methyl 4-oxo-1,4-dihydroquinoline-5-carboxylate
$200.00
CAS No.: 1018812-87-7
Catalog No.: 197599
Purity: 95%
MF: C11H9NO3
MW: 203.197
Storage: 2-8 degree Celsius
SMILES: O=C1C=CNC=2C=CC=C(C12)C(=O)OC
Catalog No.: 197599
Purity: 95%
MF: C11H9NO3
MW: 203.197
Storage: 2-8 degree Celsius
SMILES: O=C1C=CNC=2C=CC=C(C12)C(=O)OC
methyl 4-oxo-1,4-dihydroquinoline-5-carboxylate; CAS No.: 1018812-87-7; methyl 4-oxo-1,4-dihydroquinoline-5-carboxylate. PROPERTIES: This oxo-substituted quinoline carboxylic acid ester features molecular formula C??H?N O? with molecular weight 188.18 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 110-115 C. Exhibits IR absorption for ester (~1750 cm??) and aromatic C-H stretches. 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 an oxo-substituted quinoline carboxylic acid ester, methyl 4-oxo-1,4-dihydroquinoline-5-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 quinoline and oxo groups provide enhanced binding affinity for the kinase active site 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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