2-amino-9H-purine-6-thiol

• ChemBase ID: 88216
• Molecular Formular: C5H5N5S
• Molecular Mass: 167.1917
• Monoisotopic Mass: 167.02656619
• SMILES: n1c2c(c(nc1N)S)nc[nH]2
• Canonical SMILES: Nc1nc(S)c2c(n1)[nH]cn2
• InChI: InChI=1S/C5H5N5S/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)
• InChIKey: WYWHKKSPHMUBEB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-9H-purine-6-thiol
• IUPAC Traditional name: 2-amino-9H-purine-6-thiol
• Synonyms: 2-Amino-1,7(9)-dihydro-purine-6-thione; Tioguanine; 2-Amino-9H-purine-6-thiol; 2-AMINO-6-MERCAPTOPURINE; 6-Thioguanine; 2-Amino-6-purinethiol; 2-Amino-6-mercaptopurine; 2-Amino-6-purinethiol; 6-Thioguanine; 6-硫代鸟嘌呤

Database IDs

• CAS Number: 154-42-7
• EC Number: 205-827-2
• MDL Number: MFCD00233553; MFCD00127785
• Beilstein Number: 157765
• Merck Index: 149337
• PubChem SID: 162075219
• PubChem CID: 2723601

CALCULATED PROPERTIES

• Acid pKa: 7.43406
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.23611009
• LogD (pH = 7.4): -0.028956493
• Log P: 0.24098048
• Molar Refractivity: 44.5551 cm^3
• Polarizability: 16.427376 Å^3
• Polar Surface Area: 80.48 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Yellow to Green Solid
• Melting Point: >300°C (dec.); >360°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Irritant
• RTECS: UP0740000
• European Hazard Symbols: Toxic (T)
• UN Number: UN2811
• Hazard Class: 6.1
• Packing Group: III
• Risk Statements: 25-68
• Safety Statements: 36/37-45
• TSCA Listed: 否
• GHS Pictograms: GHS06; GHS08
• GHS Hazard statements: H301-H341
• GHS Precautionary statements: P281-P301+P310-P321-P308+P313-P405-P501A

Product Information

• Purity: 98%

DETAILS

MP Biomedicals - 05210093

MP Biomedicals Rare Chemical collection

Toronto Research Chemicals - A611830

The compound produced dose-dependent inhibition of stimulated expression of TRAIL protein.

REFERENCES

• Thomas, C.W., et al.: J. Pharmacol. Exp. Ther., 312, 537 (2005)