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chlorantraniliprole
1H-pyrazole-5-carboxamide, 3-bromo-N-[4-chloro-2-methyl-6-[(methylamino)carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-

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CAS Number: 500008-45-7Picture of molecule3D/inchi
FDA UNII: 622AK9DH9G
MDL:MFCD11840831
XlogP3-AA:4.80 (est)
Molecular Weight:483.15098000
Formula:C18 H14 Br Cl2 N5 O2
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:herbicides / pesticides
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 526.63 °C. @ 760.00 mm Hg (est)
Flash Point: 522.00 °F. TCC ( 272.30 °C. ) (est)
logP (o/w): 3.641 (est)
Soluble in:
 water, 0.3684 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
chlorantraniliprole
Sigma-Aldrich
For experimental / research use only.
Chlorantraniliprole PESTANAL®, analytical standard
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
herbicides / pesticides
Recommendation for chlorantraniliprole usage levels up to:
 not for fragrance use.
 
Recommendation for chlorantraniliprole flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Conclusion on the peer review of the pesticide risk assessment of the active substance chlorantraniliprole
View page or View pdf

Reasoned opinion on the modification of the existing MRLs for chlorantraniliprole in several root and tuber vegetables and oilseeds
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Modification of the existing maximum residue levels for chlorantraniliprole in various crops
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Setting of a temporary maximum residue level for chlorantraniliprole in hops
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Outcome of the consultation with Member States, the applicant and EFSA on the pesticide risk assessment for chlorantraniliprole in light of confirmatory data
View page or View pdf

Setting of an import tolerance for chlorantraniliprole in hops
View page or View pdf

Setting of import tolerances for chlorantraniliprole in oil palms fruits and oil palms kernels
View page or View pdf

Review of the existing maximum residue levels for chlorantraniliprole according to Article 12 of Regulation (EC) No 396/2005
View page or View pdf

Setting of import tolerances for chlorantraniliprole in strawberries and pulses
View page or View pdf

Review of the existing maximum residue levels for chlorantraniliprole according to Article 12 of Regulation (EC) No 396/2005
View page or View pdf

EPI System: View
AIDS Citations:Search
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Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :44147313
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
5-bromo-N-[2-chloro-4-methyl-6-(methylcarbamoyl)phenyl]-2-(3-chloropyridin-2-yl)pyrazole-3-carboxamide
Chemidplus:0500008457
 
References:
 5-bromo-N-[2-chloro-4-methyl-6-(methylcarbamoyl)phenyl]-2-(3-chloropyridin-2-yl)pyrazole-3-carboxamide
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):44147313
Pubchem (sid):135204656
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
KEGG (GenomeNet):C18454
HMDB (The Human Metabolome Database):Search
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
(2-{[3-bromo-1-(3-chloro(2-pyridyl))pyrazol-5-yl]carbonylamino}-5-chloro-3-methylphenyl)-N-methylcarboxamide
3-bromo-N-(4-chloro-2-methyl-6-(methylcarbamoyl)phenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide
5-bromo-N-[2-chloro-4-methyl-6-(methylcarbamoyl)phenyl]-2-(3-chloropyridin-2-yl)pyrazole-3-carboxamide
3-bromo-N-[4-chloro-2-methyl-6-(methylcarbamoyl)phenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide
3-bromo-N-[4-chloro-2-methyl-6-(methylcarbamoyl)phenyl]-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide
3-bromo-N-{4-chloro-2-methyl-6-[(methylamino)carbonyl]phenyl}-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide
 DPX-E2Y45
1H-pyrazole-5-carboxamide, 3-bromo-N-[4-chloro-2-methyl-6-[(methylamino)carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-
 rynaxpyr
 

Articles:

