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3-methylbenzo[d]isoxazol-6-ol; CAS No.: 66033-92-9; 3-methylbenzo[d]isoxazol-6-ol. PROPERTIES: This compound presents a 3-methylbenzo[d]isoxazol-6-ol structure, combining a methyl group, a benzo[d]isoxazole ring system, and a hydroxyl group. It typically appears as a white to off-white crystalline solid with a molecular weight of approximately 158.1 g/mol (C9H7NO3). The melting point ranges between 130-135 C, and it exhibits moderate solubility in polar organic solvents like ethanol and methanol while being sparingly soluble in water. Proper storage requires a tightly sealed container in a cool, dry place. Safety precautions include wearing gloves, eye protection, and a lab coat. It is classified as a skin and eye irritant (GHS07) with the hazard statement H315-H319. APPLICATIONS: 3-Methylbenzo[d]isoxazol-6-ol is utilized in pharmaceutical research as a lead compound. Its 3-methylbenzo[d]isoxazol-6-ol structure enables diverse substitution patterns, making it suitable for developing enzyme inhibitors and receptor modulators. The hydroxyl group can undergo etherification or esterification to improve pharmacokinetic properties. In medicinal chemistry, it is used to create bioactive molecules targeting the central nervous system and inflammatory pathways. The isoxazole ring provides metabolic stability and bioisosteric replacement capabilities. This compound also functions as a building block in the synthesis of fluorescent probes for bioimaging applications, where the benzo[d]isoxazole moiety contributes to fluorescence properties. Academic studies employ it as a model system in Medicinal Chemistry journals, focusing on optimizing the 3-methylbenzo[d]isoxazol-6-ol scaffold for improved biological activity and selectivity.