Ethyl 5-amino-1,3,4-oxadiazole-2-carboxylate丨CAS 4970-53-0

Ethyl 5-amino-1,3,4-oxadiazole-2-carboxylate (CAS 4970-53-0) is a versatile heterocyclic intermediate used in pharmaceuticals, agrochemicals, and fine chemical synthesis. In drug discovery, it serves as a building block for the preparation of bioactive molecules such as antimicrobial, anti-inflammatory, anticancer, and central nervous system (CNS)-active agents, where the 1,3,4-oxadiazole ring enhances metabolic stability and target selectivity. In agrochemistry, it is used in the development of herbicides, fungicides, and insecticides, benefiting from the oxadiazole scaffold's known bioactivity. Additionally, it acts as a precursor in heterocyclic chemistry for the synthesis of fused or substituted oxadiazole derivatives, expanding the chemical diversity needed for structure–activity relationship (SAR) studies.

The benefits of ethyl 5-amino-1,3,4-oxadiazole-2-carboxylate stem from its multifunctional groups and pharmacologically relevant core. The amino group enables derivatization through acylation, sulfonylation, or coupling reactions, while the ester moiety provides a reactive site for hydrolysis, amidation, or ester exchange. These complementary functionalities make it highly adaptable for multi-step synthesis. The 1,3,4-oxadiazole ring itself imparts electron-rich, stable, and bioactive characteristics, enhancing drug-likeness and improving pharmacokinetic profiles. Its chemical stability and ease of handling further increase its practicality in both research and industrial synthesis.