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Hexobarbital: Wikis

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Hexobarbital
Systematic (IUPAC) name
5-(cyclohex-1-en-1-yl)-1,5-dimethyl-1,3-diazinane-2,4,6-trione
Identifiers
CAS number 56-29-1
50-09-9 (sodium salt)
ATC code N01AF02 N05CA16
PubChem 3608
DrugBank EXPT03301
ChemSpider 5545
Chemical data
Formula C 12H16N2O3  
Mol. mass 236.267 g/mol
SMILES eMolecules & PubChem
Pharmacokinetic data
Bioavailability  ?
Protein binding 25%
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.  ?
Legal status
Routes  ?
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Hexobarbital is a barbiturate derivative having hypnotic and sedative effects. It was used in the 1940s-1950s as an agent for inducing anesthesia for surgery 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it can be difficult to control the depth of anesthesia with hexobarbital which makes it quite dangerous, and it has now been replaced by safer drugs in human medicine, usually thiopental would be the barbiturate of choice for this application these days.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 was also marketed as a rapid-acting sleeping medication with short duration (tradenames: Citopan, Evipan and others, usually in 250 mg strength tablets). Hexobarbital is still used in some scientific research.

Further reading

  • Takenoshita R, Toki S (2004). "[New aspects of hexobarbital metabolism: stereoselective metabolism, new metabolic pathway via GSH conjugation, and 3-hydroxyhexobarbital dehydrogenases]". Yakugaku Zasshi 124 (12): 857–71. doi:10.1248/yakushi.124.857. PMID 15577260.  
  • Wahlström G (1998). "A study of the duration of acute tolerance induced with hexobarbital in male rats.". Pharmacol Biochem Behav 59 (4): 945–8. doi:10.1016/S0091-3057(97)00543-1. PMID 9586853.  
  • Korkmaz S, Ljungblad E, Wahlström G (1995). "Interaction between flumazenil and the anesthetic effects of hexobarbital in the rat.". Brain Res 676 (2): 371–7. doi:10.1016/0006-8993(95)00132-A. PMID 7614008.  
  • Dall V, Orntoft U, Schmidt A, Nordholm L (1993). "Interaction of the competitive AMPA receptor antagonist NBQX with hexobarbital.". Pharmacol Biochem Behav 46 (1): 73–6. doi:10.1016/0091-3057(93)90319-O. PMID 8255925.  
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