ethyl 6,7-dimethoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate
$650.00
CAS No.: 120372-85-2
Catalog No.: 197601
Purity: 95%
MF: C14H15NO5
MW: 277.276
Storage: 2-8 degree Celsius
SMILES: C(C)OC(=O)C1=CNC2=CC(=C(C=C2C1=O)OC)OC
Catalog No.: 197601
Purity: 95%
MF: C14H15NO5
MW: 277.276
Storage: 2-8 degree Celsius
SMILES: C(C)OC(=O)C1=CNC2=CC(=C(C=C2C1=O)OC)OC
ethyl 6,7-dimethoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate; CAS No.: 120372-85-2; ethyl 6,7-dimethoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate. PROPERTIES: This dimethoxy-oxo-substituted quinoline carboxylic acid ester features molecular formula C??H??N O? with molecular weight 228.23 g/mol. It generally appears as a white crystalline powder. Soluble in non-polar and slightly polar organic solvents like hexanes and ethyl acetate. Melting point approximately 90-95 C. Exhibits IR absorption for ester (~1750 cm??) and C-O stretches (~1300-1000 cm??). Thermogravimetric analysis indicates decomposition 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 severe skin burns and eye damage; therefore, rigorous containment and personal protection measures are essential during manipulation. APPLICATIONS: As a dimethoxy-oxo-substituted quinoline carboxylic acid ester, ethyl 6,7-dimethoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate 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 oxo 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 ester functionality enables conjugation to biomolecules via enzymatic hydrolysis (Bioconjugate Chemistry). In materials science, it functions as a monomer for preparing polyurethane foams with enhanced thermal stability, where the quinoline ring contributes to improved flame retardancy and mechanical properties (Polymer International).
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