sodium [2,8-dihydroxy(5,6,8-13C3)-9H-purin-6-yl]sulfanide

• ChemBase ID: 178590
• Molecular Formular: C5H3N4NaO2S
• Molecular Mass: 209.13565451
• Monoisotopic Mass: 208.99750515
• SMILES: n1c(nc2[13c]([13c]1[S-])n[13c]([nH]2)O)O.[Na+]
• Canonical SMILES: Oc1n[13c]([S-])[13c]2c(n1)[nH][13c](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/i1+1,3+1,4+1
• InChIKey: FBZDNRGBUFLQEP-XRNBZBNOSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium [2,8-dihydroxy(5,6,8-^1^3C₃)-9H-purin-6-yl]sulfanide
• IUPAC Traditional name: sodium [2,8-dihydroxy(5,6,8-^1^3C₃)-9H-purin-6-yl]sulfanide
• Synonyms: 7,9-Dihydro-6-thioxo-1H-purine-2,8(3H,6H)-dione-13C3 Sodium Salt Dihydrate; 6-Thio-uric Acid-13C3 Sodium Dihydrate; 2,8-Dihydroxy-6-mercaptopurine-13C3 Sodium Dihydrate; 6-Thiouric Acid-13C3 Sodium Dihydrate; NSC 46380-13C3; Thiouric Acid-13C3 Sodium Salt Dihydrate

Database IDs

• PubChem SID: 164234500
• PubChem CID: 71752545

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: Tan Solid
• Melting Point: >300°C (dec.)

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - T375502

A labelled 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