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4-bromo-3-chloro-1H-indazole; CAS No.: 1000343-46-3; 4-bromo-3-chloro-1H-indazole. PROPERTIES: This compound features a 4-bromo-3-chloro-1H-indazole structure with multiple halogen substituents on the indazole framework. It typically appears as a white to off-white crystalline solid with a molecular weight of approximately 247.4 g/mol (C9H5BrClN2). The melting point ranges between 130-135 C, and it exhibits moderate solubility in common organic solvents like DMSO, DMF, and dichloromethane while being sparingly soluble in water. Proper storage requires a tightly sealed container in a cool, dry place. Safety considerations include wearing appropriate PPE. It is classified as a skin and eye irritant (GHS07) with the hazard statement H315-H319. APPLICATIONS: 4-Bromo-3-chloro-1H-indazole serves as a versatile intermediate in pharmaceutical and chemical synthesis. Its 4-bromo-3-chloro-1H-indazole structure allows for participation in various reactions, including palladium-catalyzed cross-coupling reactions at the bromine position and nucleophilic substitution at the chlorine atom. In medicinal chemistry, it is used to develop bioactive molecules targeting kinases, G protein-coupled receptors, and nucleic acid-binding proteins. The bromine and chlorine atoms provide diverse substitution patterns for creating structural analogs. This compound also functions as a building block in the synthesis of fluorescent probes and bioconjugation reagents. Academic studies employ it as a model compound in Medicinal Chemistry journals, focusing on the development of novel indazole derivatives based on the 4-bromo-3-chloro-1H-indazole scaffold.