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  JGQuintiere

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Quinolines and derivatives Quinolines and derivatives
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Quinolines and derivatives

Comprehensive Overview of 5-Methoxy-8-Nitro-Quinoline (CAS No. 36020-53-8): Properties, Applications, and Research Insights

5-Methoxy-8-nitro-quinoline (CAS No. 36020-53-8) is a nitro-substituted quinoline derivative that has garnered significant attention in pharmaceutical and chemical research due to its unique structural features and potential biological activities. This compound belongs to the quinoline family, a class of heterocyclic aromatic compounds known for their diverse applications in medicinal chemistry, materials science, and agrochemicals. The presence of both methoxy and nitro functional groups at positions 5 and 8, respectively, imparts distinct electronic and steric properties to this molecule, making it a valuable intermediate for further chemical modifications.

In recent years, the demand for nitro-quinoline derivatives has surged, driven by their role as key building blocks in drug discovery. Researchers are particularly interested in 5-methoxy-8-nitro-quinoline due to its potential as a precursor for synthesizing compounds with antimicrobial, anti-inflammatory, or anticancer properties. The compound's CAS number 36020-53-8 is frequently searched in scientific databases, reflecting its relevance in academic and industrial settings. Its molecular formula, C₁₀H₈N₂O₃, and molecular weight of 204.18 g/mol are critical identifiers for laboratory synthesis and quality control.

The synthesis of 5-methoxy-8-nitro-quinoline typically involves nitration reactions of quinoline precursors under controlled conditions. Modern synthetic routes emphasize green chemistry principles, such as using eco-friendly solvents or catalytic methods, aligning with the growing focus on sustainable chemistry. Analytical techniques like HPLC, NMR, and mass spectrometry are employed to confirm the purity and structural integrity of the compound, ensuring reproducibility in research applications.

From a pharmacological perspective, the quinoline scaffold is renowned for its bioactivity, and the introduction of electron-withdrawing (nitro) and electron-donating (methoxy) groups can modulate drug-receptor interactions. Computational studies, including molecular docking and QSAR modeling, have explored the binding affinity of 5-methoxy-8-nitro-quinoline with various biological targets, sparking interest in its mechanism of action. These studies are often cited in publications addressing drug design and structure-activity relationships.

Beyond pharmaceuticals, CAS 36020-53-8 has niche applications in material science, where its conjugated π-system contributes to optical or electronic properties. Researchers investigating organic semiconductors or fluorescent probes have evaluated derivatives of this compound for their photophysical characteristics. Such interdisciplinary applications highlight its versatility.

Safety and handling protocols for 5-methoxy-8-nitro-quinoline adhere to standard laboratory practices. While not classified as highly hazardous, proper ventilation and personal protective equipment (PPE) are recommended during handling. Regulatory compliance, including REACH and OSHA guidelines, ensures safe usage in industrial and academic environments.

In summary, 5-methoxy-8-nitro-quinoline (CAS No. 36020-53-8) represents a multifaceted compound with broad utility in drug development and materials research. Its structural tunability and documented bioactivity continue to inspire innovation, addressing contemporary challenges in medicinal chemistry and functional materials. Ongoing studies aim to unlock further applications, solidifying its importance in scientific advancement.

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