5-[(1,1,1-2H3)pentan-2-yl]-5-(prop-2-en-1-yl)-2-sulfanylidene-1,3-diazinane-4,6-dione

• ChemBase ID: 178510
• Molecular Formular: C12H18N2O2S
• Molecular Mass: 254.34852
• Monoisotopic Mass: 254.10889883
• SMILES: C1(C(=O)NC(=S)NC1=O)(C(CCC)C)CC=C
• Canonical SMILES: CCCC(C1(CC=C)C(=O)NC(=S)NC1=O)C
• InChI: 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)
• InChIKey: XLOMZPUITCYLMJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(1,1,1-^2H₃)pentan-2-yl]-5-(prop-2-en-1-yl)-2-sulfanylidene-1,3-diazinane-4,6-dione
• IUPAC Traditional name: 5-[(1,1,1-^2H₃)pentan-2-yl]-5-(prop-2-en-1-yl)-2-sulfanylidene-1,3-diazinane-4,6-dione
• Synonyms: Dihydro-5-[1-(methyl-d3)butyl]-5-(2-propen-1-yl)-2-thioxo-4,6(1H,5H)-pyrimidinedione; Dihydro-5-[1-(methyl-d3)butyl]-5-(2-propenyl)-2-thioxo-4,6(1H,5H)-pyrimidinedione; 5-Allyl-5-[1-(methyl-d3)butyl]-2-thiobarbituric Acid; Bio-Tal-d3; NSC 120815-d3; Thioseconal-d3; Thiamylal-d3

Database IDs

• PubChem SID: 164234420
• PubChem CID: 71752509

CALCULATED PROPERTIES

• Acid pKa: 7.1973195
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.9151683
• LogD (pH = 7.4): 2.517312
• Log P: 2.9237015
• Molar Refractivity: 70.6389 cm^3
• Polarizability: 27.72023 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T344167

Labelled Thiamylal, a barbiturate derivative with sedative, anticonvulsant and hypnotic effects. Thiamylal is used for induction in surgical anaesthesia as well as an anticonvulsant to counteract side effects from other anaesthetics. Thiamylal is a Contro

REFERENCES

• Hsieh, M.Y. et al.: Acta, Paediat. Tai., 46, 294 (2005)
• Lin C.K. et al.: Kaoh. J. Med. Sci., 26, 192 (2005)
• Tanaka, E. et al.: Neuriosci. Res., 64, 391 (2005)