Synthesis and anti-oomycete activity of novel quinazolin- and benzothiazol-6-yloxyacetamides: Potent aza-analogs and five-ring analogs of quinoline fungicides. Issue 3 (1st February 2016)

• Record Type: Journal Article
• Authors: Beaudegnies, Renaud; Quaranta, Laura; Murphy Kessabi, Fiona; Lamberth, Clemens; Knauf-Beiter, Gertrud; Fraser, Torquil
• Is Part Of: Bioorganic & medicinal chemistry. Volume 24:Issue 3(2016)
• Page Start: 444
• Page End: 452
• Publication Date: 2016-02-01
• Subjects: Quinazoline -- Benzothiazole -- Heterocycle -- Fungicide -- Crop protection; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; Biochemistry -- Periodicals; Chemistry, Clinical -- Periodicals; Chemistry, Organic -- Periodicals; Chimie bio-organique -- Périodiques; Chimie pharmaceutique -- Périodiques; 615.19
• DOI: 10.1016/j.bmc.2015.08.009
• Languages: English
• ISSNs: 0968-0896

Abstract

Graphical abstract: Abstract: Novel quinazolin- and benzothiazol-6-yloxyacetamides show excellent in vivo activity against the three economically most important Oomycete pathogens Phytophthora infestans, Plasmopara viticola and Pythium ultimum . They are polar analogs of known quinolin-6-yloxyacetamides, which are not active against the soil-borne damping-off disease caused by Pythium ultimum . The Bogert quinazoline synthesis, an almost forgotten heterocyclization technique, proved to be highly useful for the concise construction of required quinazolin-6-ol building blocks.