Methylprednisolone acetate

Methylprednisolone acetate, sold under the brand names Depo-Medrol among others, is a synthetic glucocorticoid corticosteroid and a corticosteroid ester—specifically the C21 acetate ester of methylprednisolone—which is used in clinical and veterinary medicine.[1][2][3][4][5][6][7] It has been formulated as an aqueous suspension for intramuscular, intra-articular, soft tissue, and intralesional injection alone and in combination with lidocaine, a local anesthetic.[1][4][5] Methylprednisolone acetate was previously suspended with polyethylene glycol but is no longer formulated with this excipient due to concerns about possible toxicity.[6][8] Depot methylprednisolone acetate is a depot injection and is absorbed slowly with a duration of weeks to months with a single intramuscular injection.[5]

Methylprednisolone acetate

Clinical data
Trade names	Depo-Medrol, Depo-Medrate, Depo-Medrone, others
Other names	Depot methylprednisolone acetate; Methylprednisolone 21-acetate; 6α-Methylprednisolone 21-acetate; NSC-48985
Routes of administration	Intramuscular injection
Drug class	Corticosteroid; Glucocorticoid
Identifiers
IUPAC name [2-[(6S,10R,11S,13S,17R)-11,17-Dihydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate
CAS Number	53-36-1
PubChem CID	45357932
DrugBank	DBSALT001157
ChemSpider	5666
UNII	43502P7F0P
KEGG	D00979
ChEBI	CHEBI:6889
ChEMBL	ChEMBL1364144
CompTox Dashboard (EPA)	DTXSID7023302
ECHA InfoCard	100.000.157
Chemical and physical data
Formula	C24H32O6
Molar mass	416.514 g·mol^−1
3D model (JSmol)	Interactive image
SMILES C[C@H]1CC2C3CC[C@@]([C@]3(C[C@@H](C2[C@@]4(C1=CC(=O)C=C4)C)O)C)(C(=O)COC(=O)C)O
InChI InChI=1S/C24H32O6/c1-13-9-16-17-6-8-24(29,20(28)12-30-14(2)25)23(17,4)11-19(27)21(16)22(3)7-5-15(26)10-18(13)22/h5,7,10,13,16-17,19,21,27,29H,6,8-9,11-12H2,1-4H3/t13-,16?,17?,19-,21?,22-,23-,24-/m0/s1 Key:PLBHSZGDDKCEHR-UFBGDBPHSA-N

See also

• List of corticosteroid esters § Methylprednisolone esters

References

1. "Depo-Medrol- methylprednisolone acetate injection, suspension". DailyMed. 18 January 2019. Retrieved 19 February 2020.
2. Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 811–. ISBN 978-1-4757-2085-3.
3. Index Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 675–. ISBN 978-3-88763-075-1.
4. Muller NF, Dessing RP, eds. (19 June 1998). European Drug Index: European Drug Registrations (Fourth ed.). CRC Press. pp. 337–. ISBN 978-3-7692-2114-5.
5. Plumb DC (21 February 2018). Plumb's Veterinary Drug Handbook: Pocket. John Wiley & Sons. pp. 1088–1091. ISBN 978-1-119-34649-4.
6. Lennard TA, Vivian DG, Walkowski, Singla AK (11 June 2011). Pain Procedures in Clinical Practice E-Book. Elsevier Health Sciences. pp. 8–. ISBN 978-1-4377-3774-5.
7. Scott DW, Miller Jr WH (1 December 2010). Equine Dermatology - E-Book. Elsevier Health Sciences. pp. 122–. ISBN 978-1-4377-0921-6.
8. Canale ST, Beaty JH (29 October 2012). Campbell's Operative Orthopaedics E-Book. Elsevier Health Sciences. pp. 1906–. ISBN 978-0-323-08718-6.