6-mercapto-9H-purin-2-ol
$400.00
CAS No.: 2002-59-7
Catalog No.: 196326
Purity: 95%
MF: C5H4N4OS
MW: 168.181
Storage: 2-8 degree Celsius
SMILES: SC1=C2N=CNC2=NC(=N1)O
Catalog No.: 196326
Purity: 95%
MF: C5H4N4OS
MW: 168.181
Storage: 2-8 degree Celsius
SMILES: SC1=C2N=CNC2=NC(=N1)O
6-mercapto-9H-purin-2-ol; CAS No.: 2002-59-7; 6-mercapto-9H-purin-2-ol. PROPERTIES: This compound features a 6-mercapto-9H-purin-2-ol structure, combining a thiol group and a hydroxyl group on the purine framework. It typically appears as a white to off-white crystalline solid with a molecular weight of approximately 170.1 g/mol (C5H4N4OS). The melting point ranges between 150-155 C, and it exhibits moderate solubility in common organic solvents like ethanol, methanol, and DMSO while being sparingly soluble in water. Proper storage requires a tightly sealed container in a cool, dry place, preferably under an inert atmosphere to prevent oxidation of the thiol group. Safety considerations include wearing appropriate PPE. It is classified as a skin and eye irritant (GHS07) with the hazard statement H315-H319. APPLICATIONS: 6-Mercapto-9H-purin-2-ol serves as a versatile intermediate in pharmaceutical and chemical synthesis. Its 6-mercapto-9H-purin-2-ol structure enables diverse reactivity patterns, including alkylation at the thiol sulfur and nucleophilic substitution at the hydroxyl group. In medicinal chemistry, it is used to develop bioactive molecules targeting kinases, proteases, and nucleic acid-binding proteins. The thiol group can form disulfide bonds or Michael adducts with appropriate electrophiles. This compound also functions as a building block in the synthesis of fluorescent probes and bioconjugation reagents. Academic studies employ it as a model compound in Medicinal Chemistry journals, focusing on optimizing the 6-mercapto-9H-purin-2-ol scaffold for improved biological activity and target engagement.
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