phenytoin

E822404

Phenytoin is an antiepileptic medication commonly used to prevent and control seizures by stabilizing neuronal activity in the brain.

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Statements (53)

Predicate Object
instanceOf anticonvulsant drug
antiepileptic drug
hydantoin derivative
actsOn voltage-gated sodium channels
hasAdverseEffect Stevens–Johnson syndrome NERFINISHED
ataxia
diplopia
gingival hyperplasia
hirsutism
megaloblastic anemia
nystagmus
osteopenia
rash
teratogenicity
toxic epidermal necrolysis
hasATCCode N03AB02
hasBioavailability variable
hasBlackBoxWarning cardiovascular risk with rapid intravenous infusion
hasBrandName Dilantin NERFINISHED
Epanutin NERFINISHED
hasCASNumber 57-41-0
hasChemicalFormula C15H12N2O2
hasEliminationHalfLife about 22 hours
hasExcretion renal
hasIUPACName 5,5-diphenylimidazolidine-2,4-dione
hasMechanismOfAction stabilizes neuronal membranes by prolonging inactivated state of sodium channels
hasMetabolism hepatic
hasMolarMass 252.27 g/mol
hasNarrowTherapeuticIndex yes
haspKa about 8.3
hasPregnancyRisk fetal hydantoin syndrome NERFINISHED
hasProteinBinding >90%
hasRouteOfAdministration intramuscular
intravenous
oral
hasSaltForm phenytoin sodium
hasTherapeuticDrugMonitoring yes
hasTherapeuticUse prevention of seizures during neurosurgery
status epilepticus (second-line)
treatment of focal seizures
treatment of generalized tonic-clonic seizures
hasUNIID 6158TKW0C5
isEnzymeInducer CYP2C19
CYP2C9 NERFINISHED
CYP3A4
UGT enzymes
isListedOn WHO Model List of Essential Medicines NERFINISHED
isMetabolizedBy CYP2C19 NERFINISHED
CYP2C9 NERFINISHED
isPoorlyWaterSoluble yes
isTeratogenic yes
wasFirstSynthesizedIn 1908
wasIntroducedAsAnticonvulsantIn 1938

Referenced by (1)

Full triples — surface form annotated when it differs from this entity's canonical label.

Xeloda interactsWith phenytoin