Mephenytoin

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Mephenytoin
Structural formula of mephenytoin
Space-filling model of the mephenytoin molecule
Systematic (IUPAC) name
5-ethyl-3-methyl-5-phenyl-imidazolidine-2,4-dione
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
MedlinePlus a611020
  • US: C
Oral
Pharmacokinetic data
Half-life 7 hours
Identifiers
50-12-4 YesY
N03AB04
PubChem CID 4060
DrugBank DB00532 YesY
ChemSpider 3920 YesY
UNII R420KW629U YesY
KEGG D00375 YesY
ChEMBL CHEMBL861 YesY
Chemical data
Formula C12H14N2O2
218.252
 YesY (what is this?)  (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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