5-phenyl-5-(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione

• ChemBase ID: 128912
• Molecular Formular: C13H12N2O3
• Molecular Mass: 244.24598
• Monoisotopic Mass: 244.08479225
• SMILES: O=C1NC(=O)NC(=O)C1(c1ccccc1)CC=C
• Canonical SMILES: C=CCC1(C(=O)NC(=O)NC1=O)c1ccccc1
• InChI: InChI=1S/C13H12N2O3/c1-2-8-13(9-6-4-3-5-7-9)10(16)14-12(18)15-11(13)17/h2-7H,1,8H2,(H2,14,15,16,17,18)
• InChIKey: WOIGZSBYKGQJGL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-phenyl-5-(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione
• IUPAC Traditional name: phenallymal
• Synonyms: Phenallymal; 5-Phenyl-5-allylbarbituric acid; Alphenal; 5-Phenyl-5-(2-propenyl)-2,4,6(1H,3H,5H)-pyrimidinetrione; 5-Allyl-5-phenylbarbituric Acid; Allofenyl; Allophenylum; Alphasem; Alpheba; Alphenate; Dorlotin; Fenallymal; Luxomnin; Phenallymal; Phenallymalum; Prophenal

Database IDs

• CAS Number: 115-43-5
• PubChem SID: 162223214
• PubChem CID: 8274
• Chemspider ID: 7975
• Unique Ingredient Identifier: 7T7L08Q9JI
• Wikipedia Title: Phenallymal; Alphenal

CALCULATED PROPERTIES

• Acid pKa: 8.133427
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.5459135
• LogD (pH = 7.4): 1.4741971
• Log P: 1.5469108
• Molar Refractivity: 64.3914 cm^3
• Polarizability: 24.760622 Å^3
• Polar Surface Area: 75.27 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Admin Routes: Oral
• Legal Status: Rx-only, Schedule III (US)

DETAILS

Toronto Research Chemicals - A575540

Barbituric Acid (B118650) derivative with anti-convulsive properties. Controlled Substance.

REFERENCES

• Carissime, M. et al.: Farmac. Edi. Sci., 17, 390 (1962)
• Harvey, D.J. et al.: Drug. Metab. Disp., 5, 527 (1962)