5,6-diamino-1,4-dihydropyrimidin-4-one

• ChemBase ID: 166828
• Molecular Formular: C4H6N4O
• Molecular Mass: 126.11664
• Monoisotopic Mass: 126.05416083
• SMILES: c1(c([nH]cnc1=O)N)N
• Canonical SMILES: Nc1c(=O)nc[nH]c1N
• InChI: InChI=1S/C4H6N4O/c5-2-3(6)7-1-8-4(2)9/h1H,5H2,(H3,6,7,8,9)
• InChIKey: PWRHKLKFADDKHS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,6-diamino-1,4-dihydropyrimidin-4-one
• IUPAC Traditional name: 5,6-diamino-1H-pyrimidin-4-one
• Synonyms: 5,6-Diamino-4(3H)-pyrimidinone; 5,6-Diamino-4-pyrimidinol; NSC 36908; 5,6-Diamino-4-hydroxypyrimidine; 4,5-Diamino-6-hydroxypyrimidine

Database IDs

• CAS Number: 1672-50-0
• MDL Number: MFCD00006114
• PubChem SID: 162260961
• PubChem CID: 74287

CALCULATED PROPERTIES

• Acid pKa: 12.440346
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.2840006
• LogD (pH = 7.4): -2.2839944
• Log P: -2.2839906
• Molar Refractivity: 41.2201 cm^3
• Polarizability: 11.431683 Å^3
• Polar Surface Area: 93.5 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Aqueous Sodium Hydroxide
• Apperance: Pale Yellow Solid

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - D416380

A key intermediate in production of HCV (Hepatitis C virus) antivirals.

REFERENCES

• McGowan, D., et al.: Bioorg. Med. Chem. Lett., 19, 2492 (2009)
• Birch, A., et al.: J. Med. Chem., 52, 1558 (2009)