클로안트라닐리롤

Pesticides

Agrochemicals -> Pesticide active substances

Active substance -> EU Pesticides database: Approved

Environmental transformation -> Pesticides (parent, predecessor)

Insecticides

Pesticide (Chlorantraniliprole) -> USDA PDB

Solubility in acetone 3.4, acetonitrile 0.71, dichloromethane 2.48, ethyl acetate 1.14, methanol 1.71 (all in g/L)

In water, 0.9-1.0 mg/L at 20 °C, pH 7

Warning

H319 (39.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P261, P264+P265, P271, P273, P280, P304+P340, P305+P351+P338, P319, P337+P317, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 99 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H336: May cause drowsiness or dizziness [Warning Specific target organ toxicity, single exposure; Narcotic effects]

Commission Regulation (EU) No 188/2011

Chlorantraniliprole is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)

2007/560/EC, Reg. (EU) 2018/155, Reg. (EU) 2020/2007, Reg. (EU) 2024/2781, Reg. (EU) No 1199/2013, Reg. (EU) No 540/2011

Chlorantraniliprole: Does not have an individual approval but may be used under an appropriate group standard

FAO/WHO Joint Meeting on Pesticide Residues; Pesticide Residues in Food - 2008 Part II Toxicological Evaluations: Chlorantraniliprole p. 105-34 (September 2008).[Available from, as of February 9, 2011: http://whqlibdoc.who.int/publications/2010/9789241665247_eng.pdf]

U.S. EPA Office of Prevention, Pesticides and Toxic Substances; Pesticide Fact Sheet for Chlorantraniliprole (April 2008)[Available from, as of February 16, 2011: http://www.epa.gov/opprd001/factsheets/]

Tolerances are established for residues of the insecticide chlorantraniliprole, including its metabolites and degradates, in or on the commodities in the table below. Compliance with the tolerance levels specified below is to be determined by measuring only chlorantraniliprole, 3-bromo- N -[4-chloro-2-methyl-6-[(methylamino)carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide. [Table#7632]

Time-limited tolerances are established for the indirect or inadvertent residues of the insecticide chlorantraniliprole, including its metabolites and degradates, in or on the commodities in the table below when present therein as a result of the application of chlorantraniliprole to the growing crops listed in paragraph (a) of this section. Compliance with the tolerance levels specified below is to be determined by measuring only chlorantraniliprole, 3-bromo- N -[4-chloro-2-methyl-6-[(methylamino)carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide. [Table#7633]

Eye Irrit. 2 (39.4%)

Hazardous to the aquatic environment (Acute) - Category 1

In the event of fire, wear self-contained breathing apparatus. Use personal protective equipment. (on small fires) If area is heavily exposed to fire and if conditions permit, let fire burn itself out since water may increase the area contaminated. Cool containers / tanks with water spray. Control Runoff. /DuPont Dermacor X-100 Seed Treatment/

Suitable extinguishing media: Water spray, foam, dry chemical, carbon dioxide (CO2). /DuPont Dermacor X-100 Seed Treatment/

Do not subject to temperatures below 32 degrees F. Store product in original container only in a location inaccessible to children and pets. Do not contaminate water, other pesticides, fertilizer, food or feed in storage. Not for use or storage in or around the home. /DuPont Dermacor X-100 Seed Treatment/

Safe Storage of Pesticides. Always store pesticides in their original containers, complete with labels that list ingredients, directions for use, and first aid steps in case of accidental poisoning. Never store pesticides in cabinets with or near food, animal feed, or medical supplies. Do not store pesticides in places where flooding is possible or in places where they might spill or leak into wells, drains, ground water, or surface water. /Residential users/

Spill Cleanup: Soak up with sawdust, sand, oil dry or other absorbent material. Dispose of in an approved container. If liquid has been spilt in large quantities clean up promptly by scoop or vacuum. /DuPont Dermacor X-100 Seed Treatment/

