Mesuximide

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]

Mesuximide
Clinical data
Trade namesCelontin
AHFS/Drugs.comConsumer Drug Information
MedlinePlusa682028
Routes of
administration
By mouth (capsules)
ATC code
Legal status
Legal status
Pharmacokinetic data
MetabolismHepatic (demethylation and glucuronidation)
MetabolitesN-desmethylmethosuximide
Elimination half-life1.4–2.6 hours (mesuximide)
28–38 hours (active metabolite)
ExcretionUrine
Identifiers
IUPAC name
  • (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 InfoCard100.000.934
Chemical and physical data
FormulaC12H13NO2
Molar mass203.241 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
SMILES
  • O=C2N(C(=O)CC2(c1ccccc1)C)C
InChI
  • 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 Y
  • Key:AJXPJJZHWIXJCJ-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

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. 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.
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