3749. Ethotoin

Nomenclature

CAS number: 86-35-1
3-Ethyl-5-phenyl-2,4-imidazolidinedione; 3-ethyl-5-phenylhydantoin; 1-ethyl-2,5-dioxo-4-phenylimidazolidine; Peganone (Abbott).
C11H12N2O2; mol wt 204.23.
C 64.69%, H 5.92%, N 13.72%, O 15.67%.

Description and references

Prepd by heating the potassium salt of 5-phenylhydantoin with ethyl bromide in alc at 100° in a sealed tube: Pinner, Ber. 21, 2320 (1888). Use as anticonvulsant: W. J. Close, US 2793157 (1957 to Abbott Labs.). Metabolism: Dudley et al., J. Pharmacol. Exp. Ther. 175, 27 (1970).

Chemical structure

Properties

Stout prisms from water, mp 94°. Sparingly sol in cold water, more sol in hot water. Freely sol in alcohol, ether, benzene, dil aq solns of alkali hydroxides.

Therapeutic Category

Anticonvulsant.

Keywords

Anticonvulsant