6,7-dihydro-3H-purine-6-thione hydrate

• ChemBase ID: 172685
• Molecular Formular: C5H6N4OS
• Molecular Mass: 170.19234
• Monoisotopic Mass: 170.02623183
• SMILES: O.n1c[nH]c2c(c1=S)[nH]cn2
• Canonical SMILES: S=c1nc[nH]c2c1[nH]cn2.O
• InChI: InChI=1S/C5H4N4S.H2O/c10-5-3-4(7-1-6-3)8-2-9-5;/h1-2H,(H2,6,7,8,9,10);1H2
• InChIKey: WFFQYWAAEWLHJC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6,7-dihydro-3H-purine-6-thione hydrate
• IUPAC Traditional name: mercaptopurine hydrate
• Synonyms: 3,7-Dihydro-purine-6-thione Monohydrate; 6-Mercaptopurine Monohydrate; 6,7-dihydro-3H-purine-6-thione hydrate

Database IDs

• CAS Number: 6112-76-1
• MDL Number: MFCD01103236
• PubChem SID: 164228595
• PubChem CID: 2724350

CALCULATED PROPERTIES

• Acid pKa: 9.498907
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.123388916
• LogD (pH = 7.4): -0.12538692
• Log P: -0.121789195
• Molar Refractivity: 43.6027 cm^3
• Polarizability: 15.407385 Å^3
• Polar Surface Area: 53.07 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Aqueous NaOH; Methanol
• Apperance: Light Yellow Solid
• Melting Point: 290-308°C; 300 - 302°C
• Hydrophobicity(logP): -1.794

Safety Information

• Storage Condition: Refrigerator

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - M225450

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

REFERENCES

• Zeng, H., et al.: Biochem. Pharmacol., 68, 911 (2004)