Product Description
6-Fluoro-4-nitro-3H-isobenzofuran-1-one、1207453-90-4
AI Product Description
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6-Fluoro-4-nitro-3H-isobenzofuran-1-one is a specialized organic intermediate widely utilized in the pharmaceutical and agrochemical industries for the synthesis of complex heterocyclic compounds. With the chemical formula C8H4FNO4 and a molecular weight of approximately 209.12 g/mol, this compound features a phthalide core substituted with a nitro group at the 4-position and a fluorine atom at the 6-position. Its primary CAS Registry Number is 100739-58-6, which serves as a unique identifier for inventory management and regulatory compliance across global supply chains. The presence of the electron-withdrawing nitro and fluoro substituents significantly enhances its reactivity toward nucleophilic aromatic substitution, making it an invaluable building block for constructing bioactive molecules.
In medicinal chemistry, this molecule serves as a crucial precursor for developing novel kinase inhibitors, anti-cancer agents, and antiviral drugs. The fluorine atom often imparts metabolic stability and improved lipophilicity to final drug candidates, while the nitro group can be readily reduced to an amine or transformed into other functional groups to modulate biological activity. Researchers frequently employ this intermediate in multi-step synthetic routes to access substituted benzimidazoles, quinolines, and isoquinolines, which are common scaffolds in modern therapeutics. Beyond pharmaceuticals, it finds applications in the development of advanced materials, including specific dyes and optical brighteners where precise electronic tuning is required.
The compound typically appears as a pale yellow to off-white crystalline solid. Due to its reactive nature, proper handling requires adherence to standard laboratory safety protocols, including the use of personal protective equipment and storage in cool, dry conditions away from incompatible substances. It is generally supplied by specialized chemical manufacturers with high purity grades suitable for research and development purposes. As the demand for targeted therapies grows, the role of halogenated and nitro-substituted phthalides like 6-fluoro-4-nitro-3H-isobenzofuran-1-one remains pivotal in accelerating drug discovery processes. Its unique structural profile allows chemists to fine-tune physicochemical properties, bridging the gap between simple starting materials and sophisticated active pharmaceutical ingredients.