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5-methoxy-3H-quinazolin-4-one; CAS No.: 135106-52-4; 5-methoxy-3H-quinazolin-4-one. PROPERTIES: This methoxy-substituted quinazolinone 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 amide (~1650 cm??) and hydroxyl groups (~3300 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-substituted quinazolinone, 5-methoxy-3H-quinazolin-4-one 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 group provides 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 quinazolinone framework enables conjugation to fluorophores with enhanced photostability (Bioconjugate Chemistry). In materials science, it functions as a monomer for preparing polyurethane foams with enhanced thermal stability, where the methoxy substituent contributes to improved flame retardancy and mechanical properties (Polymer International).