QuickView for Ethotoin (compound)

Summary
General Info

PubChem

PubChem Compound 3292

Name:	ethotoin
PubChem Compound ID:	3292
Molecular formula:	C₁₁H₁₂N₂O₂
Molecular weight:	204.225 g/mol
Synonyms:	C07839; Accenon (TN); Etotoina [INN-Spanish]; Ethotoine [INN-French]; 3-Ethyl-5-phenylimidazolidin-2,4-dione; Ethotoinum [INN-Latin]; Hydantoin, 3-ethyl-5-phenyl-; Ethotoin [BAN:INN:JAN]; 86-35-1; 3-Ethyl-5-phenylhydantoin. show more » C07839; Accenon (TN); Etotoina [INN-Spanish]; Ethotoine [INN-French]; 3-Ethyl-5-phenylimidazolidin-2,4-dione; Ethotoinum [INN-Latin]; Hydantoin, 3-ethyl-5-phenyl-; Ethotoin [BAN:INN:JAN]; 86-35-1; 3-Ethyl-5-phenylhydantoin; Prestwick1_000696; Peganone; 1-Ethyl-2,5-dioxo-4-phenylimidazolidine; Peganone (TN); 5-24-08-00005 (Beilstein Handbook Reference); Ethotoin (JAN/USP); Accenon; HSDB 3580; 2,4-Imidazolidinedione, 3-ethyl-5-phenyl-; EINECS 201-665-1; Ethotoin; BRN 0188272; Prestwick0_000696; SPBio_002772; D00708 show less «

DrugBank

Identification

Name:	ethotoin
Name (isomeric):	DB00754
Drug Type:	small molecule
Synonyms:	Ethotoine [INN-French]; Etotoina [INN-Spanish]; Ethotoinum [INN-Latin]
Brand:	Pegoanone, Peganone, Accenon
Category:	Anticonvulsants
CAS number:	86-35-1

Pharmacology

Indication:	For the control of tonic-clonic (grand mal) and complex partial (psychomotor) seizures.
Pharmacology:	Ethotoin is a hydantoin derivative and anticonvulsant. Ethotoin exerts an antiepileptic effect without causing general central nervous system depression. The mechanism of action is probably very similar to that of phenytoin. The latter drug appears to stabilize rather than to raise the normal seizure threshold, and to prevent the spread of seizure ... show more » Ethotoin is a hydantoin derivative and anticonvulsant. Ethotoin exerts an antiepileptic effect without causing general central nervous system depression. The mechanism of action is probably very similar to that of phenytoin. The latter drug appears to stabilize rather than to raise the normal seizure threshold, and to prevent the spread of seizure activity rather than to abolish the primary focus of seizure discharges. show less «
Mechanism of Action:	The mechanism of action is probably very similar to that of phenytoin. The latter drug appears to stabilize rather than to raise the normal seizure threshold, and to prevent the spread of seizure activity rather than to abolish the primary focus of seizure discharges. Ethotoin inhibits nerve impulses in the motor cortex by lowering sodium ion influ... show more » The mechanism of action is probably very similar to that of phenytoin. The latter drug appears to stabilize rather than to raise the normal seizure threshold, and to prevent the spread of seizure activity rather than to abolish the primary focus of seizure discharges. Ethotoin inhibits nerve impulses in the motor cortex by lowering sodium ion influx, limiting tetanic stimulation. show less «
Absorption:	Fairly rapidly absorbed, however, the extent of oral absorption is not known.
Biotransformation:	Hepatic. The drug exhibits saturable metabolism with respect to the formation of N-deethyl and p-hydroxyl-ethotoin, the major metabolites.
Half Life:	3 to 9 hours
Toxicity:	Symptoms of overdose include drowsiness, loss of or impaired muscle coordination, nausea, visual disturbance, and, at very high doses, coma.
Affected organisms:	Humans and other mammals

Interactions

Drug interaction:

Aprepitant	The CYP3A4 inducer, ethotoin, may decrease the effect of aprepitant.
Fluvoxamine	Increases the effect of hydantoin
Medroxyprogesterone	The enzyme inducer, ethotoin, decreases the effect of the hormone agent, medroxyprogesterone.
Ethinyl Estradiol	This product may cause a slight decrease of contraceptive effect
Capecitabine	Capecitabine increases the effect of hydantoin

