Chlorantraniliprole

Last updated
Chlorantraniliprole
Chlorantraniliprole structure.svg
Chlorantraniliprole Ball-N-Stick Avogadro 20200908.png
Chlorantraniliprole 3D molecular model generated using Avogadro software
Names
Preferred IUPAC name
3-Bromo-N-[4-chloro-2-methyl-6-(methylcarbamoyl)phenyl]-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide
Other names
Rynaxypyr, Coragen, Altacor
Identifiers
3D model (JSmol)
11247880
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.112.607 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 610-489-8
KEGG
PubChem CID
UNII
  • InChI=1S/C18H14BrCl2N5O2/c1-9-6-10(20)7-11(17(27)22-2)15(9)24-18(28)13-8-14(19)25-26(13)16-12(21)4-3-5-23-16/h3-8H,1-2H3,(H,22,27)(H,24,28)
    Key: PSOVNZZNOMJUBI-UHFFFAOYSA-N
  • CC1=C(C(=CC(=C1)Cl)C(=O)NC)NC(=O)C2=CC(=NN2C3=C(C=CC=N3)Cl)Br
Properties
C18H14BrCl2N5O2
Molar mass 483.15 g·mol−1
Melting point 209 °C (408 °F; 482 K)
Hazards
GHS labelling:
GHS-pictogram-exclam.svg GHS-pictogram-pollu.svg
Warning
H319, H335, H410
P261, P264, P271, P273, P280, P304+P340, P305+P351+P338, P312, P337+P313, P391, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Chlorantraniliprole is an insecticide of the diamide class used for insects found on fruit and vegetable crops as well as ornamental plants. [1]

Chlorantraniliprole opens muscular calcium channels, in particular the ryanodine receptor, rapidly causing paralysis and ultimately death of sensitive species (IRAC class 28). The differential selectivity chlorantraniliprole has towards insect ryanodine receptors explains its low mammalian toxicity receptor. [2] Chlorantraniliprole is active on chewing pest insects primarily by ingestion and secondarily by contact.

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References

  1. EPA Pesticides Fact Sheet: Chlorantraniliprole
  2. Nauen, Ralf; Steinbach, Denise (27 August 2016). "Resistance to Diamide Insecticides in Lepidopteran Pests". In Horowitz, A. Rami; Ishaaya, Isaac (eds.). Advances in Insect Control and Resistance Management. Cham: Springer (published 26 August 2016). pp. 219–240. doi:10.1007/978-3-319-31800-4_12. ISBN   978-3-319-31800-4.{{cite book}}: CS1 maint: date and year (link)