Hexobarbital

From Wikipedia, the free encyclopedia
Jump to: navigation, search
Hexobarbital
Hexobarbital.png
Hexobarbital ball-and-stick.png
Systematic (IUPAC) name
(RS)-5-(cyclohex-1-en-1-yl)-1,5-dimethyl-1,3-diazinane-2,4,6-trione
Clinical data
Legal status
?
Pharmacokinetic data
Protein binding 25%
Identifiers
CAS number 56-29-1 YesY
50-09-9 (sodium salt)
ATC code N01AF02 N05CA16
PubChem CID 3608
DrugBank DB01355
ChemSpider 3482 YesY
UNII AL8Z8K3P6S YesY
KEGG D01071 YesY
ChEBI CHEBI:5706 YesY
ChEMBL CHEMBL7728 YesY
Chemical data
Formula C12H16N2O3 
Mol. mass 236.267 g/mol
 YesY (what is this?)  (verify)

Hexobarbital (as known in the US), or hexobarbitone (as known elsewhere), sold both in acid and sodium salt forms as Citopan, Evipan, and Tobinal (usually in 250-mgm. strength tablets), is a barbiturate derivative having hypnotic and sedative effects. It was used in the 1940s-1950s as an agent for inducing anesthesia for surgery, as well as a rapid-acting, short-lasting hypnotic for general use, and has a relatively fast onset of effects and short duration of action. However it can be difficult to control the depth of anesthesia with hexobarbital which makes it quite dangerous, and it has now been replaced by safer drugs in human medicine; usually thiopental would be the barbiturate of choice for this application these days. Hexobarbital is still used in some scientific research.

Further reading[edit]

  • Korkmaz, S.; Ljungblad, E.; Wahlström, G. (1995). "Interaction between flumazenil and the anesthetic effects of hexobarbital in the rat". Brain Research 676 (2): 371–377. doi:10.1016/0006-8993(95)00132-A. PMID 7614008.  edit
  • Dall, V.; Orntoft, U.; Schmidt, A.; Nordholm, L. (1993). "Interaction of the competitive AMPA receptor antagonist NBQX with hexobarbital". Pharmacology, Biochemistry, and Behavior 46 (1): 73–76. doi:10.1016/0091-3057(93)90319-O. PMID 8255925.  edit