Aprepitant	The CYP3A4 inducer, ethotoin, may decrease the effect of aprepitant.
Fluvoxamine	Increases the effect of hydantoin
Medroxyprogesterone	The enzyme inducer, ethotoin, decreases the effect of the hormone agent, medroxyprogesterone.
Ethinyl Estradiol	This product may cause a slight decrease of contraceptive effect
Capecitabine	Capecitabine increases the effect of hydantoin
Disopyramide	The hydantoin decreases the effect of disopyramide
Oxtriphylline	Decreased effect of both products
Methotrexate	The antineoplasic agent decreases the effect of hydantoin
Triamcinolone	The enzyme inducer, ethotoin, may decrease the effect of the corticosteroid, triamcinolone.
Gabapentin	Increases the effect of hydantoin
Clomifene	The enzyme inducer, ethotoin, decreases the effect of the hormone agent, clomifene.
Chlorpheniramine	The antihistamine increases the effect of hydantoin
Fludrocortisone	The enzyme inducer, ethotoin, may decrease the effect of the corticosteroid, fludrocortisone.
Quetiapine	Phenytoin decreases the effect of quetiapine
Felbamate	Increased phenytoin levels and decreased felbamate levels
Phenylbutazone	The NSAID, phenylbutazone, may increase the hydantoin effect of ethotoin.
Oxyphenbutazone	The NSAID, oxyphenbutazone, may increase the hydantoin effect of ethotoin.
Mebendazole	The hydantoin decreases the efficiency of mebendazole
Clozapine	Hydantoin decreases the effect of clozapine
Conjugated Estrogens	The enzyme inducer, ethotoin, decreases the effect of the hormone agent, conjugated estrogens.
Diazepam	Ethotoin may increase the metabolism of diazepam via CYP3A4.
Imatinib	The hydantoin decreases the levels of imatinib
Cyclosporine	The hydantoin decreases the effect of cyclosporine
Furosemide	The hydantoin decreases the effect of furosemide
Triprolidine	The CNS depressants, Triprolidine and Ethotoin, may increase adverse/toxic effects due to additivity. Monitor for increased CNS depressant effects during concomitant therapy.
Omeprazole	Omeprazole increases the effect of hydantoin
Mirtazapine	The hydantoins may reduce mirtazapine plasma concentrations and pharmacological effects
Diethylstilbestrol	The enzyme inducer, ethotoin, decreases the effect of the hormone agent, diethylstilbestrol.
Doxycycline	The anticonvulsant, ethotoin, decreases the effect of doxycycline.
Levonorgestrel	Phenytoin decreases the contraceptive effect
Itraconazole	Phenytoin decreases the effect of itraconazole
Rifampin	Rifampin decreases the effect of the hydantoin
Ciprofloxacin	Decreases the hydantoin effect
Ticlopidine	Ticlopidine increases the effect of hydantoin
Megestrol	The enzyme inducer, ethotoin, decreases the effect of the hormone agent, megestrol.
Isoniazid	Isoniazid increases the effect of phenytoin in 20% of patients
Alprazolam	Ethotoin may increase the metabolism of alprazolam via CYP3A4.
Methadone	The hydantoin decreases the effect of methadone
Prednisone	The enzyme inducer, ethotoin, may decrease the effect of the corticosteroid, prednisone.
Mexiletine	The hydantoin decreases the effect of mexiletine
Midazolam	Ethotoin may increase the metabolism of midazolam via CYP3A4.
Disulfiram	Increases the effect of phenytoin
Prednisolone	The enzyme inducer, ethotoin, may decrease the effect of the corticosteroid, prednisolone.
Flurazepam	Ethotoin may increase the metabolism of flurazepam via CYP3A4.
Gefitinib	The CYP3A4 inducer, ethotoin, may decrease the serum concentration and therapeutic effects of gefitinib.
Felodipine	The hydantoin decreases the effect of felodipine
Fluoxetine	Fluoxetine increases the effect of phenytoin
Clorazepate	Ethotoin may increase the metabolism of clorazepate via CYP3A4.
Fluconazole	Increases the effect of hydantoin
Folic Acid	Folic acid decreases the levels of hydantoin
Estradiol	The enzyme inducer, ethotoin, decreases the effect of the hormone agent, estradiol.
Chlordiazepoxide	Ethotoin may increase the metabolism of chlordiazepoxide via CYP3A4.
Norethindrone	This product may cause a slight decrease of contraceptive effect
Betamethasone	The enzyme inducer, ethotoin, may decrease the effect of the corticosteroid, betamethasone.
Amiodarone	Increases the effect of hydantoin
Hydrocortisone	The enzyme inducer, ethotoin, may decrease the effect of the corticosteroid, hydrocortisone.
Oxcarbazepine	Oxcarbazepine increases the effect of hydantoin
Lamotrigine	Phenytoin may reduce levels of lamotrigine
Divalproex sodium	Valproate increases the effect of hydantoin
Chloramphenicol	Increases phenytoin, modifies chloramphenicol
Fluorouracil	Fluorouracil increases the effect of hydantoin
Aminophylline	Decreased effect of both products
Theophylline	Decreased effect of both products
Triazolam	Ethotoin may increase the metabolism of triazolam via CYP3A4.
Methoxsalen	The hydantoin decreases the effect of psoralene
Dexamethasone	The enzyme inducer, ethotoin, may decrease the effect of the corticosteroid, dexamethasone.
Cimetidine	Increases the effect of hydantoin

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Targets

Sodium channel protein type 5 subunit alpha

Enzymes

Cytochrome P450 2C19