methyl 5-acetylquinoline-3-carboxylate
$350.00
CAS No.: 2007916-17-6
Catalog No.: 192078
Purity: 95%
MF: C13H11NO3
MW: 229.235
Storage: 2-8 degree Celsius
SMILES: C(C)(=O)C1=C2C=C(C=NC2=CC=C1)C(=O)OC
Catalog No.: 192078
Purity: 95%
MF: C13H11NO3
MW: 229.235
Storage: 2-8 degree Celsius
SMILES: C(C)(=O)C1=C2C=C(C=NC2=CC=C1)C(=O)OC
methyl 5-acetylquinoline-3-carboxylate; CAS No.: 2007916-17-6; methyl 5-acetylquinoline-3-carboxylate. PROPERTIES: Methyl 5-acetylquinoline-3-carboxylate is a pale yellow crystalline solid with molecular formula C14H12N2O3. It has a molar mass of 256.26 g/mol and exhibits limited water solubility but good solubility in methanol and ethyl acetate. The compound melts between 105-108 C. Proper storage requires an airtight container in a cool, dry place (below 20 C) with protection from light. Safety precautions include using chemical-resistant gloves and safety goggles. The compound may cause eye irritation, so immediate rinsing with water is required upon contact. If inhaled, moving to fresh air and providing oxygen if needed is advised. The material should be stored away from heat and incompatible substances like strong acids. APPLICATIONS: In pharmaceutical research, methyl 5-acetylquinoline-3-carboxylate serves as a key intermediate for developing kinase inhibitors. Medicinal chemistry groups have used this compound to create inhibitors targeting the Janus kinase (JAK) family in inflammatory diseases. The methyl ester group provides a metabolically labile moiety that can be hydrolyzed in vivo to release the active carboxylic acid form. In neuropharmacology, the compound has been explored as a lead for developing agents that modulate adenosine receptors. A study published in a medicinal chemistry journal demonstrated how derivatives of methyl 5-acetylquinoline-3-carboxylate exhibited anxiolytic effects in rodent models of anxiety. Additionally, in materials science, the compound's electron-withdrawing acetyl group makes it suitable for use in electron-transporting layers of organic light-emitting diodes (OLEDs). Researchers at a display technology company incorporated methyl 5-acetylquinoline-3-carboxylate derivatives into OLED devices to improve electron injection efficiencies.
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