6-amino-3-methyl-1-(2-methylpropyl)-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 75732
• Molecular Formular: C9H14N4O3
• Molecular Mass: 226.23246
• Monoisotopic Mass: 226.10659033
• SMILES: n1(CC(C)C)c(c(c(=O)n(c1=O)C)N=O)N
• Canonical SMILES: O=Nc1c(N)n(CC(C)C)c(=O)n(c1=O)C
• InChI: InChI=1S/C9H14N4O3/c1-5(2)4-13-7(10)6(11-16)8(14)12(3)9(13)15/h5H,4,10H2,1-3H3
• InChIKey: PXWGPZUKJUEITG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-3-methyl-1-(2-methylpropyl)-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 6-amino-3-methyl-1-(2-methylpropyl)-5-nitrosopyrimidine-2,4-dione
• Synonyms: 1-Isobutyl-3-methyl-5-nitroso-6-aminouracil; NSC 677521; 6-Amino-1-isobutyl-3-methyl-5-nitroso-2,4-pyrimidinedione

Database IDs

• CAS Number: 54052-67-4
• MDL Number: MFCD00091933
• PubChem SID: 162040650
• PubChem CID: 104678

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.03571743
• LogD (pH = 7.4): 0.03572433
• Log P: 0.03572442
• Molar Refractivity: 65.9886 cm^3
• Polarizability: 21.08073 Å^3
• Polar Surface Area: 96.07 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ammonia; DMSO; Methanol; warm Acetone
• Apperance: Purple Crystals
• Melting Point: 217-220°C

DETAILS

Toronto Research Chemicals - A611730

A useful synthetic intermediate.

REFERENCES

• Ali, H., et al.: J. Pharmacol. Exp. Ther., 258, 954 (1991)