5-(cyclohex-1-en-1-yl)-5-[(1,1-2H2)ethyl]-1,3-diazinane-2,4,6-trione

• ChemBase ID: 165165
• Molecular Formular: C12H16N2O3
• Molecular Mass: 236.26704
• Monoisotopic Mass: 236.11609238
• SMILES: C1(=O)C(C(=O)NC(=O)N1)(C1=CCCCC1)CC
• Canonical SMILES: CCC1(C2=CCCCC2)C(=O)NC(=O)NC1=O
• InChI: InChI=1S/C12H16N2O3/c1-2-12(8-6-4-3-5-7-8)9(15)13-11(17)14-10(12)16/h6H,2-5,7H2,1H3,(H2,13,14,15,16,17)
• InChIKey: WTYGAUXICFETTC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(cyclohex-1-en-1-yl)-5-[(1,1-^2H₂)ethyl]-1,3-diazinane-2,4,6-trione
• IUPAC Traditional name: 5-(cyclohex-1-en-1-yl)-5-[(1,1-^2H₂)ethyl]-1,3-diazinane-2,4,6-trione
• Synonyms: 5-(1-Cyclohexen-1-yl)-5-(ethyl-d5)-2,4,6(1H,3H,5H)-pyrimidinetrione; 5-(1-Cyclohexen-1-yl)-5-(ethyl-d5)barbituric Acid; 5-(Ethyl-d5)-5-(1-cyclohexenyl)barbituric Acid; Adorm-d5; Amnosed-d5; Cavonyl-d5; Cyclobarbitone-d5; Cyclodorm-d5; Cyclohexal-d5; Ethylhexabital-d5; Fanodorm; -d5 Fanodormo-d5; Hexadorm-d5; Hexemal-d5; Hypnoval-d5; Irifan-d5; Namuron-d5; Palinum-d5; Phanodorm-d5; Phanotal-d5; Philodorm-d5; Praelumin-d5; Pralumin-d5; Pro-Sonil-d5; Sonaform-d5; Sonoform-d5; Tetrahydrophenobarbital-d5; Cyclobarbital-d5

Database IDs

• PubChem SID: 162259298
• PubChem CID: 71315063

CALCULATED PROPERTIES

• Acid pKa: 8.140079
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.4675323
• LogD (pH = 7.4): 1.3968176
• Log P: 1.4685146
• Molar Refractivity: 61.6517 cm^3
• Polarizability: 23.677336 Å^3
• Polar Surface Area: 75.27 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C987777

Labelled Cyclobarbital (C987775). It has been used as an anesthetic and sedative. Controlled substance (depressant).

REFERENCES

• Hofrichter, G., et al.: Arzneim.-Forsch., 17, 242 (1967)