If a spill occurs, clean it up promptly. Don't wash it away. Instead, sprinkle the spill with sawdust, vermiculite, or kitty litter. Sweep it into a plastic garbage bag, and dispose of it as directed on the pesticide product label./Residential users/

After Applying a Pesticide, Indoors or Outdoors. To remove pesticide residues, use a bucket to rinse tools or equipment three times, including any containers or utensils that you used when mixing the pesticide. Then pour the rinsewater into the pesticide sprayer and reuse the solution by applying it according to the pesticide product label directions. After applying any pesticide wash your hands and any other parts of your body that may have come in contact with the pesticide..To prevent tracking pesticides inside, remove or rinse your boots or shoes before entering your home. Wash any clothes that have been exposed to a lot of pesticide separately from your regular wash. /Residential users/

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

Do not contaminate water, food or feed by storage or disposal. Wastes resulting from the use of this product must be disposed of on site or at an approved waste disposal facility. /DuPont Dermacor X-100 Seed Treatment/

Safe Disposal of Pesticides. The best way to dispose of small amounts of excess pesticides is to use them - apply them - according to the directions on the label. If you cannot use them, ask your neighbors whether they have a similar pest control problem and can use them. If all of the remaining pesticide cannot be properly used, check with your local solid waste management authority, environmental agency, or health department to find out whether your community has a household hazardous waste collection program or a similar program for getting rid of unwanted, leftover pesticides. These authorities can also inform you of any local requirements for pesticide waste disposal. /Residential users/

Safe Disposal of Pesticides. An empty pesticide container can be as hazardous as a full one because of residues left inside. Never reuse such a container. When empty, a pesticide container should be rinsed carefully three times and the rinsewater thoroughly drained back onto the sprayer or the container previously used to mix the pesticide. Use the rinsewater as a pesticide, following label directions. Replace the cap or closure securely. Dispose of the container according to label instructions. Do not puncture or burn a pressurized container like an aerosol - it could explode. Many communities have programs to recycle household waste such as empty bottles and cans. Do not recycle any pesticide containers, however, unless the recycling program specifically accepts pesticide containers and you follow the program's instructions for preparing the empty containers for collection. /Residential users/

... Must be used only in accordance with its labeling and with the Worker Protection Standard, 40 CFR Part 170. /DuPont Dermacor X-100 Seed Treatment/

Do not apply this product in a way that will contact workers or other persons, either directly or through drift. Only protected handlers may be in the area during application. /DuPont Dermacor X-100 Seed Treatment/

Do not enter or allow worker entry into treated areas during the restricted-entry interval (REI) of 4 hours. Exception: If the seed is treated with the product and the treated seed is soil-injected or soil-incorporated, the Worker Protection Standard, under certain circumstances, allows workers to enter the treated area if there will be no contact with anything that has been treated. /DuPont Dermacor X-100 Seed Treatment/

/Restricted-entry interval (REI) of 4 hours./ For early entry into treated areas that is permitted under the Worker Protection Standard and that involves contact with anything that has been treated, such as plants, soil, or water, wear: Long-sleeved shirt and long pants; Shoes plus socks. /DuPont Dermacor X-100 Seed Treatment/

For more Preventive Measures (Complete) data for Chlorantraniliprole (14 total), please visit the HSDB record page.

Tolerances are established for residues of the insecticide chlorantraniliprole, including its metabolites and degradates, in or on the commodities in the table below. Compliance with the tolerance levels specified below is to be determined by measuring only chlorantraniliprole, 3-bromo- N -[4-chloro-2-methyl-6-[(methylamino)carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide. [Table#7630]

Time-limited tolerances are established for the indirect or inadvertent residues of the insecticide chlorantraniliprole, including its metabolites and degradates, in or on the commodities in the table below when present therein as a result of the application of chlorantraniliprole to the growing crops listed in paragraph (a) of this section. Compliance with the tolerance levels specified below is to be determined by measuring only chlorantraniliprole, 3-bromo- N -[4-chloro-2-methyl-6-[(methylamino)carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide. [Table#7631]

