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Cyantraniliprole

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Chemical compound used as an insecticide.
Cyantraniliprole
Names
Preferred IUPAC name 4-Bromo-1-(3-chloropyridin-2-yl)-N--1H-pyrazole-5-carboxamide
Other names Cyazypyr; Exirel
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.205.162 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C19H14BrClN6O2/c1-10-6-11(9-22)7-12(18(28)23-2)16(10)25-19(29)14-8-15(20)26-27(14)17-13(21)4-3-5-24-17/h3-8H,1-2H3,(H,23,28)(H,25,29)Key: DVBUIBGJRQBEDP-UHFFFAOYSA-N
  • InChI=1/C19H14BrClN6O2/c1-10-6-11(9-22)7-12(18(28)23-2)16(10)25-19(29)14-8-15(20)26-27(14)17-13(21)4-3-5-24-17/h3-8H,1-2H3,(H,23,28)(H,25,29)Key: DVBUIBGJRQBEDP-UHFFFAOYAE
SMILES
  • CC1=CC(=CC(=C1NC(=O)C2=CC(=NN2C3=C(C=CC=N3)Cl)Br)C(=O)NC)C#N
Properties
Chemical formula C19H14BrClN6O2
Molar mass 473.72 g·mol
Melting point 217-219 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Cyantraniliprole is an insecticide of the diamide class (IRAC MoA group 28). It shows strong activity and lepidoptera (caterpillars), and since it shows systemic activity it is also active against sucking pests such as aphids and whitefly.

As part of an ongoing court dispute by the Center for Biological Diversity, in November 2022, the U.S. Court of Appeals for the D.C. Circuit ordered the United States Environmental Protection Agency to consider harms to plants and animals under the Endangered Species Act, and to put in place appropriate protections. The draft report by the EPA showed that cyantraniliprole is likely to adversely affect about 41% of endangered or threatened species.

References

  1. IRAC International MoA Working Group (March 2020). "IRAC Mode of Action Classification Scheme Version 9.4". Insecticide Resistance Action Committee.
  2. Du, Shaoqing; Hu, Xueping (February 15, 2023). "Comprehensive Overview of Diamide Derivatives Acting as Ryanodine Receptor Activators". Journal of Agricultural and Food Chemistry. 71 (8): 3620–3638.{{cite journal}}: CS1 maint: date and year (link)
  3. Legal Victory: Court Orders EPA to Protect Endangered Wildlife From Toxic Pesticide
  4. Erickson, Britt E. (February 3, 2023). "Cyantraniliprole likely harms endangered species, EPA finds". Chemical and Engineering News. 101 (5).
Pest control: Insecticides
Carbamates
Inorganic compounds
Insect growth regulators
Neonicotinoids
Organochlorides
Organophosphorus
Pyrethroids
Diamides
Other chemicals
Metabolites
Biopesticides
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