PubMed:Resistance in Cnaphalocrocis medinalis (Lepidoptera: Pyralidae) to new chemistry insecticides.
PubMed:Chlorantraniliprole resistance in the diamondback moth (Lepidoptera: Plutellidae).
PubMed:Effect of synergists on susceptibility to chlorantraniliprole in field populations of Chilo suppressalis (Lepidoptera: Pyralidae).
PubMed:Diamide Insecticide Target Site Specificity in the Heliothis and Musca Ryanodine Receptors Relative to Toxicity.
PubMed:Non-target effects of two sunflower seed treatments on Orius insidiosus (Hemiptera: Anthocoridae).
PubMed:Cholinesterase activity in the caddisfly Sericostoma vittatum: Biochemical enzyme characterization and in vitro effects of insecticides and psychiatric drugs.
PubMed:Fluorescent probes for insect ryanodine receptors: candidate anthranilic diamides.
PubMed:Hydrolysis of Chlorantraniliprole and Cyantraniliprole in Various pH Buffer Solutions.
PubMed:Susceptibility in field populations of codling moth, Cydia pomonella (L.) (Lepidoptera: Tortricidae), in Ontario and Quebec apple orchards to a selection of insecticides.
PubMed:Novel chlorantraniliprole derivatives as potential insecticides and probe to chlorantraniliprole binding site on ryanodine receptor.
PubMed:Relative toxicity and residual activity of insecticides used in blueberry pest management: mortality of natural enemies.
PubMed:Effects of concentration, distance, and application methods of altriset (Chlorantraniliprole) on eastern subterranean termite (Isoptera: Rhinotermitidae).
PubMed:RNAi suppression of the ryanodine receptor gene results in decreased susceptibility to chlorantraniliprole in Colorado potato beetle Leptinotarsa decemlineata.
PubMed:Impacts of a neonicotinoid, neonicotinoid-pyrethroid premix, and anthranilic diamide insecticide on four species of turf-inhabiting beneficial insects.
PubMed:RNAi mediated knockdown of the ryanodine receptor gene decreases chlorantraniliprole susceptibility in Sogatella furcifera.
PubMed:Synthesis and insecticidal evaluation of novel N-pyridylpyrazolecarboxamides containing an amino acid methyl ester and their analogues.
PubMed:Synthesis and insecticidal evaluation of novel anthranilic diamides containing N-substitued nitrophenylpyrazole.
PubMed:Persistence of chlorantraniliprole granule formulation in sugarcane field soil.
PubMed:Species differences in chlorantraniliprole and flubendiamide insecticide binding sites in the ryanodine receptor.
PubMed:Fitness costs associated with field-evolved resistance to chlorantraniliprole in Plutella xylostella (Lepidoptera: Plutellidae).
PubMed:Susceptibility baseline and chlorantraniliprole resistance monitoring in Chilo suppressalis (Lepidoptera: Pyralidae).
PubMed:Lethal and behavioral effects of pesticides on the insect predator Macrolophus pygmaeus.
PubMed:Discovery of cyantraniliprole, a potent and selective anthranilic diamide ryanodine receptor activator with cross-spectrum insecticidal activity.
PubMed:Chemical and photochemical degradation of chlorantraniliprole and characterization of its transformation products.
PubMed:Development of a sensitive monoclonal antibody-based indirect competitive enzyme-linked immunosorbent assay for analysing chlorantraniliprole residues.
PubMed:Geographic susceptibility of Chilo suppressalis Walker (Lepidoptera: Crambidae), to chlorantraniliprole in China.
PubMed:Functional analysis of a point mutation in the ryanodine receptor of Plutella xylostella (L.) associated with resistance to chlorantraniliprole.
PubMed:Insecticide resistance status of field populations of Spodoptera exigua (Lepidoptera: Noctuidae) from China.
PubMed:Transcriptome analysis of chlorantraniliprole resistance development in the diamondback moth Plutella xylostella.
PubMed:Comparative effects of insecticides with different mechanisms of action on Chrysoperla externa (Neuroptera: Chrysopidae): lethal, sublethal and dose-response effects.
