Quinazolines annelated at the N(3)-C(4) bond: Synthesis and biological activity

  • Eur J Med Chem. 2024 May 5:271:116411. doi: 10.1016/j.ejmech.2024.116411.
Emiliya V Nosova  1 Galina N Lipunova  2 Yulia V Permyakova  3 Valery N Charushin  4
Affiliations
  • 1. Department of Organic and Biomolecular Chemistry, Ural Federal University, 19 Mira st., Ekaterinburg, 620002, Russia; Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskaya st. /20 Akademicheskaya st., Ekaterinburg, 620137, Russia. Electronic address: [email protected].
  • 2. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskaya st. /20 Akademicheskaya st., Ekaterinburg, 620137, Russia. Electronic address: [email protected].
  • 3. Department of Organic and Biomolecular Chemistry, Ural Federal University, 19 Mira st., Ekaterinburg, 620002, Russia.
  • 4. Department of Organic and Biomolecular Chemistry, Ural Federal University, 19 Mira st., Ekaterinburg, 620002, Russia; Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskaya st. /20 Akademicheskaya st., Ekaterinburg, 620137, Russia.
Abstract

This review covers article and patent data obtained mostly within the period 2013-2023 on the synthesis and biological activity of quinazolines [c]-annelated by five- and six-membered heterocycles. Pyrazolo-, benzimidazo-, triazolo- and pyrimido- [c]quinazoline systems have shown multiple potential activities against numerous targets. We highlight that most research efforts are directed to design of Anticancer and Antibacterial agents of azolo[c]quinazoline nature. This review emphases both on the medicinal chemistry aspects of pyrrolo[c]-, azolo[c]- and azino[c]quinazolines and comprehensive synthetic strategies of quinazolines annelated at N(3)-C(4) bond in the perspective of drug development and discovery.

Keywords
Advanced synthesis; Azinoquinazolines; Azoloquinazolines; Biological activity; Indoloquinazolines.