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Cyantraniliprole

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Cyantraniliprole
Names
Preferred IUPAC name
4-Bromo-1-(3-chloropyridin-2-yl)-N-[4-cyano-2-methyl-6-(methylcarbamoyl)phenyl]-1H-pyrazole-5-carboxamide
Other names
Cyazypyr; Exirel
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.205.162 Edit this at Wikidata
UNII
  • 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
  • CC1=CC(=CC(=C1NC(=O)C2=CC(=NN2C3=C(C=CC=N3)Cl)Br)C(=O)NC)C#N
Properties
C19H14BrClN6O2
Molar mass 473.72 g·mol−1
Melting point 217-219 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Cyantraniliprole is an insecticide of the ryanoid class, specifically a diamide insecticide (IRAC MoA group 28).[1] It is approved for use in the United States, Canada, China, and India.[2] Because of its uncommon mechanism of action as a ryanoid, it has activity against pests such as Diaphorina citri that have developed resistance to other classes of insecticides.[3] Cyantraniliprole is highly toxic to bees, which resulted in registration of its use as a pesticide being delayed in the USA.[4]

References

  1. ^ IRAC International MoA Working Group (March 2020). "IRAC Mode of Action Classification Scheme Version 9.4". Insecticide Resistance Action Committee.
  2. ^ "Australia to approve DuPont's Exirel insecticide cyantraniliprole". AgroNews. Oct 10, 2013.
  3. ^ Tiwari S, Stelinski LL (Sep 2013). "Effects of cyantraniliprole, a novel anthranilic diamide insecticide, against Asian citrus psyllid under laboratory and field conditions". Pest Manag Sci. 69 (9): 1066–1072. doi:10.1002/ps.3468.
  4. ^ "ICAMA Registration Expert Review Statistics Released - H2 of 2012". 12 December 2012.

External links

https://biologicaldiversity.org/w/news/press-releases/legal-victory-court-orders-epa-to-protect-endangered-wildlife-from-toxic-pesticide-2022-11-22/ This insecticide is highly toxic to bees and is under review by the EPA for appropriate restrictions to use.

“Today’s decision is a vital victory for endangered species and the planet,” said George Kimbrell, the Center for Food Safety’s legal director and co-petitioner in the case. “As EPA has proven over and over with pesticides, the only way the agency will do its job is when forced by a court.”

Even after finding that cyantraniliprole is “highly or very highly toxic” to hundreds of endangered species the agency authorized widespread uses of it in both agricultural and urban areas without measures to safeguard protected species.

In addition to being a highly toxic systemic insecticide, cyantraniliprole remains in the environment for years after use. The EPA’s risk assessment found the pesticide has a half-life of 1,327 days in the soil, meaning half of the pesticide remains in the soil for more than three and a half years after it is applied. Cyantraniliprole use has increased exponentially since the agency registered it in 2014, according to research by the U.S. Geological Survey.

In several other cases when the EPA has been forced to analyze pesticides’ impacts to endangered species the agency has found widespread harm.

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