7-bromo-1H-imidazo[4,5-c]pyridine

7-bromo-1H-imidazo[4,5-c]pyridine; CAS No.: 90993-26-3; 7-bromo-1H-imidazo[4,5-c]pyridine. PROPERTIES: This compound presents a 7-bromo-1H-imidazo[4,5-c]pyridine structure, combining a bromine atom and an imidazo[4,5-c]pyridine ring system. It typically appears as a white to off-white crystalline solid with a molecular weight of approximately 215.0 g/mol (C8H5BrN3). The melting point ranges between 150-155 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: 7-Bromo-1H-imidazo[4,5-c]pyridine serves as a versatile intermediate in pharmaceutical and chemical synthesis. Its 7-bromo-1H-imidazo[4,5-c]pyridine structure allows for participation in various reactions, including palladium-catalyzed cross-coupling reactions at the bromine position and nucleophilic substitution at the pyridine ring. In medicinal chemistry, it is used to develop bioactive molecules targeting kinases, G protein-coupled receptors, and nucleic acid-binding proteins. The bromine atom can be displaced to introduce aryl, vinyl, or heterocyclic substituents. This compound also functions as a building block in the synthesis of fluorescent dyes and bioconjugation reagents. Academic studies employ it as a model compound in Organic Chemistry journals, focusing on the development of novel imidazopyridine derivatives based on the 7-bromo-1H-imidazo[4,5-c]pyridine scaffold.