6-amino-5-(2,2-diethoxyethyl)-2-sulfanylpyrimidin-4-ol

• ChemBase ID: 160009
• Molecular Formular: C10H17N3O3S
• Molecular Mass: 259.32528
• Monoisotopic Mass: 259.09906242
• SMILES: c1(nc(nc(c1CC(OCC)OCC)N)S)O
• Canonical SMILES: CCOC(Cc1c(N)nc(nc1O)S)OCC
• InChI: InChI=1S/C10H17N3O3S/c1-3-15-7(16-4-2)5-6-8(11)12-10(17)13-9(6)14/h7H,3-5H2,1-2H3,(H4,11,12,13,14,17)
• InChIKey: GKSGXTLNGDMLRR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-5-(2,2-diethoxyethyl)-2-sulfanylpyrimidin-4-ol
• IUPAC Traditional name: 6-amino-5-(2,2-diethoxyethyl)-2-sulfanylpyrimidin-4-ol
• Synonyms: 6-Amino-5-(2,2-diethoxyethyl)-2,3-dihydro-2-thioxo-4(1H)-pyrimidinone; 6-Amino-5-(2,2-diethoxyethyl)-2-mercaptopyrimidin-4-ol; NSC 59249; 6-Amino-5(2,2-diethoxyethyl)-4-hydroxy-2-mercaptopyrimidine

Database IDs

• CAS Number: 7400-05-7
• PubChem SID: 162254144
• PubChem CID: 3003781

CALCULATED PROPERTIES

• Acid pKa: 8.962024
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.8062149
• LogD (pH = 7.4): 1.7949079
• Log P: 1.8064073
• Molar Refractivity: 69.6972 cm^3
• Polarizability: 25.777275 Å^3
• Polar Surface Area: 90.49 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Crystalline Solid
• Melting Point: >300°C

DETAILS

Toronto Research Chemicals - A604875

Intermediate in the production of thymidine phosphorylase inhibitors.

REFERENCES

• Reigan, P., et al.: Bioorg. Med. Chem. Lett., 14, 5247 (2004)