PubMed:Fabrication of ZIF-8@SiO2 core-shell microspheres as the stationary phase for high-performance liquid chromatography.
PubMed:Synthesis and insecticidal activities of 2,3-dihydroquinazolin-4(1H)-one derivatives targeting calcium channel.
PubMed:Survival and behavior of the insecticide-exposed predators Podisus nigrispinus and Supputius cincticeps (Heteroptera: Pentatomidae).
PubMed:Preharvest quarantine treatments of chlorantraniliprole, clothianidin, and imidacloprid-based insecticides for control of Japanese beetle (Coleoptera: Scarabaeidae) and other scarab larvae in the root zone of field-grown nursery trees.
PubMed:Comparing effects of insecticides on two green lacewings species, Chrysoperla johnsoni and Chrysoperla carnea (Neuroptera: Chrysopidae).
PubMed:Design, synthesis and insecticidal activities of novel acetamido derivatives containing N-pyridylpyrazole carboxamides.
PubMed:Identification of a critical region in the Drosophila ryanodine receptor that confers sensitivity to diamide insecticides.
PubMed:Laboratory bioassays to estimate the lethal and sublethal effects of various insecticides and fungicides on Deraeocoris brevis (Hemiptera: Miridae).
PubMed:Assessing insecticide hazard to bumble bees foraging on flowering weeds in treated lawns.
PubMed:Toxicity of insecticides to populations of tomato borer Tuta absoluta (Meyrick) from Greece.
PubMed:[Sublethal effect of chlorantraniliprole on the experimental population of non-target insect Nilaparvata lugens (Stål)].
PubMed:[Determination of seven pesticide residues in bamboo shoots by high performance liquid chromatography-tandem mass spectrometry coupled with solid-phase extraction].
PubMed:Synthesis, insecticidal activities, and SAR studies of novel pyridylpyrazole acid derivatives based on amide bridge modification of anthranilic diamide insecticides.
PubMed:Activity of chlorantraniliprole and thiamethoxam seed treatments on life stages of the rice water weevil as affected by the distribution of insecticides in rice plants.
PubMed:Effect of new and old pesticides on Orius armatus (Gross) - an Australian predator of western flower thrips, Frankliniella occidentalis (Pergande).
PubMed:Dietary chlorantraniliprole suppresses reproduction in worker bumblebees.
PubMed:Effects of termiticide exposure on mutual interactions between the treated and untreated workers of the Asian subterranean termite Coptotermes gestroi.
PubMed:Insecticidal effect of chlorantraniliprole against major stored-product insect pests in different grain commodities under laboratory tests.
PubMed:Systemicity of chlorantraniliprole in velvetleaf (Abutilon theophrasti).
PubMed:Ammonium chloride salting out extraction/cleanup for trace-level quantitative analysis in food and biological matrices by flow injection tandem mass spectrometry.
PubMed:Effects of chlorantraniliprole and thiamethoxam rice seed treatments on egg numbers and first instar survival of Lissorhoptrus oryzophilus (Coleoptera: Curculionidae).
PubMed:Persistence and effects of processing on reduction of chlorantraniliprole residues on cowpea fruits.
PubMed:Toxicity and horizontal transfer of chlorantraniliprole in the eastern subterranean termite.
PubMed:Synthesis, crystal structure and biological activity of novel anthranilic diamide insecticide containing alkyl ether group.
PubMed:Characterisation of field-evolved resistance to chlorantraniliprole in the diamondback moth, Plutella xylostella, from China.
PubMed:Synthesis and bioactivity study of 2-acylamino-substituted N'-benzylbenzohydrazide derivatives.
PubMed:Dissipation kinetics of chlorantraniliprole in soils of sugarcane ecosystem.
PubMed:The story of a new insecticidal chemistry class: the diamides.
