2-sulfanylpyrimidin-4-ol

• ChemBase ID: 80216
• Molecular Formular: C4H4N2OS
• Molecular Mass: 128.15236
• Monoisotopic Mass: 128.00443376
• SMILES: n1c(ccnc1S)O
• Canonical SMILES: Oc1ccnc(n1)S
• InChI: InChI=1S/C4H4N2OS/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)
• InChIKey: ZEMGGZBWXRYJHK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-sulfanylpyrimidin-4-ol
• IUPAC Traditional name: thiouracil
• Synonyms: 2-Mercaptopyrimidin-4-ol; 4-Hydroxy-2-mercaptopyrimidine; 4-Hydroxypyrimidine-2-thiol; 2-mercaptopyrimidin-4-ol; 2-Mercapto-4-hydroxypyrimidine; 2-Mercapto-4-pyrimidinol; 2-Mercapto-4-pyrimidinone; Antagothyroil; Deracil; NSC 19473; NSC 290412; NSC 290413; NSC 290414; Nobilen; Thiouracil; 2-Thiouracil

Database IDs

• CAS Number: 141-90-2; 80275-68-9
• MDL Number: MFCD00044203
• PubChem SID: 162067336
• PubChem CID: 1269845

CALCULATED PROPERTIES

• Acid pKa: 8.593146
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.1122825
• LogD (pH = 7.4): 1.0866802
• Log P: 1.1126208
• Molar Refractivity: 32.9725 cm^3
• Polarizability: 12.253575 Å^3
• Polar Surface Area: 46.01 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid
• Melting Point: 301-303°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Harmful

DETAILS

Toronto Research Chemicals - T375400

Reagent used in the preparation of Antithyroid agents.

REFERENCES

• Toropov, A., et al.: Eur. J. Med. Chem., 45, 3581 (2010)
• Daniels, C., et al>.: J. Bacteriol., 192, 2169 (2010)
• Castillo-Garit, J., et al.: Eur. J. Pharm. Sci., 39, 30 (2010)