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Isoflucypram, the first representative of a new succinate dehydrogenase inhibitor fungicide subclass: Its chemical discovery and unusual binding mode

Journal

PEST MANAGEMENT SCIENCE
Volume 76, Issue 10, Pages 3340-3347

Publisher

JOHN WILEY & SONS LTD
DOI: 10.1002/ps.5951

Keywords

isoflucypram; ISY; N-cyclopropyl-N-benzyl-pyrazole carboxamide; SDHI; ubiquinone binding site

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Succinate dehydrogenase inhibitors (SDHIs) have played a crucial role in disease control to protect cereals as well as fruit and vegetables for more than a decade. Isoflucypram, the first representative of a newly installed subclass of SDHIs inside the Fungicide Resistance Action Committee (FRAC) family of complex II inhibitors, offers unparalleled long-lasting efficacy against major foliar diseases in cereals. Herein we report the chemical optimization from early discovery towards isoflucypram and the first hypothesis of its altered binding mode in the ubiquinone binding site of succinate dehydrogenase. (c) 2020 The Authors.Pest Management Sciencepublished by John Wiley & Sons Ltd on behalf of Society of Chemical Industry.

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