5-ethyl-5-phenyl-2-(1-phenylpropyl)-1,3-diazinane-4,6-dione

• ChemBase ID: 168719
• Molecular Formular: C21H24N2O2
• Molecular Mass: 336.42746
• Monoisotopic Mass: 336.18377802
• SMILES: C1(C(=O)NC(NC1=O)C(CC)c1ccccc1)(CC)c1ccccc1
• Canonical SMILES: CCC(C1NC(=O)C(C(=O)N1)(CC)c1ccccc1)c1ccccc1
• InChI: InChI=1S/C21H24N2O2/c1-3-17(15-11-7-5-8-12-15)18-22-19(24)21(4-2,20(25)23-18)16-13-9-6-10-14-16/h5-14,17-18H,3-4H2,1-2H3,(H,22,24)(H,23,25)
• InChIKey: MTUABHNGDCDXFF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-ethyl-5-phenyl-2-(1-phenylpropyl)-1,3-diazinane-4,6-dione
• IUPAC Traditional name: 5-ethyl-5-phenyl-2-(1-phenylpropyl)-1,3-diazinane-4,6-dione
• Synonyms: Primidone Impurity F; 5-Ethyldihydro-5-phenyl-2-(1-phenylpropyl)-4,6(1H,5H)-pyrimidinedione; 5-Ethyl-5-phenyl-2-(1-phenylpropyl)dihydropyrimidine-4,6(1H,5H)-dione(Mixture of Diastereomers)

Database IDs

• CAS Number: 1189504-46-8
• PubChem SID: 162262851
• PubChem CID: 45039218

CALCULATED PROPERTIES

• Acid pKa: 11.267248
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 4.0424004
• LogD (pH = 7.4): 4.042349
• Log P: 4.042401
• Molar Refractivity: 97.4611 cm^3
• Polarizability: 38.184776 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Dimethylformamide
• Apperance: Off-White Solid
• Melting Point: 275-277°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - E925460

An impurity arising in the synthesis of Primidone.

REFERENCES

• Pippenger, C.E., et al.: J. Anal. Toxicol., 1, 118 (1977)