PubMed:Determination of baseline susceptibility of European populations of Tuta absoluta (Meyrick) to indoxacarb and chlorantraniliprole using a novel dip bioassay method.
PubMed:Resistance to diamide insecticides in diamondback moth, Plutella xylostella (Lepidoptera: Plutellidae) is associated with a mutation in the membrane-spanning domain of the ryanodine receptor.
PubMed:Toxicity of thiamethoxam and mixtures of chlorantraniliprole plus acetamiprid, esfenvalerate, or thiamethoxam to neonates of oriental fruit moth (Lepidoptera: Tortricidae).
PubMed:Systemic effects of thiamethoxam and chlorantraniliprole seed treatments on adult Lissorhoptrus oryzophilus (Coleoptera: Curculionidae) in rice.
PubMed:Insect ryanodine receptor: distinct but coupled insecticide binding sites for [N-C(3)H(3)]chlorantraniliprole, flubendiamide, and [(3)H]ryanodine.
PubMed:Development and validation of QuEChERS method for estimation of chlorantraniliprole residue in vegetables.
PubMed:Synthesis and insecticidal activities of novel anthranilic diamides containing acylthiourea and acylurea.
PubMed:High levels of resistance to chlorantraniliprole evolved in field populations of Plutella xylostella.
PubMed:Laboratory-based toxicological assessments of new insecticides on mortality and fecundity of Neoseiulus fallacis (Acari: Phytoseiidae).
PubMed:Effect of biochar amendment on the bioavailability of pesticide chlorantraniliprole in soil to earthworm.
PubMed:Cloning, characterisation and expression profiling of the cDNA encoding the ryanodine receptor in diamondback moth, Plutella xylostella (L.) (Lepidoptera: Plutellidae).
PubMed:[Impact of biochar amendment on the sorption and dissipation of chlorantraniliprole in soils].
PubMed:Chlorantraniliprole susceptibility in Leptinotarsa decemlineata in the north Xinjiang Uygur autonomous region in China.
PubMed:Environmental fate of chlorantraniliprole residues on cauliflower using QuEChERS technique.
PubMed:Residual toxicity and sublethal effects of chlorantraniliprole on Plutella xylostella (lepidoptera: plutellidae).
PubMed:Decontamination of chlorantraniliprole residues on cabbage and cauliflower through household processing methods.
PubMed:Effect of soil type and exposure duration on mortality and transfer of chlorantraniliprole and fipronil on Formosan subterranean termites (Isoptera: Rhinotermitidae).
PubMed:Development of a rapid resistance monitoring bioassay for codling moth larvae.
PubMed:Chlorantraniliprole/lambda-cyhalothrin, a new insecticide mixture to control Tuta absoluta and Spodoptera littoralis in tomato.
PubMed:Residues of chlorantraniliprole in rice field ecosystem.
PubMed:Dissipation of chlorantraniliprole in tomato fruits and soil.
PubMed:Toxicity and horizontal transfer of chlorantraniliprole against the Asian subterranean termite Coptotermes gestroi (Wasmann): effects of donor:recipient ratio, exposure duration and soil type.
PubMed:Comparative impact of an anthranilic diamide and other insecticidal chemistries on beneficial invertebrates and ecosystem services in turfgrass.
PubMed:Selection for resistance, reversion towards susceptibility and synergism of chlorantraniliprole and spinetoram in obliquebanded leafroller, Choristoneura rosaceana (Lepidoptera: Tortricidae).
PubMed:Pyrolysis of [14C]-chlorantraniliprole in tobacco.
PubMed:Toxicity of seven termiticides on the formosan and eastern subterranean termites.
PubMed:Temporal changes in chlorantraniliprole and indoxacarb in four midwestern soils and bioefficacy against the eastern subterranean termite (Isoptera: Rhinotermitidae).
PubMed:Baseline susceptibilities of B- and Q-biotype Bemisia tabaci to anthranilic diamides in Arizona.
PubMed:Assessment of resistance risk in Spodoptera exigua (Hübner) (Lepidoptera: Noctuidae) to chlorantraniliprole.
PubMed:Insecticide susceptibility of Cnaphalocrocis medinalis (Lepidoptera: Pyralidae) in China.
