6-amino-1-benzyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 113473
• Molecular Formular: C11H11N3O2
• Molecular Mass: 217.22394
• Monoisotopic Mass: 217.08512661
• SMILES: n1(c(=O)[nH]c(=O)cc1N)Cc1ccccc1
• Canonical SMILES: O=c1cc(N)n(c(=O)[nH]1)Cc1ccccc1
• InChI: InChI=1S/C11H11N3O2/c12-9-6-10(15)13-11(16)14(9)7-8-4-2-1-3-5-8/h1-6H,7,12H2,(H,13,15,16)
• InChIKey: QMKJOZVQZBJSEC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-1-benzyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 6-amino-1-benzyl-3H-pyrimidine-2,4-dione
• Synonyms: 6-Amino-1-(phenylmethyl)-2,4(1H,3H)-pyrimidinedione; NSC 70496; 6-Amino-1-benzyl-1,3-dihydropyrimidine-2,4-dione; 6-Amino-1-benzyluracil; 6-amino-1-benzylpyrimidine-2,4(1H,3H)-dione; 6-Amino-1-benzyl-1H-pyrimidine-2,4-dione

Database IDs

• CAS Number: 41862-11-7
• MDL Number: MFCD00205031
• PubChem SID: 162100158
• PubChem CID: 250746

CALCULATED PROPERTIES

• Acid pKa: 9.959985
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.5900276
• LogD (pH = 7.4): 0.5904575
• Log P: 0.59165883
• Molar Refractivity: 68.4146 cm^3
• Polarizability: 22.135946 Å^3
• Polar Surface Area: 75.43 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Aq. Base; DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 284 - 286°C; 289-291°C dec.
• Partition Coefficient: 0.544
• Hydrophobicity(logP): 0.441

Product Information

• Purity: 95%

REFERENCES

• Kalla, R., et al.: Bioorg. Med. Chem. Lett., 18, 1397 (2008)