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Mephenytoin: Wikis

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Mephenytoin
Systematic (IUPAC) name
5-ethyl-3-methyl-5-phenyl-imidazolidine-2,4-dione
Identifiers
CAS number 50-12-4
ATC code N03AB04
PubChem 4060
DrugBank APRD00512
Chemical data
Formula C 12H14N2O2  
Mol. mass 218.252
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life 7 hours
Excretion  ?
Therapeutic considerations
Pregnancy cat. C(US)
Legal status
Routes Oral

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.

References

  • The Treatment of Epilepsy edited by S. D. Shorvon, David R. Fish, Emilio Perucca, W. Edwin Dodson. Blackwell Publishing. 2004. ISBN 0-632-06046-8
  • The Medical Treatment of Epilepsy by Stanley R Resor. Published by Marcel Dekker (1991). ISBN 0-8247-8549-5.
  • The Comparative Toxicogenomics Database: Mephenytoin
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