Aprobarbital

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Aprobarbital
Aprobarbital Structural Formulae.svg
Aprobarbital ball-and-stick animation.gif
Systematic (IUPAC) name
5-propan-2-yl-5-prop-2-enyl-1,3-diazinane-2,4,6-trione
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
Identifiers
CAS Number 77-02-1 YesY
ATC code N05CA05 (WHO)
PubChem CID: 6464
DrugBank DB01352 YesY
ChemSpider 6221 YesY
UNII Q0YKG9L6RF YesY
KEGG D00698 YesY
ChEBI CHEBI:2791 YesY
ChEMBL CHEMBL7863 YesY
Synonyms aprobarbital, Oramon, allylpropymal, Alurate, 5-isopropyl- 5-allylbarbituric acid
Chemical data
Formula C10H14N2O3
Molecular mass 210.23 g/mol
  • O=C1NC(=O)NC(=O)C1(C(C)C)C\C=C
  • InChI=1S/C10H14N2O3/c1-4-5-10(6(2)3)7(13)11-9(15)12-8(10)14/h4,6H,1,5H2,2-3H3,(H2,11,12,13,14,15) YesY
  • Key:UORJNBVJVRLXMQ-UHFFFAOYSA-N YesY
  (verify)

Aprobarbital (as known in the United States, or aprobarbitone (as known elsewhere), sold as Oramon, Somnifaine, and Allonal, is a barbiturate derivative invented in the 1920s by Ernst Preiswerk. It has sedative, hypnotic and anticonvulsant properties, and was used primarily for the treatment of insomnia.[1] Aprobarbital was never as widely used as more common barbiturate derivatives such as phenobarbital and is now rarely prescribed as it has been replaced by newer drugs with a better safety margin.

References

  1. Reddemann H, Turk E. Oramon poisoning in infancy and childhood. Observations on 12 aprobarbital poisonings (German). Das Deutsche Gesundheitswesen. 1966 May 12;21(19):878-81.


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