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Contents

   



(Top)
  


1 History  




2 Synthesis  




3 References  













Metharbital






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From Wikipedia, the free encyclopedia
  

Metharbital
Clinical data
Other namesEndiemal, metharbitone, methobarbitone[1]
Routes of
administration		By mouth (tablets)
ATC code
Legal status
Legal status
  • US: Schedule III
    • 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 InfoCard100.000.011 Edit this at Wikidata
    Chemical and physical data
    FormulaC9H14N2O3
    Molar mass198.222 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.[2] It was marketed as GemonilbyAbbott Laboratories. It is a barbiturate anticonvulsant, used in the treatment of epilepsy.[3][4] It has similar properties to phenobarbital.

    History

    [edit]

    Synthesis

    [edit]

    Metharbital can be synthesized from 2,2-diethylmalonic acid and O-methylisourea.[5][6][2]

    References

    [edit]
    1. ^ "Metharbital". The Comparative Toxicogenomics Database.
  • ^ a b US 782742, Fischer E, "Trisubstituted barbituric acids and process of making them.", issued 14 February 1905, assigned to E. Merck 
  • ^ Shorvon SR, Fish DR, Perucca E, Dodson WE, eds. (2004). The Treatment of Epilepsy (2nd ed.). Blackwell. ISBN 0-632-06046-8.
  • ^ Resor SR (1991). The Medical Treatment of Epilepsy. Marcel Dekker. ISBN 0-8247-8549-5.
  • ^ Halpern A, Jones JW (June 1949). "The characterization of the trialkylbarbiturates". Journal of the American Pharmaceutical Association. 38 (6): 352–5. doi:10.1002/jps.3030380619. PMID 18151714.
  • ^ Snyder JA, Link KP (1953). "Preparation and Characterization by Alkaline Methanolysis of 5,5-Diethyl-4-(tetraacetyl-β-D-glucosyloxy)-2,6(1,5)-pyrimidinedione". Journal of the American Chemical Society. 75 (8): 1881–1883. doi:10.1021/ja01104a030.


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    • Retrieved from "https://en.wikipedia.org/w/index.php?title=Metharbital&oldid=1190943771"
    Categories: 
    ●Anticonvulsants
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    ●This page was last edited on 20 December 2023, at 19:28 (UTC).
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