Allobarbital

Summary

Allobarbital, also known as allobarbitone and branded as Dial, Cibalgine (in combination with aminophenazone), or Dial-Ciba (in combination with ethyl carbamate), is a barbiturate derivative invented in 1912 by Ernst Preiswerk and Ernst Grether working for CIBA. It was used primarily as an anticonvulsant[2] although it has now largely been replaced by newer drugs with improved safety profiles. Other uses for allobarbital included as an adjutant to boost the activity of analgesic drugs, and use in the treatment of insomnia and anxiety.

Allobarbital
Clinical data
Other names5,5-Diallylbarbituric acid, Allobarbital
ATC code
Legal status
Legal status
Identifiers
  • 5,5-di(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione
CAS Number
  • 52-43-7 checkY
PubChem CID
  • 5842
ChemSpider
  • 5635 checkY
UNII
  • 8NT43GG2HA
KEGG
  • D02817 checkY
ChEMBL
  • ChEMBL267719 checkY
CompTox Dashboard (EPA)
  • DTXSID9022572 Edit this at Wikidata
ECHA InfoCard100.000.129 Edit this at Wikidata
Chemical and physical data
FormulaC10H12N2O3
Molar mass208.217 g·mol−1
3D model (JSmol)
  • Interactive image
  • O=C1NC(=O)NC(=O)C1(C\C=C)C\C=C
  • InChI=1S/C10H12N2O3/c1-3-5-10(6-4-2)7(13)11-9(15)12-8(10)14/h3-4H,1-2,5-6H2,(H2,11,12,13,14,15) checkY
  • Key:FDQGNLOWMMVRQL-UHFFFAOYSA-N checkY
  (verify)

Allobarbital was never particularly widely used compared to better known barbiturates such as phenobarbital and secobarbital, although it saw more use in some European countries such as Bulgaria and Slovakia,[3] and is still used in for example Poland, but only as compound.[4]

References edit

  1. ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
  2. ^ Chocholová L, Radil-Weiss T (1971). "Effect of allobarbital on focal epilepsy in rats". Physiologia Bohemoslovaca. 20 (4): 325–34. PMID 4335127.
  3. ^ Getova D, Georgiev V (1987). "GABA-ergic mechanisms in the anticonvulsive activity of newly-synthesized barbiturates. I. Effects of barbiturates on the convulsive action of GABA-antagonists". Acta Physiologica et Pharmacologica Bulgarica. 13 (3): 43–50. PMID 3439474.
  4. ^ "APTECZKA BABUNI - KROPLE ŻOŁĄDKOWE KROPLE 20 G" [GRANDMA'S FIRST AID KIT - DROPS - STOMACH DROPS 20 G]. Domzdrowia.pl (in Polish). Archived from the original on October 31, 2007. Retrieved March 10, 2013.