)bis(oxy)]pregna-1,4-diene-3,20-dione
Additional Names: 11b,16a,17,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16,17-acetal with acetone; 16a-hydroxyprednisolone-16a,17-acetonide; 11b,21-dihydroxy-16a,17-isopropylidenedioxy-1,4-pregnadiene-3,20-dione; 16a-hydroxy-D1-hydrocortisone-16a,17a-acetonide; 16a,17a-isopropylidenedioxyprednisolone; prednacinolone
Manufacturers' Codes: D-2083
Trademarks: Locapred (Fabre); Locatop (Fabre); Sterax (Alcon); Steroderm (De Angeli); Topifug (Wolff); Tridesilon (Miles)
Molecular Formula: C24H32O6
Molecular Weight: 416.51
Percent Composition: C 69.21%, H 7.74%, O 23.05%
Literature References: Prepn and activity: Bernstein et al., J. Am. Chem. Soc. 81, 4573 (1959); Bernstein, Allen, US 2990401 (1961 to Am. Cyanamid); Lee et al. and Diassi, Principe, US 3536586 and US 3549498 (both 1970 to Squibb). Pharmacological and toxicological studies: Mascitelli-Coriandoli, Fraia, Arzneim.-Forsch. 20, 111 (1970); Phillips et al., Toxicol. Appl. Pharmacol. 20, 522 (1971). Structure-activity studies: Ringler et al., Proc. Soc. Exp. Biol. Med. 107, 451 (1961). Chemical and physical properties: Mantica et al., Arzneim.-Forsch. 20, 109 (1970).
Properties: Small plates or white to off-white odorless powder, mp 274-275° from methanol (Mantica); also reported as mp 263-266° from ethyl acetate-petr ether (Bernstein). [a]D25 +123° (c = 0.5 in DMF). uv max: 242 nm (E1%1cm 356). LD50 in rats (mg/kg): 93 s.c. (Phillips).
Melting point: mp 274-275° from methanol (Mantica); mp 263-266° from ethyl acetate-petr ether (Bernstein)
Absorption maximum: uv max: 242 nm (E1%1cm 356)
Toxicity data: LD50 in rats (mg/kg): 93 s.c. (Phillips)
Therap-Cat: Anti-inflammatory.
Keywords: Glucocorticoid.
Desosamine Desoximetasone Dess-Martin Periodinane Desthiobiotin Destomycin A

Desonide
Desonide.png
Systematic (IUPAC) name
(1S,2S,4R,8S,9S,11S,12S,13R)-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one
Clinical data
Trade names Desowen
AHFS/Drugs.com monograph
MedlinePlus a605025
Pregnancy cat. C (US)
Legal status  ?
Routes topical
Identifiers
CAS number 638-94-8 YesY
ATC code D07AB08 S01BA11
PubChem CID 12536
DrugBank DB01260
ChemSpider 4470603 YesY
UNII J280872D1O YesY
KEGG D03696 YesY
ChEBI CHEBI:204734 YesY
ChEMBL CHEMBL1201109 N
Synonyms (11β,16α)-11,21-Dihydroxy-16,17-[(1-methylethylidene)bis(oxy)]-pregna-1,4-diene-3,20-dione
Chemical data
Formula C24H32O6 
Mol. mass 416.507 g/mol
 N (what is this?)  (verify)

Desonide is the generic name of a low-potency topical corticosteroid that has been available since the 1970s. It is primarily used to treat atopic dermatitis (eczema), seborrheic dermatitis, contact dermatitis and psoriasis in both adults and children. It has a fairly good safety profile[1] and is available as a cream, ointment, lotion, and as a foam under the tradename Verdeso Foam. It is a group VI corticosteroid under US classification, the second least potent group.