ethyl imidazo[1,2-a]pyrazine-8-carboxylate

ethyl imidazo[1,2-a]pyrazine-8-carboxylate; CAS No.: 87597-20-4; ethyl imidazo[1,2-a]pyrazine-8-carboxylate. PROPERTIES: This compound features a ethyl imidazo[1,2-a]pyrazine-8-carboxylate structure, combining an ethyl ester and an imidazo[1,2-a]pyrazine ring system. It typically appears as a white to off-white crystalline solid with a molecular weight of approximately 216.2 g/mol (C10H10N4O2). The melting point ranges between 150-155 C, and it exhibits moderate solubility in common organic solvents like ethanol, methanol, and ethyl acetate 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: Ethyl imidazo[1,2-a]pyrazine-8-carboxylate is employed in pharmaceutical research as a versatile intermediate. Its ethyl imidazo[1,2-a]pyrazine-8-carboxylate structure enables diverse reactivity patterns, including ester hydrolysis and nucleophilic substitution at the pyrazine ring. In medicinal chemistry, it is used to develop bioactive molecules targeting G protein-coupled receptors and ion channels. The ester group can be hydrolyzed to a carboxylic acid or reduced to an alcohol for further functionalization. This compound also functions as a building block in the synthesis of fluorescent probes and bioconjugation reagents. Academic studies utilize it as a model system in Medicinal Chemistry journals, focusing on optimizing the ethyl imidazo[1,2-a]pyrazine-8-carboxylate scaffold for improved biological activity and pharmacokinetic properties.