6-chloro-1-methyl-1H-pyrazolo[3,4-b]pyridin-3-amine; CAS No.: 1076197-93-7; 6-chloro-1-methyl-1H-pyrazolo[3,4-b]pyridin-3-amine. PROPERTIES: This compound presents a 6-chloro-1-methyl-1H-pyrazolo[3,4-b]pyridin-3-amine structure, combining a chloro substituent, a methyl group, and a pyrazolopyridine framework. It typically appears as a white to off-white crystalline solid with a molecular weight of approximately 203.1 g/mol (C8H7ClN4). The melting point ranges between 120-125 C, and it exhibits moderate solubility in common organic solvents like DMSO and DMF while being sparingly soluble in water. Proper storage requires a tightly sealed container in a cool, dry place. Safety considerations include wearing appropriate PPE. It is classified as a skin and eye irritant (GHS07) with the hazard statement H315-H319. APPLICATIONS: 6-Chloro-1-methyl-1H-pyrazolo[3,4-b]pyridin-3-amine serves as a specialized intermediate in pharmaceutical research. Its 6-chloro-1-methyl-1H-pyrazolo[3,4-b]pyridin-3-amine structure enables diverse reactivity patterns, including nucleophilic substitution at the chloro position and electrophilic substitution at the pyrazolopyridine ring. In medicinal chemistry, it is used to develop bioactive molecules targeting kinases, proteases, and G protein-coupled receptors. The chloro substituent provides a handle for introducing aryl, vinyl, or heterocyclic substituents. This compound also functions as a building block in the synthesis of fluorescent dyes and bioconjugation reagents. Academic studies utilize it as a model system in Medicinal Chemistry journals, focusing on optimizing the 6-chloro-1-methyl-1H-pyrazolo[3,4-b]pyridin-3-amine scaffold for improved biological activity and target engagement.