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3-bromo-7-chloro-1,5-naphthyridine; CAS No.: 1246550-12-8; 3-bromo-7-chloro-1,5-naphthyridine. PROPERTIES: 3-bromo-7-chloro-1,5-naphthyridine is a pale yellow crystalline solid with molecular formula C9H5BrClN2. It has a molar mass of 272.50 g/mol and exhibits limited water solubility but good solubility in methanol and acetone. The compound melts between 125-128 C. Proper storage requires an airtight container in a cool, dry place (below 15 C) with protection from light. Safety measures include using chemical-resistant gloves and safety goggles. The compound may cause skin irritation, so washing with soap and water is recommended upon contact. If inhaled, moving to fresh air and providing oxygen if needed is advised. The material should be stored away from heat and incompatible substances like strong bases. APPLICATIONS: In pharmaceutical research, 3-bromo-7-chloro-1,5-naphthyridine serves as a key intermediate for developing antibacterial agents. Medicinal chemistry groups have used this compound to synthesize inhibitors of bacterial dihydrofolate reductase. The bromine and chlorine substituents provide bioisosteric replacements that enhance metabolic stability compared to hydroxyl groups. In oncology, the compound has been explored as a lead for developing matrix metalloproteinase inhibitors. A study published in a cancer research journal demonstrated how derivatives of 3-bromo-7-chloro-1,5-naphthyridine exhibited inhibition of tumor invasion and metastasis in vitro models. Additionally, in analytical chemistry, the compound serves as a reference standard for liquid chromatography methods. Research laboratories employ 3-bromo-7-chloro-1,5-naphthyridine to validate LC methods for quantifying API impurities in drug substances.