Synthesis of Haptens and Potential Radioligands and Development of Antibodies to Insect Growth Regulators Diflubenzuron and BAY SIR 8514

摘要

A variety of synthetic approaches were undertaken, leading to potential haptens and radioligands for the benzoylphenylurea insect growth regulators diflubenzuron and BAY SIR 8514. One successful approach involved derivatization of the aniline nitrogen by ethyl 4-bromobutyrate followed by reaction with an appropriate isocyanate and cleavage of the ethyl ester to yield a free carboxypropyl 'handle'. Useful haptens were also synthesized by using a 3'-phenolic metabolite of diflubenzuron as well as acetate and amine functionalities in the 4' position while the N-sulfenyl bond proved too unstable for use as an antigen.