6-amino-2-sulfanylidene-1,2,3,4-tetrahydro(5,6-13C2)pyrimidin-4-one

• ChemBase ID: 160509
• Molecular Formular: C4H5N3OS
• Molecular Mass: 145.15230968
• Monoisotopic Mass: 145.02204247
• SMILES: c1(=S)[nH]c(=O)[13cH][13c]([nH]1)N
• Canonical SMILES: N[13c]1[13cH]c(=O)[nH]c(=S)[nH]1
• InChI: InChI=1S/C4H5N3OS/c5-2-1-3(8)7-4(9)6-2/h1H,(H4,5,6,7,8,9)/i1+1,2+1
• InChIKey: YFYYRKDBDBILSD-ZDOIIHCHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-2-sulfanylidene-1,2,3,4-tetrahydro(5,6-^1^3C₂)pyrimidin-4-one
• IUPAC Traditional name: 6-amino-2-sulfanylidene-1,3-dihydro(5,6-^1^3C₂)pyrimidin-4-one
• Synonyms: 4-Amino-6-hydroxy-2-mercaptopyrimidine-13C2; 4-Amino-2-thioxo-6-pyrimidinone-13C2; 6-Aminothiouracil-13C2; 6-Amino-2-sulfanyl-4(3H)-pyrimidinone-13C2; 6-Amino-2-mercapto-4-pyrimidinol-13C2; 6-Amino-2-thiouracil-13C2

Database IDs

• PubChem SID: 162254644
• PubChem CID: 71313364

CALCULATED PROPERTIES

• Acid pKa: 8.014538
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): -0.47436255
• LogD (pH = 7.4): -0.5599725
• Log P: -0.46662077
• Molar Refractivity: 46.8962 cm^3
• Polarizability: 14.0733595 Å^3
• Polar Surface Area: 67.15 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: White Solid

DETAILS

Toronto Research Chemicals - A630458

Derivatives of 6-Amino-2-thiouracil as novel, potent, and selective A3 adenosine receptor antagonists.

REFERENCES

• Ji, X., et al.: Drug Dev. Res., 33, 51 (1994)
• Poulsen, S., et al.: Bioorg. Med. Chem., 6, 619 (1994)
• Fredholm, B., et al.: Pharmacol. Rev., 53, 527 (1994)
• Gessi, S., et al.: Clin. Cancer Res., 10, 5895 (1994)
• Moro, S., et al.: Med. Chem. Res., 26, 131