Ethotoin (previously marketed as Peganone) is an anticonvulsant drug used in the treatment of epilepsy. It is a hydantoin, similar to phenytoin. It is not available in the United States.
Mechanism of action
The mechanism of action of ethotoin is similar to that of phenytoin.
Approval history
-
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).
-
2018 It was announced by Recordati Rare Diseases Inc. that due to a combination of low product demand and complex manufacturing difficulties, product manufacturing, distribution and sale was being discontinued.
Indications and usage
Ethotoin is indicated for tonic-clonic and partial complex seizures.
Dosing
Ethotoin is available in 250 mg tablets.
It is taken orally in 4 to 6 divided doses per day, preferably after food.
Side effects
Side effects include
ataxia, visual disturbances, rash, and gastrointestinal problems.
Chemistry
Ethotoin is synthesized by the reaction of benzaldehyde oxynitrile (
2) with
urea or ammonium bicarbonate, which forms an intermediate urea derivative (
3) which on acidic conditions cyclizes to 5-phenylhydantoin (
4).
[A. Pinner, Chem. Ber., 21, 2324 (1888); W.J. Close, (1946)] Alkylation of this product using
ethyl iodide leads to the formation
of ethotoin (
5).