7261. Phensuximide

Nomenclature

CAS number: 86-34-0
1-Methyl-3-phenyl-2,5-pyrrolidinedione; N-methyl-2-phenylsuccinimide; N-methyl-α-phenylsuccinimide; Milontin (Warner-Lambert).
C11H11NO2; mol wt 189.21.
C 69.83%, H 5.86%, N 7.40%, O 16.91%.

Description and references

Prepd by the action of methylamine on phenylsuccinic acid: Miller, Long, J. Am. Chem. Soc. 73, 4895 (1951); US 2643258 (1953 to Parke, Davis). Toxicity study: Chen, Ensor, J. Lab. Clin. Med. 41, 78 (1953).

Chemical structure

Properties

Fine crystals from hot 95% ethanol, mp 71-73°. Slightly sol in water (about 4.2 mg/ml at 25°). Readily sol in methanol, ethanol. Aq solns are fairly stable at pH 2-8, but hydrolysis sets in under more alkaline conditions. LD50 orally in mice: 960 mg/kg (Chen, Ensor).

Therapeutic Category

Anticonvulsant.

Keywords

Anticonvulsant