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Comprehensive Guide to Ethyl 4-Chloroquinoline-3-carboxylate (CAS No. 13720-94-0): Properties, Applications, and Innovations

Ethyl 4-Chloroquinoline-3-carboxylate (CAS No. 13720-94-0) is a versatile quinoline derivative widely recognized for its role in pharmaceutical and agrochemical research. This compound, characterized by its chloro-substituted quinoline core and ester functional group, serves as a critical intermediate in synthesizing bioactive molecules. Its molecular formula, C₁₂H₁₀ClNO₂, and unique structural features make it a focal point for researchers exploring heterocyclic chemistry and drug discovery.

In recent years, the demand for Ethyl 4-Chloroquinoline-3-carboxylate has surged due to its applications in developing antimicrobial agents and anticancer compounds. A 2023 study highlighted its potential as a scaffold for kinase inhibitors, aligning with the growing interest in targeted therapies. The compound’s lipophilic nature and electron-withdrawing chloro group enhance its reactivity, enabling diverse cross-coupling reactions—a topic frequently searched in organic synthesis forums.

From a technical perspective, CAS No. 13720-94-0 exhibits a melting point range of 98–102°C and solubility in polar organic solvents like DMSO and ethanol. These properties are crucial for laboratory-scale reactions and industrial-scale production. Researchers often query "synthetic routes for Ethyl 4-Chloroquinoline-3-carboxylate" or "quaternary ammonium salt derivatives," reflecting its relevance in green chemistry initiatives.

Innovations in catalysis have further amplified the utility of this compound. For instance, palladium-catalyzed C–H functionalization of its quinoline ring has opened avenues for high-value intermediates. Such advancements resonate with trends in sustainable synthesis, a hotspot in academic and industrial discussions. Additionally, its role in fluorescence labeling probes addresses the rising demand for bioimaging tools.

Regulatory compliance and patent landscapes surrounding Ethyl 4-Chloroquinoline-3-carboxylate are also frequently searched topics. While the compound itself is not restricted, its derivatives may require evaluation under REACH or similar frameworks. This underscores the importance of structure-activity relationship (SAR) studies, a key focus area for medicinal chemists.

In summary, Ethyl 4-Chloroquinoline-3-carboxylate (CAS No. 13720-94-0) bridges fundamental research and applied science, driven by its multifunctional reactivity and alignment with cutting-edge pharmaceutical trends. Its integration into AI-driven drug design platforms and high-throughput screening further solidifies its position as a cornerstone in modern chemistry.

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