Ethotoin

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Ethotoin
Skeletal formula of ethotoin
Clinical data
AHFS/Drugs.com Consumer Drug Information
MedlinePlus a682022
Pregnancy
category
  • C
Routes of
administration
By mouth (tablets)
ATC code
Pharmacokinetic data
Elimination half-life 3–9 hours
Identifiers
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
ECHA InfoCard 100.001.514 Edit this at Wikidata
Chemical and physical data
Formula C11H12N2O2
Molar mass 204.225 g/mol
3D model (JSmol)
  (verify)

Ethotoin (marketed as Peganone by Ovation) is an anticonvulsant drug used in the treatment of epilepsy. It is a hydantoin, similar to phenytoin.

Mechanism of action[edit]

Similar to phenytoin.

Approval history[edit]

  • 1957 Peganone was granted Food and Drug Administration (FDA) approval to Abbott Laboratories for treatment of grand mal (tonic clonic) and partial complex (psychomotor) seizures.
  • 2003 Peganone was acquired from Abbott Laboratories by Ovation Pharmaceuticals (specialty pharmaceutical company who acquire underpromoted branded pharmaceutical products).

Indications and usage[edit]

Ethotoin is indicated for tonic-clonic and partial complex seizures.

Dosing[edit]

Ethotoin is available in 250 mg tablets. It is taken orally in 4 to 6 divided doses per day, preferably after food.

Side effects[edit]

Ataxia, visual disturbances, rash and gastrointestinal problems.

Chemistry[edit]

Ethotoin, 3-ethyl-5-phenylimidazolidine-2,4-dione, is synthesized by the reaction of benzaldehyde oxynitrile, with urea or ammonium hydrocarbonate, which forms an intermediate urea derivative which on acidic conditions cyclizes to 5-phenylhydantoin. Alkylation of this product using ethyliodide leads to the formation of ethotoin.

A. Pinner, Chem. Ber., 21, 2324 (1888); W.J. Close, U.S. Patent 2,793,157 (1946).

References[edit]

  • Schwade ED, Richards RK, Everett GM (May 1956). "Peganone, a new antiepileptic drug". Dis Nerv Syst. 17 (5): 155–8. PMID 13317788.
  • Shorvon, S.D.; Fish, David R.; Perucca, Emilio; Dodson, W. Edwin, eds. (2004). The Treatment of Epilepsy. Blackwell Publishing. ISBN 0-632-06046-8.
  • Drugs.com: Ethotoin
  • PEGANONE 250 mg Ethotoin Tablets, USP (PDF)

External links[edit]