6-[(2H3)methylsulfanyl]-7H-purine

• ChemBase ID: 173895
• Molecular Formular: C6H6N4S
• Molecular Mass: 166.20364
• Monoisotopic Mass: 166.03131721
• SMILES: n1cnc2c(c1SC)[nH]cn2
• Canonical SMILES: CSc1ncnc2c1[nH]cn2
• InChI: InChI=1S/C6H6N4S/c1-11-6-4-5(8-2-7-4)9-3-10-6/h2-3H,1H3,(H,7,8,9,10)
• InChIKey: UIJIQXGRFSPYQW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-[(^2H₃)methylsulfanyl]-7H-purine
• IUPAC Traditional name: 6-[(^2H₃)methylsulfanyl]-7H-purine
• Synonyms: 6-(Methylthio)-9H-purine-d3; 6-(Methylthio)purine-d3; NSC 20105-d3; S-Methyl-6-mercaptopurine-d3; SQ 8343-d3; 6-Methylmercaptopurine-d3

Database IDs

• CAS Number: 33312-93-5
• PubChem SID: 164229805
• PubChem CID: 71750429

CALCULATED PROPERTIES

• Acid pKa: 8.977497
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.8029285
• LogD (pH = 7.4): 0.87238497
• Log P: 0.88367283
• Molar Refractivity: 46.278 cm^3
• Polarizability: 17.11607 Å^3
• Polar Surface Area: 54.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 218-220°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M320272

Metabolite of 6-Mercaptopurine, an immunosuppressive drug used to treat leukemia.

REFERENCES

• Chou, C., et al.: Biochem. Pharmacol., 75, 1601 (2008)
• Conejo-Garcia, A., et al.: Eur. J. Med. Chem., 43, 1742 (2008)
• Hawwa, A., et al.: Brit. J. Clin. Pharmacol., 66, 826 (2008)
• Askanase, A., et al.: J. Rheumatol., 36, 89 (2008)