Applicators and other handlers must wear: Long-sleeved shirt and long pants. Shoes plus socks. After the product has been diluted in accordance with label directions for use, shirt, pants, socks, and shoes are sufficient Personal Protective Equipment. /DuPont Dermacor X-100 Seed Treatment/

LD50; Species: Apis mellifera (Honey bee) oral >0.119 mg/bee /Chlorantraniliprole 35WG formulated product/ /from table/

LD50; Species: Apis mellifera (Honey bee) contact >0.100 mg/bee /Chlorantraniliprole 35WG formulated product/ /from table/

LD50; Species: Apis mellifera (Honey bee) oral >114.1 ug/bee /Chlorantraniliprole 20SC formulated product/ /from table/

LD50; Species: Colinus virginianus (Northern Bobwhite) oral >2250 mg/kg bw /Chlorantraniliprole technical/ /from table/

For more Ecotoxicity Values (Complete) data for Chlorantraniliprole (10 total), please visit the HSDB record page.

TERRESTRIAL FATE: Based on a classification scheme(1), Koc values of 244 to 464(2), indicate that chlorantraniliprole is expected to have moderate mobility in soil(SRC). Volatilization of chlorantraniliprole from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.4X10-21 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Chlorantraniliprole is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.2X10-14 mm Hg at 25 °C(SRC), determined from a fragment constant method(4). Chlorantraniliprole has an environmental half-life of <2 to 12 months with shorter half-lives occurring with crop cover. This degradation is mostly abiotic(2).

AQUATIC FATE: Based on a classification scheme(1), Koc values of 244 to 464(2), indicate that chlorantraniliprole is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.4X10-21 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 31(SRC), from a log Kow of 2.76(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). Chlorantraniliprole is stable to hydrolysis in the environment up to pH 9 at which point it has a half-life of 10 days(2). Biodegradation data in water were not available(SRC, 2010).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), chlorantraniliprole, which has an estimated vapor pressure of 1.2X10-14 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase chlorantraniliprole may be removed from the air by wet or dry deposition(SRC).

/AQUATIC SPECIES/ ... The acute toxicity of chlorantraniliprole to the red swamp crayfish Procambarus clarkii Girard was determined using aquatic and feeding assays. RESULTS: The aquatic 96 hr median lethal toxicity (LC50) data indicate that technical-grade chlorantraniliprole is highly toxic (US EPA category) to crayfish with an LC50 of 951 ug/L (95% CL = 741-1118 ug/L. A no observed effect concentration (NOEC) of 480 ug/L was recorded. Neither the 36 day chronic feeding study, where crayfish fed on chlorantraniliprole-treated rice seed in aquaria, nor the 144 hr acute feeding test, where crayfish fed on rice seeds treated with chlorantraniliprole, produced mortality or abnormal behavior. CONCLUSION: Chlorantraniliprole is three orders of magnitude less acutely toxic to P. clarkii than lambda-cyhalothrin and etofenprox, two pyrethroid insecticides also used in rice, and is less likely to cause acute crayfish toxicity in rice pond ecosystems. Based on acute toxicity data, the use of chlorantraniliprole should be more compatible with rice-crayfish crop rotations than pyrethroids.

/GENOTOXICITY/ In a cytogenetic assay, primary human lymphocyte cultures were exposed to DPX-E2Y45 Technical (chlorantraniliprole) at concentrations up to precipitating levels (> or = 750 ug/mL) and there were no statistically significant increases in the percentages of cells with structural aberrations or in polyploidy.

An estimated BCF of 31 was calculated in fish for chlorantraniliprole(SRC), using a log Kow of 2.76(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is moderate(SRC).

The Henry's Law constant for chlorantraniliprole is estimated as 1.4X10-21 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that chlorantraniliprole is expected to be essentially nonvolatile from water surfaces(2). Chlorantraniliprole is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.2X10-14 mm Hg(SRC), determined from a fragment constant method(3).

