6-sulfanylidene-2,3,6,7-tetrahydro-1H-purin-2-one

• ChemBase ID: 136781
• Molecular Formular: C5H4N4OS
• Molecular Mass: 168.17646
• Monoisotopic Mass: 168.01058177
• SMILES: c1[nH]c2c(n1)[nH]c(=O)[nH]c2=S
• Canonical SMILES: O=c1[nH]c(=S)c2c([nH]1)nc[nH]2
• InChI: InChI=1S/C5H4N4OS/c10-5-8-3-2(4(11)9-5)6-1-7-3/h1H,(H3,6,7,8,9,10,11)
• InChIKey: RJOXFJDOUQJOMQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-sulfanylidene-2,3,6,7-tetrahydro-1H-purin-2-one; 6-sulfanylidene-2,3,6,9-tetrahydro-1H-purin-2-one
• IUPAC Traditional name: thioxanthine; 6-sulfanylidene-3,9-dihydro-1H-purin-2-one
• Synonyms: 2-Hydroxy-6-mercaptopurine; 6-Thioxanthine; 1,3,6,9-Tetrahydro-6-thioxo-2H-purin-2-one; 2-Hydroxy-6-thiopurine; 3,6-Dihydro-6-thioxo-9H-purine-2(1H)-one; 6-Mercaptoxanthine; NSC 12160; 6-Thioxanthine; 2-羟基-6-巯基嘌呤; 6-硫代黄嘌呤

Database IDs

• CAS Number: 2002-59-7
• MDL Number: MFCD00010841
• PubChem SID: 162231050
• PubChem CID: 1268107

CALCULATED PROPERTIES

• Acid pKa: 10.436321
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): 0.6434598
• LogD (pH = 7.4): 0.6431159
• Log P: 0.64348847
• Molar Refractivity: 43.6031 cm^3
• Polarizability: 15.732978 Å^3
• Polar Surface Area: 69.81 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Light Tan to Pale Yellow Solid
• Melting Point: >300°C

Safety Information

• Storage Condition: Refrigerator
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C5H4N4OS
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

Toronto Research Chemicals - T385800

A metabolite of 6-Mercaptopurine (M225450).

REFERENCES

• Zimm, S., et al.: Biochem. Pharmacol., 33, 4089 (1984)
• Lennard, L., et al.: Clin. Pharmacol. Ther., 46, 149 (1984)
• Knoester, P., et al.: Anticancer Res., 13, 1795 (1984)
• McLeod, H., et al.: Leukemia, 14, 567 (1984)