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

4-Quinolinecarboxaldehyde, 2-Chloro- (CAS No. 855613-24-0): An Overview of Its Properties, Applications, and Recent Research

4-Quinolinecarboxaldehyde, 2-chloro- (CAS No. 855613-24-0) is a versatile organic compound that has garnered significant attention in the fields of chemistry, biology, and pharmaceutical research. This compound, also known as 2-chloro-4-quinolinecarboxaldehyde, is characterized by its unique molecular structure, which includes a quinoline ring and a chloro substituent. The combination of these functional groups imparts distinct chemical and biological properties that make it a valuable reagent in various synthetic processes and biological studies.

The molecular formula of 2-chloro-4-quinolinecarboxaldehyde is C₉H₆ClNO, with a molecular weight of approximately 177.59 g/mol. The compound is typically a solid at room temperature and exhibits good solubility in common organic solvents such as dichloromethane, acetone, and dimethylformamide (DMF). Its physical properties, including melting point and boiling point, are well-documented in the literature and are crucial for its handling and storage.

In the realm of synthetic chemistry, 2-chloro-4-quinolinecarboxaldehyde serves as an important building block for the synthesis of more complex molecules. Its reactivity is primarily centered around the aldehyde group, which can undergo various reactions such as condensation, reduction, and oxidation. The presence of the chloro substituent on the quinoline ring also provides additional synthetic flexibility, allowing for the introduction of diverse functional groups through substitution reactions.

One of the key applications of 2-chloro-4-quinolinecarboxaldehyde is in the development of pharmaceuticals. Quinoline derivatives have a long history in medicinal chemistry due to their broad spectrum of biological activities. Recent research has shown that compounds derived from 2-chloro-4-quinolinecarboxaldehyde exhibit promising pharmacological properties, including antiviral, antibacterial, and anticancer activities. For instance, a study published in the Journal of Medicinal Chemistry reported that certain derivatives of this compound demonstrated potent antiviral activity against several RNA viruses.

In addition to its potential therapeutic applications, 2-chloro-4-quinolinecarboxaldehyde has been utilized in the development of fluorescent probes for cellular imaging. The quinoline ring is known for its strong fluorescence properties, which can be modulated by the presence of different substituents. Researchers have synthesized fluorescent probes based on this compound to monitor various cellular processes, such as protein-protein interactions and intracellular pH changes.

The environmental impact of 2-chloro-4-quinolinecarboxaldehyde is another area of interest. While it is not classified as a hazardous substance under current regulations, its potential environmental fate and effects are being studied to ensure its safe use in industrial and laboratory settings. Studies have shown that this compound can be biodegraded under certain conditions, but further research is needed to fully understand its environmental behavior.

Recent advancements in computational chemistry have also contributed to our understanding of 2-chloro-4-quinolinecarboxaldehyde. Molecular modeling studies have provided insights into its electronic structure and reactivity patterns, which can guide the design of more efficient synthetic routes and novel derivatives with enhanced properties. These computational tools are increasingly being integrated into drug discovery pipelines to accelerate the development process.

In conclusion, 4-Quinolinecarboxaldehyde, 2-chloro- (CAS No. 855613-24-0) is a multifaceted compound with significant potential in various scientific disciplines. Its unique chemical structure and versatile reactivity make it an invaluable reagent in synthetic chemistry and a promising candidate for pharmaceutical applications. Ongoing research continues to uncover new uses and properties of this compound, further solidifying its importance in modern science.

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