5,6-diamino-2-sulfanylidene-1,2,3,4-tetrahydro(6-13C)pyrimidin-4-one

• ChemBase ID: 166839
• Molecular Formular: C4H6N4OS
• Molecular Mass: 160.16770374
• Monoisotopic Mass: 160.02662156
• SMILES: c1([13c]([nH]c(=S)[nH]c1=O)N)[15NH2]
• Canonical SMILES: N[13c]1[nH]c(=S)[nH]c(=O)c1[15NH2]
• InChI: InChI=1S/C4H6N4OS/c5-1-2(6)7-4(10)8-3(1)9/h5H2,(H4,6,7,8,9,10)/i2+1,5+1
• InChIKey: QYSWOQHLIDKEOL-BFQMUAMKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,6-diamino-2-sulfanylidene-1,2,3,4-tetrahydro(6-^1^3C)pyrimidin-4-one
• IUPAC Traditional name: 5,6-diamino-2-sulfanylidene-1,3-dihydro(6-^1^3C)pyrimidin-4-one
• Synonyms: 5,6-Diamino-2,3-dihydro-2-thioxo-4(1H)-pyrimidinone-13C,15N; 5,6-Diamino-2-thio-uracil; -13C,15N 2-Mercapto-4,5-diamino-6-hydroxypyrimidine-13C,15N; 4,5-Diamino-2-mercaptopyrimidin-6-ol-13C,15N; 4,5-Diamino-6-hydroxy-2-mercaptopyrimidine-13C,15N; 5,6-Diamino-2-thiouracil-13C,15N; NSC 147804-13C,15N; NSC 45759-13C,15N; 5,6-Diamino-2-thiouracil-13C,15N

Database IDs

• PubChem SID: 162260972
• PubChem CID: 71315900

CALCULATED PROPERTIES

• Acid pKa: 7.7809896
• H Acceptors: 3
• H Donor: 4
• LogD (pH = 5.5): -1.3542414
• LogD (pH = 7.4): -1.4996397
• Log P: -1.350626
• Molar Refractivity: 50.5211 cm^3
• Polarizability: 15.230068 Å^3
• Polar Surface Area: 93.17 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - D416817

Key intermediate in the production of anticancer and analgesic agents.

REFERENCES

• Novellino, E., et al.: J. Med. Chem., 48, 8253 (2005)
• Chauhan, P., et al.: Bioorg. Med. Chem., 13, 3513 (2005)
• Lee, K., et al.: Eur. J. Med. Chem., 41, 1347 (2005)