Mesuximide

Last updated
Mesuximide
Mesuximide.svg
Clinical data
Trade names Celontin
AHFS/Drugs.com Consumer Drug Information
MedlinePlus a682028
Routes of
administration
By mouth (capsules)
ATC code
Legal status
Legal status
Pharmacokinetic data
Metabolism Hepatic (demethylation and glucuronidation)
Metabolites N-desmethylmethosuximide
Elimination half-life 1.4–2.6 hours (mesuximide)
28–38 hours (active metabolite)
Excretion Urine
Identifiers
  • (RS)-1,3-dimethyl-3-phenyl-pyrrolidine-2,5-dione
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.000.934 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C12H13NO2
Molar mass 203.241 g·mol−1
3D model (JSmol)
Chirality Racemic mixture
  • O=C2N(C(=O)CC2(c1ccccc1)C)C
  • InChI=1S/C12H13NO2/c1-12(9-6-4-3-5-7-9)8-10(14)13(2)11(12)15/h3-7H,8H2,1-2H3 Yes check.svgY
  • Key:AJXPJJZHWIXJCJ-UHFFFAOYSA-N Yes check.svgY
 X mark.svgNYes check.svgY  (what is this?)    (verify)

Mesuximide (or methsuximide, methosuximide) is a succinimide anticonvulsant medication. It is sold as a racemate by Pfizer under the tradenames Petinutin (Switzerland) [1] and Celontin (United States). [2] The therapeutic efficacy of methosuximide is largely due to its pharmacologically active metabolite, N-desmethylmethosuximide, which has a longer half-life and attains much higher plasma levels than its parent. [3]

Medical use

The medical use is indicated for the control of absence seizures that are refractory to other drugs. [2]

References

  1. Pfizer AG (2005). "Petinutin (Mésuximide)". Official Pfizer AG Website (in French). Archived from the original on April 22, 2005. Retrieved August 21, 2006.
  2. 1 2 Pfizer Inc. (2008). "Celontin (methsuximide capsules, USP)". Official Pfizer Inc. Website. Retrieved November 21, 2014.
  3. Porter RJ, Penry JK, Lacy JR, Newmark ME, Kupferberg HJ (November 1979). "Plasma concentrations of phensuximide, methsuximide, and their metabolites in relation to clinical efficacy". Neurology. 29 (11): 1509–13. doi:10.1212/wnl.29.11.1509. PMID   116142. S2CID   43643797.