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Comprehensive Overview of 4-Fluoro-1H-indazole-3-carbonitrile (CAS No. 1638591-51-1): Properties, Applications, and Research Insights

4-Fluoro-1H-indazole-3-carbonitrile (CAS No. 1638591-51-1) is a fluorinated heterocyclic compound that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural features. The presence of both fluorine and nitrile functional groups enhances its reactivity, making it a valuable intermediate in the synthesis of bioactive molecules. Researchers are increasingly exploring its potential in drug discovery, particularly in the development of kinase inhibitors and anti-inflammatory agents.

In recent years, the demand for fluorinated indazole derivatives has surged, driven by their improved metabolic stability and membrane permeability compared to non-fluorinated analogs. This compound’s CAS number 1638591-51-1 is frequently searched in scientific databases, reflecting its growing relevance in medicinal chemistry. Its applications extend to materials science, where it serves as a building block for advanced polymers and liquid crystals.

One of the most common queries related to 4-Fluoro-1H-indazole-3-carbonitrile revolves around its synthetic routes. Optimized procedures often involve palladium-catalyzed cross-coupling reactions or nucleophilic aromatic substitution (SNAr) to introduce the fluoro group. The compound’s nitrile moiety further allows for versatile transformations, such as hydrolysis to carboxylic acids or reduction to primary amines, expanding its utility in multi-step syntheses.

From an industrial perspective, CAS 1638591-51-1 is classified as a high-purity specialty chemical, with stringent quality control measures to ensure consistency in research applications. Analytical techniques like HPLC and NMR are routinely employed to verify its purity, which is critical for reproducibility in biological assays. Environmental and safety assessments highlight its low ecotoxicity, aligning with green chemistry principles.

The rise of AI-driven drug discovery has further amplified interest in this compound. Computational models predict its binding affinity to target proteins, accelerating hit identification in virtual screening campaigns. Additionally, its indazole core is a privileged scaffold in oncology research, with several derivatives currently in clinical trials for cancer therapy.

For researchers seeking alternatives to 4-Fluoro-1H-indazole-3-carbonitrile, structurally related compounds like 5-fluoroindazole-3-carbonitrile or 6-fluoroindazole derivatives are often compared for their electronic and steric effects. Such comparisons are frequently discussed in forums and publications, underscoring the compound’s role in structure-activity relationship (SAR) studies.

In summary, 4-Fluoro-1H-indazole-3-carbonitrile (CAS No. 1638591-51-1) represents a versatile tool in modern synthetic chemistry, with broad applications spanning pharmaceuticals, agrochemicals, and materials science. Its optimized synthesis, coupled with emerging computational tools, positions it as a key player in the next generation of bioactive compounds.

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