Chlorantraniliprole

Chlorantraniliprole

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)
ChEBI
ChEMBL
ECHA InfoCard 100.112.607 Edit this at Wikidata
EC Number
  • 610-489-8
KEGG
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:
GHS07: Exclamation markGHS09: Environmental hazard
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 (Rynaxypyr) is an insecticide of the ryanoid classes.[1] Chlorantraniliprole was developed world-wide by DuPont and belongs to a class of selective insecticides featuring a novel mode of action to control a range of pests belonging to the order Lepidoptera (moth), and some Coleoptera (beetle), Diptera (fly), and Isoptera (termite) species.

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

Chlorantraniliprole is an active ingredient in the insecticidal products Aclepryn (0.2%), Coragen (18.5%), Ferterra (0.4%) and Scotts GrubEx1 (0.08%).

  1. ^ EPA Pesticides Fact Sheet: Chlorantraniliprole