(4,8-13C2,7-15N)-9H-purine-6-thiol

• ChemBase ID: 172686
• Molecular Formular: C5H4N4S
• Molecular Mass: 155.15577857
• Monoisotopic Mass: 155.01941172
• SMILES: n1cn[13c]2c(c1S)[15n][13cH][nH]2
• Canonical SMILES: Sc1ncn[13c]2c1[15n][13cH][nH]2
• InChI: InChI=1S/C5H4N4S/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)/i1+1,4+1,6+1
• InChIKey: GLVAUDGFNGKCSF-JDKPDMQJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4,8-^1^3C₂,7-^1^5N)-9H-purine-6-thiol
• IUPAC Traditional name: (4,8-^1^3C₂,7-^1^5N)-9H-purine-6-thiol
• Synonyms: 1,9-Dihydro-6H-purine-13C2,15N-6-thione; 6-Mercaptopurine-13C2,15N (major)

Database IDs

• PubChem SID: 164228596
• PubChem CID: 45039032

CALCULATED PROPERTIES

• Acid pKa: 7.388186
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.38574317
• LogD (pH = 7.4): 0.100449905
• Log P: 0.3911204
• Molar Refractivity: 39.9087 cm^3
• Polarizability: 15.278724 Å^3
• Polar Surface Area: 54.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Methanol
• Apperance: Yellow-Green Solid
• Melting Point: >290°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M225452

An immunosuppressive drug used to treat leukemia. It is also used for pediatric non-Hodgkin’s lymphoma, polycythemia vera, and psoriatic arthritis.

REFERENCES

• Naguib, F., et al.: Biochem. Pharmacol., 50, 1685 (1995)
• Zeng, H., et al.: Biochem. Pharmacol., 68, 911 (2004).