/LABORATORY ANIMALS: Acute Exposure/ In a study of dermal sensitization using the Magnusson and Kligman maximization test, 20 Dunkin Hartley guinea-pigs were exposed to chlorantraniliprole technical (purity, 96.45%; solid powder). During the preliminary testing phase, the concentrations of the test substance used for the intradermal induction, topical induction and topical challenge, respectively, were 5% (w/w), 80% (w/w) and 20% (w/w), the highest non-irritating concentration. The vehicle was mineral oil. The control group consisted of 10 guinea-pigs. The first induction phase involved three paired intradermal injections of 0.1 mL of test substance, 0.1 mL of 50% (v/v) mixture of complete Freund adjuvant in distilled water and 0.1 mL of complete Freund adjuvant with test substance. The guinea-pigs in the control group were treated similarly with vehicle only. The topical induction phase was carried out 1 week later: the guinea-pigs were pre-treated with sodium lauryl sulfate 24 hr before topical applications of 0.5 g of chloroantraniliprole on a gauze pad for 48 hr under occlusion. In the challenge phase, 21 days after study initiation, the guinea-pigs received topical applications of 0.5 mL of the challenge dose and 0.5 ml of a 33% dilution of the challenge dose for 24 hr. At 24 hr and 48 hr after patch removal, the degree of dermal irritation was scored according to the Magnusson and Kligman grading scale. Data from appropriate historical controls exposed to alpha-hexylcinnamaldehyde technical (HCA) were used as the positive control. Statements of adherence to QA and GLP were included. After the intradermal and topical induction phases, very faint to moderate erythema (scores, 0.5-2) was noted at the treatment site in most guinea-pigs receiving chlorantraniliprole and in the control group. At challenge, very faint erythema (score, 0.5) was noted in some guinea-pigs receiving chlorantraniliprole at the highest non-irritating concentration and in some guinea-pigs in the control group. At treatment sites to which the 33% dilution was applied, no dermal reactions were noted.

/LABORATORY ANIMALS: Acute Exposure/ In a study of dermal sensitization groups of five female CBA/JHsd mice were given chlorantraniliprole technical (purity, 96.45%; solid powder) at a concentration of 0%, 5%, 25%, 50% or 100% (prepared at 1 g/mL in dimethylformanimide) w/v in the vehicle N,N-dimethylformanimide (DMF). The substance used as a positive control was 25% alpha-hexylcinnamaldehyde (HCA). For three consecutive days, the mice in each group were treated with 25 uL of the respective solutions on the dorsal surface of each ear. One group of mice was dosed similarly with the positive control, HCA in 4:1 acetone : olive oil (AAO), and one group of mice was dosed similarly with the vehicle used for the positive control only, AAO. On study day 5, the tail vein of each mouse was injected with 20 uCi of 3(H)methyl thymidine and the mice were killed 5 hr later. The single-cell suspensions of the auricular lymph nodes of each ear were incubated overnight and 3(H) activity was counted on day 6. A stimulation index was derived for each experimental group by comparison with the group receiving the vehicle control. A stimulation index of >/= 3 and/or a statistically significant increased stimulation index were considered to be a positive response. Statements of adherence to QA and GLP were included. No clinical signs of toxicity or statistically significant differences in body weights and bodyweight gains were observed. Stimulation indexes were approximately 1 at all concentrations tested. No statistically significant increases in cell proliferation were observed. The test system was validated by the dermal-sensitization response of the positive control, HCA. In this study, chloroantraniliprole was not a dermal sensitizer.

