Eterobarb

Title: Eterobarb
CAS Registry Number: 27511-99-5
CAS Name: 5-Ethyl-1,3-bis(methoxymethyl)-5-phenyl-2,4,6(1H,3H,5H)-pyrimidinetrione
Additional Names: 5-ethyl-1,3-bis(methoxymethyl)-5-phenylbarbituric acid; N,N¢-dimethoxymethylphenobarbital; eterobarbital
Manufacturers' Codes: Ex-12-095
Trademarks: Antilon
Molecular Formula: C16H20N2O5
Molecular Weight: 320.34
Percent Composition: C 59.99%, H 6.29%, N 8.74%, O 24.97%
Literature 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).
Properties: Crystals from ethanol, mp 116-118°. LD50 in mice: 470 mg/kg orally (Vida, Hooker).
Melting point: mp 116-118°
Toxicity data: LD50 in mice: 470 mg/kg orally (Vida, Hooker)
NOTE: This is a controlled substance (depressant): 21 CFR, 1308.13.
Therap-Cat: Anticonvulsant.
Keywords: Anticonvulsant.
Etersalate Ethacrynic Acid Ethadione Ethalfluralin Ethambutol

Eterobarb
Eterobarb.png
Systematic (IUPAC) name
5-ethyl-1,3-bis(methoxymethyl)-5-phenyl-1,3-diazinane-2,4,6-trione
Clinical data
Legal status  ?
Routes Oral
Identifiers
CAS number 27511-99-5
ATC code None
PubChem CID 33925
ChemSpider 31271
UNII 432SI047GA YesY
KEGG D04077 YesY
Chemical data
Formula C16H20N2O5 
Mol. mass 320.340 g/mol
 YesY (what is this?)  (verify)

Eterobarb (Antilon) is a barbiturate derivative. It has mainly anticonvulsant action with less sedative effects than the closely related compound phenobarbital. It saw reasonable success in clinical trials, but is not in widespread medical use.[1][2]