Synthetic Approaches Towards Quinazolines, Quinazolinones and Quinazolinediones on Solid Phase

Abstract

Full PaperQuinazolines are a pharmacologically very attractive class of compounds and have shown activity in various assays. Several successfully launched drugs are based on this scaffold. As a consequence, a more intensive exploitation in drug discovery by solid-phase syntheses of quinazoline libraries has been initiated. A diverse array of combinatorial quinazoline syntheses have been published and an increasing effort is to be expected in the near future to provide more efficient solid phase approaches towards quinazolines, quinazolinones and quinazolinediones. This review summarizes the literature published until January 2004 describing methods for synthesis and modification of these compounds on solid phase.

Recent advances in 4(3H)-quinazolinone syntheses

“…To date, a number of solid-phase approaches to quinazolinones have been developed and the related literature has been reviewed by Vögtle and Marzinzik in 2006. 20 Recently, Ding et al reported an efficient synthesis of 4(3H)quinazolinones in parallel fashion via poly(ethylene glycol) (PEG) supported aza-Wittig reaction (Scheme 8). 21 Commercially available cheap difunctional PEG-4000 was chosen as a soluble polymer support.…”

Energetics of Quinazoline-2,4(1H,3H)-dione: An Experimental and Computational Study

“…Ketanserin, a selective serotonin receptor antagonist with weak adrenergic receptor blocking properties, is also used as an antihypertensive agent . 1,3-Substituted quinazoline-2,4(1 H ,3 H )-diones have also been evaluated as possible peripheral vasodilators and antihypertensives as well as anti-inflammatory agents . Quinazoline-2,4(1 H ,3 H )-diones are also useful synthetic materials in heterocyclic chemistry …”

New Isoxazolidine-Conjugates of Quinazolinones—Synthesis, Antiviral and Cytostatic Activity

“…Among them, quinazolines and quinazolinones have drawn special attention due to the broad spectrum of biological activities of their derivatives, including sedative [1][2][3], anticancer [4][5][6][7], antiviral [8][9][10][11][12], antibacterial [13][14][15], antifungal [15,16], anti-inflamatory [15,[17][18][19] and antifibrotic [20,21] activities. Several reviews focused on the synthetic strategies and biological activities of these compounds have been published [22][23][24][25][26][27][28][29]. The significant impact of various functional groups installed into quinazoline/quinazolinone frameworks on pharmacological properties have been proven.…”