1. Discovery of cyantraniliprole, a potent and selective anthranilic diamide ryanodine receptor activator with cross-spectrum insecticidal activity.
- Author
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Selby TP, Lahm GP, Stevenson TM, Hughes KA, Cordova D, Annan IB, Barry JD, Benner EA, Currie MJ, and Pahutski TF
- Subjects
- Animals, Aphids, Insecticides chemical synthesis, Lepidoptera, Molecular Structure, Pyrazoles chemical synthesis, Ryanodine Receptor Calcium Release Channel chemistry, Structure-Activity Relationship, ortho-Aminobenzoates chemical synthesis, Calcium Channels chemistry, Insecticides chemistry, Pyrazoles chemistry, Ryanodine Receptor Calcium Release Channel metabolism, ortho-Aminobenzoates chemistry
- Abstract
Anthranilic diamides are an exceptionally active class of insect control chemistry that selectively activates insect ryanodine receptors causing mortality from uncontrolled release of calcium ion stores in muscle cells. Work in this area led to the successful commercialization of chlorantraniliprole for control of Lepidoptera and other insect pests at very low application rates. In search of lower logP analogs with improved plant systemic properties, exploration of cyano-substituted anthranilic diamides culminated in the discovery of a second product candidate, cyantraniliprole, having excellent activity against a wide range of pests from multiple insect orders. Here we report on the chemistry, biology and structure-activity trends for a series of cyanoanthranilic diamides from which cyantraniliprole was selected for commercial development., (Copyright © 2013. Published by Elsevier Ltd.)
- Published
- 2013
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