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

• ChemBase ID: 130312
• Molecular Formular: C12H16N2O3
• Molecular Mass: 236.26704
• Monoisotopic Mass: 236.11609238
• SMILES: O=C1NC(=O)NC(=O)C1(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-ethyl-1,3-diazinane-2,4,6-trione
• IUPAC Traditional name: cyclobarbital
• Synonyms: 5-(1-Cyclohexen-1-yl)-5-ethyl-2,4,6(1H,3H,5H)-pyrimidinetrione; 5-(1-Cyclohexen-1-yl)-5-ethylbarbituric Acid; 5-Ethyl-5-(1-cyclohexenyl)barbituric Acid; Adorm; Amnosed; Cavonyl; Cyclobarbitone; Cyclodorm; Cyclohexal; Ethylhexabital; Fanodorm; Fanodormo; Hexadorm; Hexemal; Hypnoval; Irifan; Namuron; Palinum; Phanodorm; Phanotal; Philodorm; Praelumin; Pralumin; Pro-Sonil; Sonaform; Sonoform; Tetrahydrophenobarbital; Cyclobarbital

Database IDs

• CAS Number: 52-31-3; 143-76-0
• PubChem SID: 162224591
• PubChem CID: 5838
• ATC CODE: N05CA10
• CHEMBL: 268164
• Chemspider ID: 5632
• KEGG ID: D07323
• Unique Ingredient Identifier: 0M8A98AD9H
• Wikipedia Title: Cyclobarbital

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

PROPERTIES

Pharmacology Properties

• Admin Routes: Oral
• Excretion: Renal
• Metabolism: Hepatic

DETAILS

Toronto Research Chemicals - C987775

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

REFERENCES

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