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Updated: Jan 12, 2026

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Indolequinone inhibitors of NRH:quinone oxidoreductase 2. Further structure-activity relationships
Tatiana A Dias1, David Siegel2, David Ross2
1School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD, UK.
Abstract:
An improved route to the indolequinone pharmacophore is described based on the reaction of bromobenzoquinones with enamines. Through the implementation of small changes in the reaction conditions, the reaction conditions were much improved with quantities of copper salt, base, and acetonitrile solvent all reduced compared with the original method. The resulting indolequinone-3-carboxylates were subsequently converted into novel indolequinones as potential inhibitors of the quinone reductase enzyme NQO2. A number of potent, mechanism-based inhibitors were identified, increasing our understanding of structure-activity relationships for inhibition of this enzyme.
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