Modular and divergent synthesis of 2,N3-disubstituted 4-quinazolinones facilitated by regioselective N-alkylation

by Kim KE, Comber JR, Pursel AJ, Hobby GC, McCormick CJ, Fisher MF, Marasa K, Perry B. Organic and Biomolecular Chemistry 2024, 22(24):4940-4949. doi: 10.1039/D4OB00564C.

Summary: Libraries of structurally diverse compounds allow the influence of molecular structure on bioactivity to be assessed. In partnership with DNDi, researchers at the University of Washington designed a project to generate data around a 2,N3-disubstituted 4-quinazolinone with promising activity against T. cruzi, the parasite that causes Chagas disease, that would also offer rich training opportunities for undergraduate students. Fifteen unique 2,N3-disubstituted 4-quinazolinones were prepared in four steps from commercially available materials and preliminary biological studies indicate potential for further investigation and design of new targets.

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