6-amino-1-benzyl-5-(methylamino)-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 159835
• Molecular Formular: C12H14N4O2
• Molecular Mass: 246.26516
• Monoisotopic Mass: 246.11167571
• SMILES: c1(=O)[nH]c(=O)n(c(c1NC)N)Cc1ccccc1
• Canonical SMILES: CNc1c(=O)[nH]c(=O)n(c1N)Cc1ccccc1
• InChI: InChI=1S/C12H14N4O2/c1-14-9-10(13)16(12(18)15-11(9)17)7-8-5-3-2-4-6-8/h2-6,14H,7,13H2,1H3,(H,15,17,18)
• InChIKey: HMRFBSJXLDMJAC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-1-benzyl-5-(methylamino)-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 6-amino-1-benzyl-5-(methylamino)-3H-pyrimidine-2,4-dione
• Synonyms: 6-Amino-5-(methylamino)-1-(phenylmethyl)-2,4(1H,3H)-pyrimidinedione,6-Amino-1-benzyl-5-methylamino-1H-pyrimidine-2,4-dione; 6-Amino-1-benzyl-5-methylaminouracil; 6-Amino-1-benzyl-5-methylamino-1H-pyrimidine-2,4-dione

Database IDs

• CAS Number: 72816-88-7
• MDL Number: MFCD00205030
• PubChem SID: 162253970
• PubChem CID: 726225

CALCULATED PROPERTIES

• Acid pKa: 9.724017
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.13913433
• LogD (pH = 7.4): 0.13818915
• Log P: 0.14023398
• Molar Refractivity: 76.8141 cm^3
• Polarizability: 25.120878 Å^3
• Polar Surface Area: 87.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Aq. Base; DMF; DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 217-221°C; 219 - 221°C
• Hydrophobicity(logP): 0.358

Safety Information

• Storage Condition: -20°C Freezer

Product Information

• Purity: 95%

REFERENCES

• Mueller, C., et al.: J. Med. Chem., 45, 3440 (2002)