Metharbital

From Infogalactic: the planetary knowledge core
Jump to: navigation, search
Metharbital
Metharbital.png
Metharbital ball-and-stick.png
Systematic (IUPAC) name
5,5-Diethyl-1-methylpyrimidine-2,4,6(1H,3H,5H)-trione
Clinical data
AHFS/Drugs.com monograph
Identifiers
CAS Number 50-11-3 YesY
ATC code N03AA30 (WHO)
PubChem CID: 4099
IUPHAR/BPS 7230
DrugBank DB00463 YesY
ChemSpider 3957 YesY
UNII 02OS7K758T YesY
KEGG D01382 YesY
ChEMBL CHEMBL450 YesY
Synonyms Endiemal, metharbitone, methobarbitone[1]
Chemical data
Formula C9H14N2O3
Molecular mass 198.219 g/mol
  • 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) YesY
  • Key:FWJKNZONDWOGMI-UHFFFAOYSA-N YesY
  (verify)

Metharbital was patented in 1905 by Emil Fischer working for Merck.[2] It was marketed as Gemonil by Abbott Laboratories. It is a barbiturate anticonvulsant, used in the treatment of epilepsy.[3][4] 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.[5][6][7]

References

  1. ↑ The Comparative Toxicogenomics Database: Metharbital
  2. ↑ US Patent 782742
  3. ↑ The Treatment of Epilepsy 2nd Ed by S. D. Shorvon (Editor), David R. Fish (Editor), Emilio Perucca (Editor), W. Edwin Dodson (Editor). Published by Blackwell 2004. ISBN 0-632-06046-8
  4. ↑ The Medical Treatment of Epilepsy by Stanley R Resor. Published by Marcel Dekker (1991). ISBN 0-8247-8549-5
  5. ↑ A. Halpern, J.W. Jones, J. Am. Pharm. Assoc., 38, 352 (1949)
  6. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  7. ↑ U.S. Patent 782,742


<templatestyles src="Asbox/styles.css"></templatestyles>

Stub icon

This anticonvulsant-related article is a stub. You can help Wikipedia by expanding it.
Retrieved from "https://infogalactic.com/w/index.php?title=Metharbital&oldid=2848450"