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Bioorg Med Chem ; 30: 115965, 2021 01 15.
Article in English | MEDLINE | ID: mdl-33373819

ABSTRACT

A bioisosteric carboxamide - sulfonamide replacement explored during the optimization of an insecticide lead compound led to the surprising discovery of a formerly unknown subclass of the Carboxylic Acid Amide (CAA) fungicides, which is the very first CAA fungicide group without a carboxamide function. In this paper we present invention pathway, racemic and stereoselective synthesis routes, structure-activity relationship studies as well as resistance profile of this novel family of fungicides.


Subject(s)
Fungicides, Industrial/pharmacology , Nitriles/pharmacology , Oomycetes/drug effects , Sulfonamides/pharmacology , Dose-Response Relationship, Drug , Drug Resistance, Fungal/drug effects , Fungicides, Industrial/chemical synthesis , Fungicides, Industrial/chemistry , Microbial Sensitivity Tests , Molecular Structure , Nitriles/chemical synthesis , Nitriles/chemistry , Plant Diseases/prevention & control , Stereoisomerism , Structure-Activity Relationship , Sulfonamides/chemical synthesis , Sulfonamides/chemistry
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