Anodyne

Thiamylal
Generated by the Chemistry Development Kit (http://github.com/cdk)
Molecular structure via molpic based on CDK
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Conformer structure via JSmol
Physical properties
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254.35 g/mol [1]
Melting point132-133 °C [1]
Solubility5.06e-02 g/L [1]
3.2 [1]
Structural Identifiers
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C12H18N2O2[1]
5-pentan-2-yl-5-prop-2-enyl-2-sulfanylidene-1,3-diazinane-4,6-dione [1]
CCCC(C)C1(C(=O)NC(=S)NC1=O)CC=C [1]
InChI=1S/C12H18N2O2S/c1-4-6-8(3)12(7-5-2)9(15)13-11(17)14-10(12)16/h5,8H,2,4,6-7H2,1,3H3,(H2,13,14,15,16,17) [1]
InChIKeyXLOMZPUITCYLMJ-UHFFFAOYSA-N [1]
Dosing
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Elimination half-life14.3 h (cats)

Thiamylal

Thiamylal (also known as Thioseconal, 5-Allyl-5-(1-methylbutyl)-2-thiobarbituric acid, 4,6(1H,5H)-Pyrimidinedione, dihydro-5-(1-methylbutyl)-5-(2-propenyl)-2-thioxo-, dihydro-5-(1-methylbutyl)-5-(2-propenyl)-2-thioxo-4,6(1H,5H)-pyrimidinedione, Thioquinalbarbitone, 5-Allyl-5-(1-methylbutyl)-2-thioxodihydro-4,6(1H,5H)-pyrimidinedione, 5-allyl-5-(1-methylbutyl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione, 4,6-dihydroxy-5-(pentan-2-yl)-5-(prop-2-en-1-yl)-2,5-dihydropyrimidine-2-thione, 5-(pentan-2-yl)-5-(prop-2-en-1-yl)-2-sulfanylidene-1,3-diazinane-4,6-dione or 201-018-3) is a substance of the thiobarbiturate class.

Chemistry

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Thiamylal is a racemic mixture of the optical stereoisomers

Stereoisomers
(+)-ThiamylalGenerated by the Chemistry Development Kit (http://github.com/cdk)
(-)-ThiamylalGenerated by the Chemistry Development Kit (http://github.com/cdk)

Legal status []

  • Brazil: Thiamylal is a B1 substance.[3]
  • Canada: Thiamylal is a Schedule IV substance.
  • United States: Thiamylal is a Schedule I under the "Controlled Substances Act (CSA)".

References []

  1. National Center for Biotechnology Information. PubChem Compound Summary for CID 3032285, Thiamylal. Accessed July 13, 2025. https://pubchem.ncbi.nlm.nih.gov/compound/3032285

  2. U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Thiamylal. UNII: 01T23W89FR. Global Substance Registration System. Accessed July 13, 2025. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/01T23W89FR

  3. Anvisa. RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial. Diário Oficial da União. March 31, 2023. Accessed July 13, 2025. https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992