6-amino-2-(methylsulfanyl)pyrimidin-4-ol

• ChemBase ID: 71474
• Molecular Formular: C5H7N3OS
• Molecular Mass: 157.19358
• Monoisotopic Mass: 157.03098286
• SMILES: c1c(nc(nc1O)SC)N
• Canonical SMILES: CSc1nc(N)cc(n1)O
• InChI: InChI=1S/C5H7N3OS/c1-10-5-7-3(6)2-4(9)8-5/h2H,1H3,(H3,6,7,8,9)
• InChIKey: PXYQQKWEFDEUIX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-2-(methylsulfanyl)pyrimidin-4-ol
• IUPAC Traditional name: 6-amino-2-(methylsulfanyl)pyrimidin-4-ol
• Synonyms: 6-Amino-2-(methylthio)pyrimidin-4-ol; 2-(Methylthio)-4-amino-6-hydroxypyrimidine; 4-Amino-6-hydroxy-2-(methylthio)pyrimidine; 6-Amino-2-methylsulfanyl-3,4-dihydropyrimidin-4-one; 6-Amino-2-methylthio-4(3H)pyrimidinone; 6-Amino-2-methylsulfanyl-pyrimidin-4-ol

Database IDs

• CAS Number: 1074-41-5
• MDL Number: MFCD00023240
• PubChem SID: 162037060
• PubChem CID: 222664

CALCULATED PROPERTIES

• Acid pKa: 12.402807
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.4101616
• LogD (pH = 7.4): 1.4131203
• Log P: 1.4131624
• Molar Refractivity: 42.7355 cm^3
• Polarizability: 15.24195 Å^3
• Polar Surface Area: 72.03 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid
• Melting Point: 271-273°C (dec.); 279 - 281°C
• Hydrophobicity(logP): 1.499

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - A618250

Intermediate in the preparation of certain antibiotics

REFERENCES

• Ghahremanzadeh, R., et al.: Chem. Pharm. Bull., 56, 1617 (2008)
• Cosimelli, B., et al.: J. Med. Chem., 51, 1764 (2008)