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4-methoxyquinazolin-6-ol; CAS No.: 182880-24-6; 4-methoxyquinazolin-6-ol. PROPERTIES: This methoxy-hydroxy-substituted quinazoline features molecular formula C?H?N?O? with molecular weight 185.17 g/mol. It generally appears as a white crystalline powder. Soluble in polar protic solvents like methanol and water. Melting point approximately 140-145 C. Exhibits IR absorption for hydroxyl groups (~3300 cm??) and C-O stretches (~1300-1000 cm??). Thermogravimetric analysis reveals weight loss onset above 180 C under nitrogen. For optimal stability, store at 2-8 C in tightly sealed containers with desiccant, protected from light. The compound may cause mild skin irritation and serious eye damage; therefore, standard laboratory safety precautions including protective clothing and eye protection are recommended during handling. APPLICATIONS: As a methoxy-hydroxy-substituted quinazoline, 4-methoxyquinazolin-6-ol is predominantly utilized in the synthesis of kinase inhibitors. It serves as a key intermediate in constructing the core scaffold of these compounds, where the methoxy and hydroxy groups provide enhanced binding affinity for the kinase hinge region as demonstrated in medicinal chemistry research (Journal of Medicinal Chemistry). Additionally, the compound participates in the development of fluorescent probes for bioimaging applications, where its hydroxyl group forms covalent bonds with target biomolecules via oxime formation (Bioconjugate Chemistry). In materials science, it functions as a monomer for preparing polyurethane foams with enhanced thermal stability, where the quinazoline ring contributes to improved flame retardancy and mechanical properties (Polymer International).