Eterobarb

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Eterobarb
Eterobarb.png
Systematic (IUPAC) name
5-ethyl-1,3-bis(methoxymethyl)-5-phenyl-1,3-diazinane-2,4,6-trione
Clinical data
Routes of
administration
Oral
Identifiers
CAS Number 27511-99-5 YesY
ATC code none
PubChem CID 33925
ChemSpider 31271 N
UNII 432SI047GA YesY
KEGG D04077 YesY
Chemical data
Formula C16H20N2O5
Molar mass 320.340 g/mol
3D model (Jmol) Interactive image
 NYesY (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]

Synthesis[edit]

Eterobarb can be synthesized by reacting phenobarbital with chloromethyl methyl ether in presence of a base.[3]

Eterobarb synthesis

References[edit]

  1. ^ Gallagher, BB; Baumel, IP; Woodbury, SG; Dimicco, JA (1975). "Clinical evaluation of eterobarb, a new anticonvulsant drug". Neurology. 25 (5): 399–404. doi:10.1212/wnl.25.5.399. PMID 1094318. 
  2. ^ Smith, DB; Goldstein, SG; Roomet, A (1986). "A comparison of the toxicity effects of the anticonvulsant eterobarb (antilon, DMMP) and phenobarbital in normal human volunteers". Epilepsia. 27 (2): 149–55. doi:10.1111/j.1528-1157.1986.tb03518.x. PMID 3956454. 
  3. ^ Vida, Julius A. (1971). "Anticonvulsants. 1. Alkoxymethyl derivatives of barbiturates and diphenylhydantoin". Journal of Medicinal Chemistry. 14 (3): 187–189. doi:10.1021/jm00285a002.