Paramethasone acetate

Paramethasone acetate

Clinical data
Other names	Monocortin
Drug class	Corticosteroid; Glucocorticoid
Identifiers
IUPAC name 2-[(1S,2R,8S,10S,11S,13R,14R,15S,17S)-8-Fluoro-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate
CAS Number	1597-82-6
PubChem CID	443928
DrugBank	DB01384
ChemSpider	391984
UNII	8X50N88ZDP
KEGG	D01229
ChEBI	CHEBI:31963
ChEMBL	ChEMBL1200342
CompTox Dashboard (EPA)	DTXSID8023422
ECHA InfoCard	100.014.989
Chemical and physical data
Formula	C24H31FO6
Molar mass	434.504 g·mol−1
3D model (JSmol)	Interactive image
SMILES [H][C@@]1(C)C[C@@]2([H])[C@]3([H])C[C@]([H])(F)C4=CC(=O)C=C[C@]4(C)[C@@]3([H])[C@@]([H])(O)C[C@]2(C)[C@@]1(O)C(=O)COC(C)=O
InChI InChI=1S/C24H31FO6/c1-12-7-16-15-9-18(25)17-8-14(27)5-6-22(17,3)21(15)19(28)10-23(16,4)24(12,30)20(29)11-31-13(2)26/h5-6,8,12,15-16,18-19,21,28,30H,7,9-11H2,1-4H3/t12-,15+,16+,18+,19+,21-,22+,23+,24+/m1/s1 Key:HYRKAAMZBDSJFJ-LFDBJOOHSA-N

Paramethasone acetate is a synthetic glucocorticoid corticosteroid and a corticosteroid ester. It is the acetate ester of paramethasone.

Chemistry

Paramethasone acetate is the acetate ester derivative of paramethasone, a fluorinated glucocorticoid corticosteroid. It has the molecular formula C24H31FO6 and a molecular weight of 434.5 g/mol.

Pharmacology

Paramethasone acetate is a synthetic glucocorticoid corticosteroid and the acetate ester of paramethasone. Like other glucocorticoids, it exerts anti-inflammatory and immunosuppressive effects by binding to glucocorticoid receptors and regulating the expression of genes involved in inflammatory and immune responses.

Names and identifiers

Paramethasone acetate has been marketed under the trade name Monocortin. The compound has the CAS Registry Number 1597-82-6 and is listed in several chemical and pharmaceutical databases, including PubChem, DrugBank, ChEBI, and KEGG.

History

Paramethasone acetate was developed as a synthetic glucocorticoid corticosteroid during the expansion of corticosteroid drug research in the mid-twentieth century. The drug was marketed under trade names including Monocortin and Haldrone and was in clinical use by the early 1970s, when studies evaluating injectable formulations were published.

According to pharmaceutical reference databases, paramethasone acetate was originally developed by Eli Lilly and received approval in the United States in 1961.