title: Solid-phase synthesis of quinazoline-2,4-diones and their analogues from resin-bound compounds with primary amines.
abstract: Solid-phase organic synthesis of heterocyclic compounds on solid-support has been a focus of recent investigations because of the potential applicability of these compounds toward a variety of drug targets. Among the various heterocycles, we have been especially interested in quinazoline-2,4-diones because of the wide range of their bioactivities. Therefore, in this article we review methods for the solid-phase synthesis of quinazoline-2,4-diones and their analogues. Since all of these heterocycles can be speedily derivatized from resin-bound primary amines, incorporating the amines at the 3N-position of quinazoline-2,4-diones or corresponding positions of its analogues, it becomes possible to efficiently compare the bioactivities of these quinazoline-2,4-diones and their analogues. Various methods of solid-phase synthesis described herein should be practical and useful tools for the medicinal chemist in supporting drug discovery initiatives.
authors.affiliation: Pharmaceutical Research Laboratories, Ajinomoto Co. Inc., 1-1, Suzuki-cho, Kawasaki-ku, Kawasaki-shi, Kanagawa-ken, 210-0801, Japan. msmakino@aol.com
authors.forename: Shingo
authors.initials: S
authors.lastname: Makino
mesh_terms: D000588:Amines / Q000737:chemistry; D015195:Drug Design; D011799:Quinazolines / Q000138:chemical synthesis*
chemical_list: D000588:Amines; D011799:Quinazolines