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Comprehensive Overview of 7-chloro-2-methyl-3H-Imidazo[4,5-b]pyridine (CAS No. 1086423-62-2): Properties, Applications, and Research Insights

7-chloro-2-methyl-3H-Imidazo[4,5-b]pyridine (CAS No. 1086423-62-2) is a heterocyclic organic compound that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural features and potential bioactivity. This imidazo[4,5-b]pyridine derivative is characterized by a fused bicyclic system, combining an imidazole ring with a pyridine moiety, which is further substituted with chlorine and methyl groups at the 7 and 2 positions, respectively. Such modifications enhance its reactivity and make it a valuable intermediate in synthetic chemistry.

The compound's molecular formula is C₇H₆ClN₃, with a molecular weight of 167.6 g/mol. Its imidazo[4,5-b]pyridine core is a privileged scaffold in drug discovery, often associated with kinase inhibition and antimicrobial properties. Researchers have explored its utility in designing small-molecule inhibitors targeting various diseases, including cancer and infectious ailments. The presence of the chloro substituent at the 7-position further augments its electronic properties, facilitating interactions with biological targets.

In recent years, the demand for 7-chloro-2-methyl-3H-Imidazo[4,5-b]pyridine has surged, particularly in the context of high-throughput screening and fragment-based drug design. Its compatibility with modern synthetic techniques, such as microwave-assisted synthesis and flow chemistry, has made it a preferred choice for medicinal chemists. Additionally, its stability under ambient conditions ensures ease of handling and storage, aligning with industrial standards.

From an environmental perspective, studies on the biodegradability and ecotoxicity of this compound are limited but critical. Regulatory bodies emphasize the need for green chemistry approaches in its synthesis to minimize waste and energy consumption. Innovations like catalytic C-H activation and photocatalysis are being investigated to improve the sustainability of its production.

The compound's spectroscopic properties, including NMR and mass spectrometry data, are well-documented, aiding in its identification and purity assessment. Analytical methods such as HPLC and LC-MS are routinely employed to ensure quality control in commercial batches. Furthermore, its crystal structure has been resolved, revealing insights into its packing motifs and intermolecular interactions, which are vital for formulation development.

Emerging trends in AI-driven drug discovery have also spotlighted 7-chloro-2-methyl-3H-Imidazo[4,5-b]pyridine as a candidate for virtual screening. Machine learning models trained on structure-activity relationships (SAR) can predict its binding affinities, accelerating hit-to-lead optimization. This aligns with the growing interest in computational chemistry tools to reduce R&D timelines and costs.

In summary, 7-chloro-2-methyl-3H-Imidazo[4,5-b]pyridine (CAS No. 1086423-62-2) represents a versatile building block in modern chemistry, bridging gaps between academia and industry. Its applications span drug development, material science, and catalysis, underscoring its multidisciplinary relevance. Ongoing research aims to unlock its full potential while addressing sustainability challenges, making it a compound of enduring scientific interest.

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• 21422-66-2(6-chloro-3H-imidazo4,5-bpyridine)
• 88415-42-3(1H-Imidazo[4,5-b]pyridine, 7-chloro-2,5-dimethyl-)
• 860258-62-4(3H-Imidazo[4,5-b]pyridine,7-chloro-5-methyl-)
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• 929074-44-2(7-Chloro-2-methyl-1H-imidazo[4,5-C]pyridine)
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