5-(butan-2-yl)-5-[(2H5)prop-2-en-1-yl]-1,3-diazinane-2,4,6-trione

• ChemBase ID: 177980
• Molecular Formular: C11H16N2O3
• Molecular Mass: 224.25634
• Monoisotopic Mass: 224.11609238
• SMILES: C1(=O)NC(=O)C(C(=O)N1)(CC=C)C(CC)C
• Canonical SMILES: CCC(C1(CC=C)C(=O)NC(=O)NC1=O)C
• InChI: InChI=1S/C11H16N2O3/c1-4-6-11(7(3)5-2)8(14)12-10(16)13-9(11)15/h4,7H,1,5-6H2,2-3H3,(H2,12,13,14,15,16)
• InChIKey: BJVVMKUXKQHWJK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(butan-2-yl)-5-[(^2H₅)prop-2-en-1-yl]-1,3-diazinane-2,4,6-trione
• IUPAC Traditional name: 5-[(^2H₅)prop-2-en-1-yl]-5-(sec-butyl)-1,3-diazinane-2,4,6-trione
• Synonyms: 5-(1-Methylpropyl)-5-(2-propen-1-yl-d5)-2,4,6(1H,3H,5H)-pyrimidinetrione; 5-(1-Methylpropyl)-5-(2-propenyl-d5)-2,4,6(1H,3H,5H)-pyrimidinetrione; 5-(Allyl-d5)-5-(1-methylpropyl) Barbituric Acid; 5-(Allyl-d5)-5-sec-butylbarbituric Acid; Lotusate-d5; Profundol-d5; Talbutal-d5

Database IDs

• PubChem SID: 164233890
• PubChem CID: 71752287

CALCULATED PROPERTIES

• Acid pKa: 8.478768
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.5888126
• LogD (pH = 7.4): 1.5548817
• Log P: 1.5892632
• Molar Refractivity: 58.047 cm^3
• Polarizability: 22.561075 Å^3
• Polar Surface Area: 75.27 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T004977

A labelled stuctural isomer of Butalbital (B690100). A short to intermediate-acting barbiturate that act as nonselective depressants of the central nervous system (CNS). Sedative, hypnotic. Controlled Substance.

REFERENCES

• Nielsen, C.J. et al.: Pharmacol., 26, 371 (1925)
• Lien, E.J. et al.: Acta Pharmac. Jug., 34, 123 (1925)