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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

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

References

^ Pfizer AG (2005). "Petinutin (Mésuximide)". Official Pfizer AG Website (in French). Archived from the original on April 22, 2005. Retrieved August 21, 2006.
^ ^a ^b Pfizer Inc. (2008). "Celontin (methsuximide capsules, USP)". Official Pfizer Inc. Website. Retrieved November 21, 2014.
^ Porter RJ, Penry JK, Lacy JR, Newmark ME, Kupferberg HJ. Plasma concentrations of phensuximide, methosuximide, and their metabolites in relation to clinical efficacy. Neurology 29: 1509-1513, 1979.

This anticonvulsant-related article is a stub. You can help Wikipedia by expanding it.

English Journal

Crystal structure of 1,3-dimethyl-3-phenyl-pyrrolidine-2,5-dione: a clinically used anti-convulsant.

Ordonez C1, Pavlovetc IM2, Khrustalev VN3.
Acta crystallographica. Section E, Structure reports online.Acta Crystallogr Sect E Struct Rep Online.2014 Aug 1;70(Pt 9):o942-3. doi: 10.1107/S1600536814016717. eCollection 2014.
In the title compound, C12H13NO2, the five-membered ring has an envelope conformation; the disubstituted C atom lies out of the mean plane through the four other ring atoms (r.m.s. deviation = 0.0038 Å) by 0.1877 (18) Å. The plane of the phenyl substituent is practically perpendicular to tha
PMID 25309268

How did phenobarbital's chemical structure affect the development of subsequent antiepileptic drugs (AEDs)?

Bialer M1.
Epilepsia.Epilepsia.2012 Dec;53 Suppl 8:3-11. doi: 10.1111/epi.12024.
Phenobarbital has been in clinical use as an antiepileptic drug (AED) since 1912. The initial clinical success of phenobarbital and other barbiturates affected the design of subsequent AEDs (e.g., phenytoin, primidone, ethosuximide), developed between 1938 and 1962, the chemical structures of which
PMID 23205958

Symptoms and course of intoxication with mesuximide--a case report.

Hoepner R1, May TW, Rambeck B, Ottenottebrock H, Valentin R, Brandt C.
Epilepsy & behavior : E&B.Epilepsy Behav.2012 Sep;25(1):129-30. doi: 10.1016/j.yebeh.2012.06.011. Epub 2012 Jul 19.
We report on a 31-year-old, female patient who presented with somnolence due to an intoxication by the antiepileptic drug, mesuximide (MSM). The serum concentration of its metabolite n-desmethyl-mesuximide (85.7 mg/L) was above the so-called therapeutic range (10-40 mg/L) but below the concentration
PMID 22818365

Japanese Journal

Methsuximide Lowers Lamotrigine Blood Levels: A Pharmacokinetic Antiepileptic Drug Interaction

BESAG F. M. C.,BERRY D. J.,POOL F.
Epilepsia : journal of the International League against Epilepsy 41(5), 624-627, 2000-05-01
NAID 10010904334

Methsuximide lowers lamotrigine blood concentrations: a pharmacokinetic antiepileptic drug interaction

BESAG FMC
Epilepsia 41, 624-627, 2000
NAID 30014394405

「mesuximide」

Mesuximide
Systematic (IUPAC) name
	(RS)-1,3-dimethyl-3-phenyl-pyrrolidine-2,5-dione
Clinical data
Trade names	Celontin
AHFS/Drugs.com	Consumer Drug Information
MedlinePlus	a682028
Pregnancy; category	US: C (Risk not ruled out); ;
Routes of; administration	By mouth (capsules)
Legal status
Legal status	US: ℞-only;
Pharmacokinetic data
Metabolism	Hepatic (demethylation and glucuronidation)
Metabolites	N-desmethylmethosuximide
Biological half-life	1.4–2.6 hours (mesuximide); 28–38 hours (active metabolite)
Excretion	Urine
Identifiers
CAS Number	77-41-8
ATC code	N03AD03 (WHO)
PubChem	CID 6476
IUPHAR/BPS	7228
DrugBank	DB05246
ChemSpider	6231
UNII	0G76K8X6C0
KEGG	D00404
ChEMBL	CHEMBL697
Chemical data
Formula	C12H13NO2
Molar mass	203.237 g/mol
Chirality	Racemic mixture
3D model (Jmol)	Interactive image
	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 ; Key:AJXPJJZHWIXJCJ-UHFFFAOYSA-N ;
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