Eterobarb Routes of administration Oral ATC code
5-ethyl-1,3-bis(methoxymethyl)-5-phenyl-1,3-diazinane-2,4,6-trione
CAS Number PubChem CID ChemSpider UNII KEGG CompTox Dashboard (EPA ) Formula C 16 H 20 N 2 O 5 Molar mass 320.345 g·mol−1 3D model (JSmol )
CCC1(C(=O)N(C(=O)N(C1=O)COC)COC)C2=CC=CC=C2
InChI=1S/C16H20N2O5/c1-4-16(12-8-6-5-7-9-12)13(19)17(10-22-2)15(21)18(11-23-3)14(16)20/h5-9H,4,10-11H2,1-3H3
N Key:DACOQFZGGLCXMA-UHFFFAOYSA-N
N
N Y (what is this?)
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 [ ]
Eterobarb can be synthesized by reacting phenobarbital with chloromethyl methyl ether in presence of a base.[3]
References [ ]
^ Gallagher BB, Baumel IP, Woodbury SG, Dimicco JA (May 1975). "Clinical evaluation of eterobarb, a new anticonvulsant drug". Neurology . 25 (5): 399–404. doi :10.1212/wnl.25.5.399 . PMID 1094318 . S2CID 35510833 .
^ 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 . S2CID 20206800 .
^ Vida JA, Wilber WR, Reinhard JF (March 1971). "Anticonvulsants. 2. Acyloxymethyl and halomethyl derivatives of barbituric acid and diphenylhydantoin". Journal of Medicinal Chemistry . 14 (3): 187–9. doi :10.1021/jm00285a002 . PMID 5552206 .
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See also: Receptor/signaling modulators • GABA receptor modulators • GABA metabolism/transport modulators