5-methoxy-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 173188
• Molecular Formular: C5H6N2O3
• Molecular Mass: 142.11274
• Monoisotopic Mass: 142.03784206
• SMILES: c1(=O)c(c[nH]c(=O)[nH]1)OC
• Canonical SMILES: COc1c[nH]c(=O)[nH]c1=O
• InChI: InChI=1S/C5H6N2O3/c1-10-3-2-6-5(9)7-4(3)8/h2H,1H3,(H2,6,7,8,9)
• InChIKey: KELXHQACBIUYSE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methoxy-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 5-methoxy-1,3-dihydropyrimidine-2,4-dione
• Synonyms: 5-Methoxy-2,4(1H,3H)pyrimidinedione; 5-Methoxypyrimidine-2,4-diol; 2,4-Dihydroxy-5-methoxypyrimidine; 5-Methoxy Uracil; NSC 55452; 5-Methoxyuracil; 2,4-Dihydroxy-5-methoxypyrimidine

Database IDs

• CAS Number: 6623-81-0
• MDL Number: MFCD00187903
• PubChem SID: 164229098
• PubChem CID: 81100

CALCULATED PROPERTIES

• Acid pKa: 9.282661
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.9893588
• LogD (pH = 7.4): -0.99487627
• Log P: -0.989288
• Molar Refractivity: 32.6879 cm^3
• Polarizability: 12.246633 Å^3
• Polar Surface Area: 67.43 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - M271750

5-Methoxyuracil is methoxylated uracil, a component of nucleid acid. 5-Methoxyuracil is used in the preparation of nucleosides.

REFERENCES

• Vorbrueggen, H. et al.: Chem. Ber., 114, 1279 (1981)
• Novacek, A. et al.: Coll. Czech. Chem. Comm., 32, 1045 (1981)