Mephenytoin

Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
MedlinePlus	a611020
Routes of administration	Oral
ATC code	N03AB04 (WHO)
Pharmacokinetic data
Metabolism	CYP2C19
Eliminationhalf-life	7 hours
Identifiers
IUPAC name 5-Ethyl-3-methyl-5-phenyl-imidazolidine-2,4-dione
CAS Number	50-12-4 Y
PubChemCID	4060
IUPHAR/BPS	7223
DrugBank	DB00532 Y
ChemSpider	3920 Y
UNII	R420KW629U
KEGG	D00375 Y
ChEMBL	ChEMBL861 Y
CompTox Dashboard(EPA)	DTXSID9023257
ECHA InfoCard	100.000.012
Chemical and physical data
Formula	C12H14N2O2
Molar mass	218.256 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C2N(C(=O)NC2(c1ccccc1)CC)C
InChI InChI=1S/C12H14N2O2/c1-3-12(9-7-5-4-6-8-9)10(15)14(2)11(16)13-12/h4-8H,3H2,1-2H3,(H,13,16) Y Key:GMHKMTDVRCWUDX-UHFFFAOYSA-N Y
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Mephenytoin (marketed asMesantoin by Novartis) is ahydantoin, used as ananticonvulsant. It was introduced approximately 10 years afterphenytoin, in the late 1940s. The significantmetabolite of mephenytoin isnirvanol (5-ethyl-5-phenylhydantoin), which was the first hydantoin (briefly used as ahypnotic). However, nirvanol is quite toxic and mephenytoin was only considered after other less toxic anticonvulsants had failed. It can cause potentially fatal blooddyscrasia in 1% of patients.

Mephenytoin is no longer available in the US or the UK. It is still studied largely because of its interestinghydroxylationpolymorphism.

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