/LABORATORY ANIMALS: Acute Exposure/ In a study of ocular irritation, 0.1 mL (approximately 72 mg) of chlorantraniliprole technical (purity, 96.45%; solid powder) was instilled into the conjunctival sac of the right eye of one young adult New Zealand White male rabbit. The untreated left eye served as a control. Since no severe irritation or corrosion was observed, two additional rabbits were treated in the same way. Ocular irritation was scored according to the Draize system at 1, 24, 48 and 72 hr after instillation. ... No corneal opacity was noted. Iritis was noted in one eye after 1 hr. Conjunctival redness (score, 1) was noted in two out of three eyes at 1 hr, persisting in one eye at 24 hr and 48 hr. Chemosis (score, 1) was noted in two out of three eyes at 1 hr. Discharge (scores, 2 and 3) was noted in one eye at 1 hr and 24 hr. All eyes were free of irritation by 72 hr.

/LABORATORY ANIMALS: Acute Exposure/ In a study of dermal irritation, three New Zealand White male rabbits were dermally exposed for 4 h to 0.5 g of chlorantraniliprole technical (purity, 96.45%; solid powder) moistened with deionized water. Dermal irritation was scored according to the Draize system at 1, 24, 48 and 72 h after patch removal. ... No dermal irritation was observed at any point during the study

For more Non-Human Toxicity Excerpts (Complete) data for Chlorantraniliprole (18 total), please visit the HSDB record page.

Chlorantraniliprole's production may result in its release to the environment through various waste streams; its use as an insecticide will result in its direct release to the environment. If released to air, an estimated vapor pressure of 1.2X10-14 mm Hg at 25 °C indicates chlorantraniliprole will exist solely in the particulate phase in the atmosphere. Particulate-phase chlorantraniliprole will be removed from the atmosphere by wet or dry deposition. If released to soil, chlorantraniliprole is expected to have moderate mobility based upon Koc values of 244 to 464. Volatilization from moist soil surfaces is not expected to be an important fate process based upon an estimated Henry's Law constant of 1.4X10-21 atm-cu m/mole. Chlorantraniliprole has an environmental half-life of <2 to 12 months with shorter half-lives occurring with crop cover. This degradation is mostly abiotic. If released into water, chlorantraniliprole is expected to adsorb to suspended solids and sediment based upon the Koc values. Volatilization from water surfaces is not expected to be an important fate process based upon this compound's estimated Henry's Law constant. An estimated BCF of 31 suggests the potential for bioconcentration in aquatic organisms is moderate. Chlorantraniliprole is stable to hydrolysis in the environment up to pH 9, at which point it has a half-life of 10 days. Occupational exposure to chlorantraniliprole may occur through inhalation and dermal contact with this compound at workplaces where chlorantraniliprole is produced or used. (SRC)

Tolerances are established for residues of the insecticide chlorantraniliprole, including its metabolites and degradates, in or on the commodities in the table below. Compliance with the tolerance levels specified below is to be determined by measuring only chlorantraniliprole, 3-bromo- N -[4-chloro-2-methyl-6-[(methylamino)carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide. [Table#7632]

Time-limited tolerances are established for the indirect or inadvertent residues of the insecticide chlorantraniliprole, including its metabolites and degradates, in or on the commodities in the table below when present therein as a result of the application of chlorantraniliprole to the growing crops listed in paragraph (a) of this section. Compliance with the tolerance levels specified below is to be determined by measuring only chlorantraniliprole, 3-bromo- N -[4-chloro-2-methyl-6-[(methylamino)carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide. [Table#7633]

Chlorantraniliprole is a novel anthranilic diamide insecticide that functions via activation of the insect ryanodine receptors within the sarcoplasmic reticulum causing impaired regulation of muscle contraction. Ryanodine receptor channels regulate the release of internal calcium stores and are important in muscle contraction. Sustained release of calcium levels within the cytosol leads to muscle contraction, paralysis and eventual death of the organism. While insects possess a single form of the ryanodine receptor distributed in muscle and neuronal tissue, mammals possess three forms which are widely distributed in muscle and nonmuscle tissues. Chlorantraniliprole, along with other anthranilic diamide compounds tested, exhibits >500-fold in vitro differential selectivity for insect ryanodine receptors over those of the mammals.

