Structure via PubChem · Public domain (PubChem)
methohexital
Sign in to saveAlso known as methohexitone, 5-Allyl-5-(3-hexyn-2-yl)-1-methylbarbituric acid, (+-)-5-allyl-1-methyl-5-(1-methyl-2-pentynyl)barbituric acid, alpha-DL-1-methyl-5-allyl-5-(1'-methylpentyn-2-yl)barbituric acid, 5-allyl-1-methyl-5-(1-methyl-2-pentynyl)-2,4,6(1H,3H,5H)-pyrimidinetrione, (+-)-5-Allyl-1-methyl-5-(1-methyl-2-pentynyl)barbituric acid, Metohexital, 5-Allyl-1-methyl-5-(1-methyl-2-pentynyl)-2,4,6(1H,3H,5H)-pyrimidinetrione
Methohexital or methohexitone (marketed under the brand names Brevital and Brietal) is a barbiturate derivative. It is classified as short-acting, and has a rapid onset of action. It is similar in its effects to sodium thiopental, a drug it competed with in the market for anesthetics.
In the Vinony graph
Within Vinony's link graph, methohexital is referenced by 644 other articles, and connects out to anaesthesiology, benzodiazepine drug and intravenous infusion and defusion.
It is catalogued under topics including Alkyne derivatives, Allyl compounds and Barbiturates.
Its subject is documented across 18 Wikipedia language editions.
Chemical data
- Formula
- C14H18N2O3
- Molecular weight
- 262.3 g/mol
- IUPAC name
- 5-hex-3-yn-2-yl-1-methyl-5-prop-2-enyl-1,3-diazinane-2,4,6-trione
- SMILES
- CCC#CC(C)C1(C(=O)NC(=O)N(C1=O)C)CC=C
- InChIKey
- NZXKDOXHBHYTKP-UHFFFAOYSA-N
- XLogP
- 2.3
- Polar surface area
- 66.5 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1960
- Admin. routes
- parenteral
via ChEMBL · EBI
Research
1,797 papers- Methohexital.International anesthesiology clinics · 1969
- Methohexital: a practical review for outpatient dental anesthesia.Anesthesia progress · 1991
- Narcotic drug methohexital: synthesis by enantioselective catalysis.Chirality · 2001
- Methohexital for procedural sedation of cardioversions in the emergency department.The American journal of emergency medicine · 2022
- Propofol Versus Methohexital in Electroconvulsive Therapy: Impact on Treatment Efficacy and Adverse Effects. A Systematic Literature Review and Meta-Analysis.Acta anaesthesiologica Scandinavica · 2025
via PubMed
Wikidata facts
- Mass
- 262.131742
- Has use
- medication
Show 4 more facts
- chemical formula
- C₁₄H₁₈N₂O₃
- World Health Organisation international non-proprietary name
- methohexital
- Commons category
- Methohexital
- canonical SMILES
- CCC#CC(C)C1(C(=O)NC(=O)N(C1=O)C)CC=C
via Wikidata · CC0
~2 min read
Encyclopedic overview
5 sectionsContents
- Pharmacology
- Indications
- Synthesis
- References
- External links
Methohexital or methohexitone (marketed under the brand names Brevital and Brietal) is a barbiturate derivative. It is classified as short-acting, and has a rapid onset of action. It is similar in its effects to sodium thiopental, a drug it competed with in the market for anesthetics.
==Pharmacology== Methohexital binds to a distinct site which is associated with Cl− ionophores at GABAA receptors. This increases the length of time which the Cl− ionopores are open, causing an inhibitory effect.
Excerpted from Wikipedia’s “methohexital” article, available under the CC BY-SA 4.0 licence.