Mephenytoin

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Mephenytoin
Structural formula of mephenytoin
Space-filling model of the mephenytoin molecule
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
MedlinePlus a611020
Pregnancy
category
  • US: C (Risk not ruled out)
Routes of
administration
Oral
ATC code
Pharmacokinetic data
Metabolism CYP2C19
Biological half-life 7 hours
Identifiers
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
ECHA InfoCard 100.000.012
Chemical and physical data
Formula C12H14N2O2
Molar mass 218.252 g/mol
3D model (Jmol)
  (verify)

Mephenytoin (marketed as Mesantoin by Novartis) is a hydantoin, used as an anticonvulsant. It was introduced approximately 10 years after phenytoin, in the late 1940s. The significant metabolite of mephenytoin is nirvanol (5-ethyl-5-phenylhydantoin), which was the first hydantoin (briefly used as a hypnotic). However, nirvanol is quite toxic and mephenytoin was only considered after other less toxic anticonvulsants had failed. It can cause potentially fatal blood dyscrasia in 1% of patients.

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

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