Groups of at least five male and five female Crl:CD (SD)IGS BR rats were given chlorantraniliprole (purity, approximately 100%) at a dose of 0, 25, 100 and 1000 mg/kg bw per day by gavage for 14 consecutive days. Blood was collected from three male rats in each of the groups at 25, 100, and 1000 mg/kg bw on test days 14 and 15 immediately before dosing, and then 30 and 60 min, 2, 4, 8, 12, and 24 hr after dosing for determination of plasma concentrations of chlorantraniliprole. ... Calculated half-lives for chlorantraniliprole in rats in the groups at 25, 100, and 1000 mg/kg bw per day were 3.4, 3.4, and 4.0 hr, respectively).

As part of a 3-month feeding study in rats, ... concentrations of chlorantraniliprole and the two major metabolites, IN-GAZ70 and IN-H2H20 (for structures, see Figure 1) were measured in the plasma. Groups of 10 male and 10 female Crl:CD(SD) IGS BR rats were given diets containing chlorantraniliprole (purity, 95.9%) at a concentration of 0, 600, 2000, 6000, or 20 000 ppm, equal to 0, 36.9, 120, 359, or 1188 mg/kg bw per day for males and 0, 47.0, 157, 460, or 1526 mg/kg bw per day for females. Concentrations of chlorantraniliprole, INGAZ70 and IN-H2H20 were determined by liquid chromatography (LC)/MS in plasma obtained on day 59. Statements of adherence to QA and GLP were provided. Chlorantraniliprole, IN-GAZ70 and IN-H2H20 were present in the plasma at greater concentrations in female rats (up to 0.83, 112 and 0.54 ug/mL, respectively) than in male rats (up to 0.18, 3.7 and 0.08 ug/mL, respectively) with concentrations of IN-GAZ70 being highest. The plasma concentrations of all three analytes were similar at the three higher dietary concentrations in both sexes

The metabolism of chlorantraniliprole was investigated in two studies in Sprague-Dawley Crl:CD(SD)IGS BR rats. ... The experiments were performed with a 1 : 1 (uCi : uCi) mixture of (benzamide carbonyl (14)C)chlorantraniliprole (radiochemical purity, 97%) and [pyrazole-carbonyl 14C]chlorantraniliprole (radiochemical purity, 99%), diluted with chlorantraniliprole technical (purity, 96.45%). The rats were given a single dose at 10 or 200 mg/kg bw or daily doses of 10 mg/kg bw by gavage for 14 days. Metabolites were identified and quantified by high-performance liquid chromatography (HPLC) and mass spectrometry (MS) or tandem mass spectrometry (MS/MS). Statements of adherence to QA and GLP were provided. The metabolism of chlorantraniliprole was extensive and characterized by tolyl methyl and N-methyl carbon hydroxylation, followed by N-demethylation, nitrogen-to-carbon cyclization with loss of a water molecule resulting in the formation of the pyrimidone ring, oxidation of alcohols to carboxylic acids, amide-bridge cleavage, amine hydrolysis, and O-glucuronidation. At both doses, a significant difference between the sexes was apparent in the profile of metabolites in the urine and faeces, which indicated greater potential for hydroxylation of the tolyl methyl and N-methyl carbon groups in male rats than in female rats. For example, in rats at 10 mg/kg bw, the percentage of the administered dose represented by the di-hydroxylated metabolite IN-K9T00 was greater in males (urine, 7.4%; feces, 10.4%) than in females (urine, 2.2%; feces, 4.8%). Concentrations of the methylphenyl mono-hydroxylated metabolite IN-HXH44 were higher in the urine (4.6%) and feces (7.4%) of males than urine (2.4%) and feces (3.5%) of females. IN-KAA24, a carboxylic-acid metabolite of IN-HXH44, was a significant metabolite observed in the urine and faeces of males (10.6% combined), but not in females. Percentages of the N-methyl carbon hydroxylated metabolite IN-H2H20 were higher in females (urine, 3.4%; feces, 15.0%) than in males (urine, 0.3%; feces, 1.4%). At the higher dose, excretion of the parent compound in the urine and feces (78.9-85.5%) was 12-16-fold that at the lower dose (4.9-7.3%). The profile of metabolites in rats at 200 mg/kg bw was similar to that in rats at 10 mg/kg bw. The profile of metabolites in the urine and faeces of rats given repeated doses was similar to that observed for rats given single doses. Some minor differences included an apparent increase in the percentages of hydroxylated and polar metabolites such as IN-H2H20, IN-K7H29, and INKAA24 after repeated doses. IN-GAZ70 was observed in the faeces of female rats after 7 and 14 days of repeated doses, but not after a single dose.