PubMed:Systemic insecticides reduce feeding, survival, and fecundity of adult black vine weevils (Coleoptera: Curculionidae) on a variety of ornamental nursery crops.
PubMed:Laboratory assays of select candidate insecticides for control of Dendroctonus ponderosae.
PubMed:A laboratory assessment of the toxic attributes of six 'reduced risk insecticides' on Galendromus occidentalis (Acari: Phytoseiidae).
PubMed:Fast extraction and dilution flow injection mass spectrometry method for quantitative chemical residue screening in food.
PubMed:Evaluation of chemical controls and entomopathogenic nematodes for control of Phyllophaga white grubs in a Fraser fir production field.
PubMed:Metabolism of [(14)c]chlorantraniliprole in the lactating goat.
PubMed:QuEChERS multiresidue method validation and mass spectrometric assessment for the novel anthranilic diamide insecticides chlorantraniliprole and cyantraniliprole.
PubMed:Effect of reduced risk pesticides on greenhouse vegetable arthropod biological control agents.
PubMed:Susceptibility of Oriental fruit moth (Lepidoptera: Tortricidae) larvae to selected reduced-risk insecticides.
PubMed:Determination of chlorantraniliprole residues in crops by liquid chromatography coupled with atmospheric pressure chemical ionization mass spectrometry/mass spectrometry.
PubMed:Assessment of resistance risk in obliquebanded leafroller (Lepidoptera: Tortricidae) to the reduced-risk insecticides chlorantraniliprole and spinetoram.
PubMed:Toxicity and residual efficacy of chlorantraniliprole, spinetoram, and emamectin benzoate to obliquebanded leafroller (Lepidoptera: Tortricidae).
PubMed:Acute toxicity of chlorantraniliprole to non-target crayfish (Procambarus clarkii) associated with rice-crayfish cropping systems.
PubMed:Baseline susceptibility of the diamondback moth (Lepidoptera: Plutellidae) to chlorantraniliprole in China.
PubMed:Selectivity of chlorantraniliprole to parasitoid wasps.
PubMed:Susceptibility of Choristoneura rosaceana (Lepidoptera: Tortricidae) to two new reduced-risk insecticides.
PubMed:Bioavailability of chlorantraniliprole and indoxacarb to eastern subterranean termites (Isoptera: Rhinotermitidae) in various soils.
PubMed:Curative activity of insecticides on Rhagoletis pomonella (Diptera: Tephritidae) in apples.
PubMed:Curative activity of insecticides against plum curculio (Coleoptera: Curculionidae) in tart cherries.
PubMed:Effect of reduced risk pesticides for use in greenhouse vegetable production on Bombus impatiens (Hymenoptera: Apidae).
PubMed:Control of bagworms (Lepidoptera: Psychidae) using contact and soil-applied systemic insecticides.
PubMed:Systemic insecticides for control of black vine weevil (Coleoptera: Curculionidae) in container- and field-grown nursery crops.
PubMed:Feeding cessation effects of chlorantraniliprole, a new anthranilic diamide insecticide, in comparison with several insecticides in distinct chemical classes and mode-of-action groups.
PubMed:Effects of chlorantraniliprole on eggs and larvae of Lobesia botrana (Denis & Schiffermüller) (Lepidoptera: Tortricidae).
PubMed:New and selective ryanodine receptor activators for insect control.
PubMed:Lethal and sublethal effects of chlorantraniliprole on three species of Rhagoletis fruit flies (Diptera: Tephritidae).
PubMed:Liquid chromatography-tandem mass spectrometric ion-switching determination of chlorantraniliprole and flubendiamide in fruits and vegetables.
PubMed:Application timing and efficacy of alternatives for the insecticidal control of Tipula paludosa Meigen (Diptera: Tipulidae), a new invasive pest of turf in the northeastern United States.
 
Notes:
anthranilic diamide insecticide.that disrupts mating in codling moth (lepidoptera: tortricidae).
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