5-(butan-2-yl)-5-ethyl-2-sulfanylidene-1,3-diazinane-4,6-dione

• ChemBase ID: 178554
• Molecular Formular: C10H16N2O2S
• Molecular Mass: 228.31124
• Monoisotopic Mass: 228.09324876
• SMILES: C1(C(=O)NC(=S)NC1=O)(C(C)CC)CC
• Canonical SMILES: CCC(C1(CC)C(=O)NC(=S)NC1=O)C
• InChI: InChI=1S/C10H16N2O2S/c1-4-6(3)10(5-2)7(13)11-9(15)12-8(10)14/h6H,4-5H2,1-3H3,(H2,11,12,13,14,15)
• InChIKey: IDELNEDBPWKHGK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(butan-2-yl)-5-ethyl-2-sulfanylidene-1,3-diazinane-4,6-dione
• IUPAC Traditional name: thiobutabarbital
• Synonyms: 5-Ethyldihydro-5-(1-methylpropyl)-2-thioxo-4,6(1H,5H)pyrimidinedione; 5-sec-butyl-5-ethyl-2-thiobarbituric Acid; Thibutabarbital; NSC 27685; NSC 32372; Thiobutabarbital

Database IDs

• CAS Number: 2095-57-0
• PubChem SID: 164234464
• PubChem CID: 3032373

CALCULATED PROPERTIES

• Acid pKa: 7.200637
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.3300831
• LogD (pH = 7.4): 1.934141
• Log P: 2.3385522
• Molar Refractivity: 61.3928 cm^3
• Polarizability: 24.28553 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 163-164°C

DETAILS

Toronto Research Chemicals - T348400

Anesthetic.

REFERENCES

• DesJarlais, R., et al.: J. Med. Chem ., 31, 722 (1988)
• Woo, Y., et al.: Toxicol. Lett., 79, 219 (1988)
• Blundell, T., et al.: Nature, 384, 23 (1988)