Structure via PubChem · Public domain (PubChem)
thiamylal
Sign in to saveAlso known as Surital®, 5-Allyl-5-(1-methylbutyl)-2-thiobarbituric acid, thioseconal, 5-allyl-5-(1-methylbutyl)-2-thioxodihydro-4,6(1H,5H)-pyrimidinedione, dihydro-5-(1-methylbutyl)-5-(2-propenyl)-2-thioxo-4,6(1H,5H)-pyrimidinedione, 5-allyl-5-(1-methylbutyl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione, dihydro-5-(1-Methylbutyl)-5-(2-propenyl)-2-thioxo-4,6(1H,5H)-pyrimidinedione, 5-Allyl-5-(1-methylbutyl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
Thiamylal (Surital) is a barbiturate derivative invented in the 1950s. It has sedative, anticonvulsant, and hypnotic effects, and is used as a strong but short acting sedative. Thiamylal is still in current use, primarily for induction in surgical anaesthesia or as an anticonvulsant to counteract side effects from other anaesthetics. It is the thiobarbiturate analogue of secobarbital.
In the Vinony graph
Vinony's link graph records 773 inbound references to thiamylal, and connects out to benzodiazepine drug, allopregnanolone and isovaleric acid.
It sits within the topics Allyl compounds, Drugboxes which contain changes to watched fields and ECHA InfoCard ID from Wikidata.
Vinony links it to 12 Wikipedia language editions.
Chemical data
- Formula
- C12H18N2O2S
- Molecular weight
- 254.35 g/mol
- IUPAC name
- 5-pentan-2-yl-5-prop-2-enyl-2-sulfanylidene-1,3-diazinane-4,6-dione
- SMILES
- CCCC(C)C1(C(=O)NC(=S)NC1=O)CC=C
- InChIKey
- XLOMZPUITCYLMJ-UHFFFAOYSA-N
- XLogP
- 3.2
- Polar surface area
- 90.3 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1982
- Admin. routes
- parenteral
via ChEMBL · EBI
Research
795 papers- Thiamylal anaesthetic therapy for febrile refractory status epilepticus in children.Seizure · 2020
- Thiamylal anaphylaxis.Anesthesiology · 1973
- Thiamylal serum concentration for refractory convulsive status epilepticus while associated decreased concentrations of concomitant antiepileptics: a case report.Journal of pharmaceutical health care and sciences · 2024
- Quantitative analysis of thiamylal and its metabolite secobarbital using liquid chromatography-tandem mass spectrometry in adipose tissue, serum, and liver.Journal of forensic sciences · 2022
- Efficacy and safety of intravenous thiamylal in pediatric procedural sedation for magnetic resonance imaging.Brain & development · 2020
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 254.108899
- Has use
- medication
Show 3 more facts
- chemical formula
- C₁₂H₁₈N₂O₂S
- Commons category
- Thiamylal
- canonical SMILES
- CCCC(C)C1(C(=O)NC(=S)NC1=O)CC=C
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Thiamylal (Surital) is a barbiturate derivative invented in the 1950s. It has sedative, anticonvulsant, and hypnotic effects, and is used as a strong but short acting sedative. Thiamylal is still in current use, primarily for induction in surgical anaesthesia or as an anticonvulsant to counteract side effects from other anaesthetics. It is the thiobarbiturate analogue of secobarbital.
== References ==
Excerpted from Wikipedia’s “thiamylal” article, available under the CC BY-SA 4.0 licence.