Chemistry:Chlorantraniliprole

Short description: Chemical compound

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
CAS Number	500008-45-7
3D model (JSmol)	Interactive image
ChEBI	CHEBI:67113
ChEMBL	ChEMBL399318
EC Number	610-489-8
KEGG	C18454
PubChem CID	11271640
UNII	622AK9DH9G
InChI 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
SMILES CC1=C(C(=CC(=C1)Cl)C(=O)NC)NC(=O)C2=CC(=NN2C3=C(C=CC=N3)Cl)Br
Properties
Chemical formula	C18H14BrCl2N5O2
Molar mass	483.15 g·mol−1
Melting point	209 °C (408 °F; 482 K)
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H319, H335, H410
GHS precautionary statements	P261, P264, P271, P273, P280, P304+340, P305+351+338, P312, P337+313, P391, P403+233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Tracking categories (test):

• SizeSet

Chlorantraniliprole (Rynaxypyr) is an insecticide of the ryanoid classes. 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 the outstanding profile of low mammalian toxicity. Chlorantraniliprole is active on chewing pest insects primarily by ingestion and secondarily by contact.

Chlorantraniliprole is an active ingredient in the insecticidal products Ferterra (0.4% chlorantraniliprole), Scotts GrubEx1 (0.8% chlorantraniliprole), and Coragen (18.5% chlorantraniliprole).