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AbbVie brands
Metharbital
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Metharbital

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Metharbital
Metharbital.svg
Metharbital ball-and-stick.png
Clinical data
Other names Endiemal, metharbitone, methobarbitone
Routes of
administration		 By mouth (tablets)
ATC code
Legal status
Legal status
Identifiers
  • 5,5-Diethyl-1-methylpyrimidine-2,4,6(1H,3H,5H)-trione
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.000.011
Chemical and physical data
Formula C9H14N2O3
Molar mass 198.222 g·mol−1
3D model (JSmol)
  • O=C1N(C(=O)NC(=O)C1(CC)CC)C
  • InChI=1S/C9H14N2O3/c1-4-9(5-2)6(12)10-8(14)11(3)7(9)13/h4-5H2,1-3H3,(H,10,12,14) checkY
  • Key:FWJKNZONDWOGMI-UHFFFAOYSA-N checkY
  (verify)

Metharbital was patented in 1905 by Emil Fischer working for Merck. It was marketed as Gemonil by Abbott Laboratories. It is a barbiturate anticonvulsant, used in the treatment of epilepsy. It has similar properties to phenobarbital.

History

  • 1952 Gemonil was introduced by Abbott Laboratories.
  • 1990 Abbott stopped marketing.

Synthesis

Metharbital can be synthesized from 2,2-diethylmalonic acid and O-methylisourea.



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