Cyantraniliprole

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]

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
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
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

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.
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