sodium (2,8-dihydroxy-9H-purin-6-yl)sulfanide

• ChemBase ID: 178589
• Molecular Formular: C5H3N4NaO2S
• Molecular Mass: 206.15769
• Monoisotopic Mass: 205.98744064
• SMILES: n1c(nc2c(c1[S-])nc([nH]2)O)O.[Na+]
• Canonical SMILES: Oc1nc([S-])c2c(n1)[nH]c(n2)O.[Na+]
• InChI: InChI=1S/C5H4N4O2S.Na/c10-4-6-1-2(7-4)8-5(11)9-3(1)12;/h(H4,6,7,8,9,10,11,12);/q;+1/p-1
• InChIKey: FBZDNRGBUFLQEP-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (2,8-dihydroxy-9H-purin-6-yl)sulfanide
• IUPAC Traditional name: sodium (2,8-dihydroxy-9H-purin-6-yl)sulfanide
• Synonyms: 7,9-Dihydro-6-thioxo-1H-purine-2,8(3H,6H)-dione Sodium Salt Dihydrate; 6-Thio-uric Acid Sodium Dihydrate; 2,8-Dihydroxy-6-mercaptopurine Sodium Dihydrate; 6-Thiouric Acid Sodium Dihydrate; NSC 46380; Thiouric Acid Sodium Salt Dihydrate

Database IDs

• PubChem SID: 164234499
• PubChem CID: 71434347

CALCULATED PROPERTIES

• Acid pKa: 6.99451
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.133857
• LogD (pH = 7.4): 0.6340686
• Log P: 1.1470258
• Molar Refractivity: 40.4521 cm^3
• Polarizability: 16.856514 Å^3
• Polar Surface Area: 94.92 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: Beige to Brown Solid
• Melting Point: >300°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - T375500

A metabolite of Azathioprine.

REFERENCES

• van Scoik, K., et al.: Drug Metab. Rev., 16, 157 (1985)
• Lennard, L., et al.: Clin. Pharmacol. Ther., 46, 149 (1985)
• Knoester, P., et al.: Anticancer Res., 13, 1795 (1985)
• Rashidi, M., et al.: Drug Metab. Dispos., 25, 805 (1985)
• Rowland, K., et al.: Xe