6-bromo-1,8-naphthyridin-2-amine; CAS No.: 64874-38-0; 6-bromo-1,8-naphthyridin-2-amine. PROPERTIES: This compound presents a 6-bromo-1,8-naphthyridin-2-amine structure, combining a bromine atom, an amine group, and a naphthyridine framework. It typically appears as a white to off-white crystalline solid with a molecular weight of approximately 232.0 g/mol (C8H5BrN3). The melting point ranges between 150-155 C, and it exhibits moderate solubility in common organic solvents like DMSO and DMF 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: 6-Bromo-1,8-naphthyridin-2-amine serves as a specialized intermediate in pharmaceutical research. Its 6-bromo-1,8-naphthyridin-2-amine structure enables diverse reactivity patterns, including palladium-catalyzed cross-coupling reactions at the bromine position and nucleophilic substitution at the amine group. In medicinal chemistry, it is used to develop bioactive molecules targeting kinases, proteases, and G protein-coupled receptors. The bromine atom provides a handle for introducing aryl, vinyl, or heterocyclic substituents. This compound also functions as a building block in the synthesis of fluorescent dyes and bioconjugation reagents. Academic studies utilize it as a model system in Medicinal Chemistry journals, focusing on optimizing the 6-bromo-1,8-naphthyridin-2-amine scaffold for improved biological activity and pharmacokinetic properties.