Methylprednisolone suleptanate

Methylprednisolone suleptanate, sold under the brand names Medrosol and Promedrol, is a synthetic glucocorticoid corticosteroid and a corticosteroid ester—specifically, the C21 suleptanate 21-(8-(methyl-(2-sulfoethyl)amino)-1,8-dioxooctanoate) ester of methylprednisolone.[1][2] It acts as a prodrug of methylprednisolone.[3] Methylprednisolone suleptanate was developed as an improved alternative to methylprednisolone acetate (Depo-Medrol) with greater water solubility for use by intravenous administration.[3]

Methylprednisolone suleptanate
Clinical data
Trade namesMedrosol, Promedrol
Other namesPNU-67590A; U-67590A; Methylprednisolone 21-(8-(methyl-(2-sulfoethyl)amino)-1,8-dioxooctanoate); 11β,17α-Dihydroxy-6α-methyl-21-((8-(methyl(2-sulfoethyl)amino)-1,8-dioxooctyl)oxy)pregna-1,4-diene-3,20-dione
Routes of
administration
Intravenous administration
Drug classCorticosteroid; Glucocorticoid
Identifiers
IUPAC name
  • 2-[[8-[2-[(6S,8S,9S,10R,11S,13S,14S,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-oxoethoxy]-8-oxooctanoyl]-methylamino]ethanesulfonic acid
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC33H49NO10S
Molar mass651.81 g·mol−1
3D model (JSmol)
SMILES
  • C[C@H]1C[C@H]2[C@@H]3CC[C@@]([C@]3(C[C@@H]([C@@H]2[C@@]4(C1=CC(=O)C=C4)C)O)C)(C(=O)COC(=O)CCCCCCC(=O)N(C)CCS(=O)(=O)O)O
InChI
  • InChI=1S/C33H49NO10S/c1-21-17-23-24-12-14-33(40,32(24,3)19-26(36)30(23)31(2)13-11-22(35)18-25(21)31)27(37)20-44-29(39)10-8-6-5-7-9-28(38)34(4)15-16-45(41,42)43/h11,13,18,21,23-24,26,30,36,40H,5-10,12,14-17,19-20H2,1-4H3,(H,41,42,43)/t21-,23-,24-,26-,30+,31-,32-,33-/m0/s1
  • Key:PSCNNGGPKIBAHB-WFVOKNHCSA-N

See also

References

  1. J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 811–. ISBN 978-1-4757-2085-3.
  2. Index Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 675–. ISBN 978-3-88763-075-1.
  3. Ferry JJ, Della-Coletta AA, Weber DJ, VanderLugt JT (November 1994). "Pilot study of the pharmacokinetics of methylprednisolone after single and multiple intravenous doses of methylprednisolone sodium succinate and methylprednisolone suleptanate to healthy volunteers". J Clin Pharmacol. 34 (11): 1109–15. doi:10.1002/j.1552-4604.1994.tb01988.x. PMID 7876403.


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