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 Rynaxpyr
Identifiers
CAS Number	500008-45-7;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:67113;
ChEMBL	ChEMBL399318;
ECHA InfoCard	100.112.607
EC Number	610-489-8;
KEGG	C18454;
PubChem CID	11271640;
UNII	622AK9DH9G;
CompTox Dashboard (EPA)	DTXSID2044345 ;
	show InChI
	show SMILES
Properties
Chemical formula	C18H14BrCl2N5O2
Molar mass	483.15 g·mol−1
Melting point	209 °C
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H319, H335, H400, 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

Chlorantraniliprole (Rynaxypyr) is an insecticide of the ryanoid class.^[1] Chlorantraniliprole is being developed world-wide by DuPont belonging to a new class of selective insecticides featuring a novel mode of action to control a range of pests belonging to the order Lepidoptera and some other Coleoptera, Diptera and Isoptera species.

Chlorantraniliprole opens muscular calcium channels (in particular the ryanodine receptor), rapidly causing paralysis and ultimately death of sensitive species. The differential selectivity Chlorantraniliprole had towards insect ryanodine receptors explained the outstanding profile of low mammalian toxicity^{[citation needed]}. Chlorantraniliprole is active on chewing pest insects primarily by ingestion and secondarily by contact.

As active ingredient (a.i.) in insecticide -

a. Chlorantraniliprole 0.4% GR having the trade name Ferterra.

b. Chlorantraniliprole 18.5% SC having the trade name Coragen.

References[]

^ EPA Pesticides Fact Sheet: Chlorantraniliprole

[1] EPA Pesticides Fact Sheet: Chlorantraniliprole

[1]

show v t Pest control: Insecticides
Carbamates	Aldicarb Aminocarb Bendiocarb Butocarboxim Carbaryl Carbofuran Carbosulfan m-Cumenyl methylcarbamate Ethienocarb Fenobucarb Methomyl Metolcarb Oxamyl Promecarb Propoxur
Inorganic compounds	Aluminium phosphide Boric acid Chromated copper arsenate Copper(II) arsenate Copper(I) cyanide Cryolite Diatomaceous earth Lead hydrogen arsenate Paris Green Scheele's Green
Insect growth regulators	Benzoylureas Diflubenzuron Flufenoxuron Hydroprene Lufenuron Methoprene Pyriproxyfen
Neonicotinoids	Acetamiprid Clothianidin Dinotefuran Imidacloprid Nitenpyram Nithiazine Thiacloprid Thiamethoxam
Organochlorides	Aldrin Beta-HCH Carbon tetrachloride Chlordane Cyclodiene 1,2-DCB 1,4-DCB 1,1-DCE 1,2-DCE DDD DDE DDT DFDT Dicofol Dieldrin Endosulfan Endrin Heptachlor Kepone Lindane Methoxychlor Mirex Tetradifon Toxaphene
Organophosphorus	Acephate Azamethiphos Azinphos-methyl Bensulide Chlorethoxyfos Chlorfenvinphos Chlorpyrifos Coumaphos Demeton-S-methyl Diazinon Dichlorvos Dicrotophos Diisopropyl fluorophosphate Dimefox Dimethoate Dioxathion Disulfoton Ethion Ethoprop Fenamiphos Fenitrothion Fenthion Isoxathion Malathion Methamidophos Methidathion Mevinphos Mipafox Monocrotophos Naled Omethoate Oxydemeton-methyl Parathion Parathion-methyl Phenthoate Phorate Phosalone Phosmet Phoxim Pirimiphos-methyl Quinalphos R-16661 Schradan Temefos Tebupirimfos Terbufos Tetrachlorvinphos Trichlorfon
Pyrethroids	Acrinathrin Allethrins Bifenthrin Bioallethrin Cyfluthrin Cyhalothrin Cypermethrin Cyphenothrin Deltamethrin Empenthrin Esfenvalerate Etofenprox Fenpropathrin Fenvalerate Flumethrin Imiprothrin Metofluthrin Permethrin Phenothrin Prallethrin Pyrethrin (I, II; chrysanthemic acid) Pyrethrum Resmethrin Silafluofen Tefluthrin Tetramethrin Tralomethrin Transfluthrin
Ryanoids	Chlorantraniliprole Cyantraniliprole Flubendiamide Ryanodine
Other chemicals	Afoxolaner Amitraz Azadirachtin Bensultap Buprofezin Cartap Chlordimeform Chlorfenapyr Cyromazine Fenoxycarb Fipronil Fluralaner Hydramethylnon Indoxacarb Limonene Lotilaner (+milbemycin oxime) Pyriprole Sarolaner Sesamex Spinosad Tebufenozide Tebufenpyrad Veracevine Xanthone Metaflumizone
Metabolites	Oxon Malaoxon Paraoxon TCPy
Biopesticides	Bacillus thuringiensis Baculovirus Beauveria bassiana Isaria fumosorosea Metarhizium acridum Metarhizium anisopliae Nomuraea rileyi Lecanicillium lecanii Paenibacillus popilliae Purpureocillium lilacinum

Names

Chlorantraniliprole 3D molecular model generated using Avogadro software
Preferred IUPAC name 3-Bromo-N-[4-chloro-2-methyl-6-(methylcarbamoyl)phenyl]-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide
Other names Rynaxpyr
Identifiers
CAS Number	500008-45-7
3D model (JSmol)	Interactive image
ChEBI	CHEBI:67113
ChEMBL	ChEMBL399318
ECHA InfoCard	100.112.607
EC Number	610-489-8
KEGG	C18454
PubChem CID	11271640
UNII	622AK9DH9G
CompTox Dashboard (EPA)	DTXSID2044345
show 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
show 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
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H319, H335, H400, 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