Discovery of cyantraniliprole, a potent and selective anthranilic diamide ryanodine receptor activator with cross-spectrum insecticidal activity
| Autor: | I. Billy Annan, Daniel Cordova, Thomas F. Pahutski, Kenneth A. Hughes, James D. Barry, George Philip Lahm, Thomas Martin Stevenson, Eric A. Benner, Martin J. Currie, Thomas Paul Selby |
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| Rok vydání: | 2013 |
| Předmět: |
Insecticides
Anthranilic diamide Clinical Biochemistry Pharmaceutical Science chemistry.chemical_element Calcium Biochemistry Structure-Activity Relationship chemistry.chemical_compound Drug Discovery Animals Cyantraniliprole ortho-Aminobenzoates Molecular Biology Molecular Structure Voltage-dependent calcium channel Chemistry Ryanodine receptor Activator (genetics) fungi Organic Chemistry Ryanodine Receptor Calcium Release Channel Lepidoptera Aphids Pyrazoles Molecular Medicine Calcium Channels |
| Zdroj: | Bioorganic & Medicinal Chemistry Letters. 23:6341-6345 |
| ISSN: | 0960-894X |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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