chlorantraniliprole
1H-pyrazole-5-carboxamide, 3-bromo-N-[4-chloro-2-methyl-6-[(methylamino)carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-
Identification
| Name | chlorantraniliprole |
| CAS Number | 500008-45-7 |
| FDA UNII | 622AK9DH9G |
| Molecular Formula | C18 H14 Br Cl2 N5 O2 |
| Molecular Weight | 483.15098000 |
| MDL Number | MFCD11840831 |
Regulatory
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) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| 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. |
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Potential Uses
Natural Occurrence
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
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.