3715. Eterobarb

Nomenclature

CAS number: 27511-99-5
5-Ethyl-1,3-bis(methoxymethyl)-5-phenyl-2,4,6(1H,3H,5H)-pyrimidinetrione; 5-ethyl-1,3-bis(methoxymethyl)-5-phenylbarbituric acid; N,N′-dimethoxymethylphenobarbital; eterobarbital; Ex-12-095; Antilon.
C16H20N2O5; mol wt 320.34.
C 59.99%, H 6.29%, N 8.74%, O 24.97%.

Description and references

Alkoxymethyl deriv of phenobarbital, q.v., reported to have little or no hypnotic activity. Prepn: C. M. Samour, J. A. Vita, DE 1939987; J. A. Vita, US 3595862 (1970, 1971 both to Kendall); C. M. Samour et al., J. Med. Chem. 14, 187 (1971); J. Gal, J. Pharm. Sci. 68, 1562 (1979). Spectrophotographic and polarographic analysis: M. Romer et al., Anal. Chim. Acta 88, 261 (1977). Pharmacologic study: J. A. Vida, M. L. Hasker, J. Med. Chem. 16, 602 (1973). Metabolism: M. A. Goldberg et al., Ann. Neurol. 5, 121 (1979). Efficacy in febrile convulsions: R. M. Julien, G. G. Fowler, Neuropharmacology 16, 719 (1977).

Chemical structure

Properties

Crystals from ethanol, mp 116-118°. LD50 in mice: 470 mg/kg orally (Vida, Hooker).

Note

This is a controlled substance (depressant): 21 CFR, 1308.13.

Therapeutic Category

Anticonvulsant.

Keywords

Anticonvulsant