/A lactating goat/ was given a single daily oral dose of 1:1 mixture of BC-labeled and PC-labeled chlorantraniliprole at 10 ppm for 7 consecutive days. Feces and urine were collected once daily and milk collected twice daily. The goat was sacrificed 23 hours after the last dose. The major metabolites were formed by N-demethylation, hydroxylation at the benzylic position and further oxidation to carboxylic acid and cyclization with loss of water to yield various cyclic metabolites. The majority of the administered dose was eliminated through the feces and urine. Undegraded parent was the major terminal residue identified in kidney, muscle, and fat, and it was also a residue in liver and milk.

Groups of at least five male and five female Crl:CD (SD)IGS BR rats were given chlorantraniliprole (purity, approximately 100%) at a dose of 0, 25, 100 and 1000 mg/kg bw per day by gavage for 14 consecutive days. Blood was collected from three male rats in each of the groups at 25, 100, and 1000 mg/kg bw on test days 14 and 15 immediately before dosing, and then 30 and 60 min, 2, 4, 8, 12, and 24 hr after dosing for determination of plasma concentrations of chlorantraniliprole. On day 14, liver tissue of five male and five female rats per group was processed for hepatic biochemical evaluations (beta-oxidation activity, total and specific cytochrome P450 content). Blood was separated into plasma and erythrocytes. In additional male rats assigned to the groups at 25, 100, and 1000 mg/kg bw per day, fat samples were collected for the purpose of assessing potential bioaccumulation of the test substance. The area under the curve of concentration time (AUC) for chlorantraniliprole was not proportional to dose, indicating that absorption was decreased at higher doses. Calculated half-lives for chlorantraniliprole in rats in the groups at 25, 100, and 1000 mg/kg bw per day were 3.4, 3.4, and 4.0 hr, respectively). Peak plasma concentrations occurred at 0.25, 0.42 and 2.75 h in the groups at 25, 100, and 1000 mg/kg bw per day. The maximum plasma concentrations (up to 0.48 ug/ml at 25 mg/ kg bw) were similar at all doses. The concentrations of the test substance in fat were below the limit of quantitation at 24 hr after dosing, indicating no significant accumulation of the parent compound.

Chlorantraniliprole was readily absorbed after oral administration /in Sprague Dawley Crl:CD(SD)IGS BR rats/, although absorption was incomplete and dose-related, with Tmax values of 5-9 hr after the lower dose and 11-12 hr after the higher dose. At a dose of 10 mg/kg bw, plasma concentrations peaked at 3.0 and 5.4 ug equivalents/g in males and females, respectively. After 24 hr, plasma concentrations in males and females were about 1.4 and 3.6 ug equivalents/g. At 200 mg/kg bw, plasma concentrations peaked at 5.1 and 7.1 ug equivalents/g in males and females, respectively. In the experiment with bile-duct cannulated rats, total absorption was 73-85% after a dose of 10 mg/kg bw and 12-13% after a dose of 200 mg/kg bw. At the lower dose, 48 hr after dosing 18-30% and 49-53% of the absorbed radiolabel was excreted in urine and bile respectively, while 2-6% and 10-20% was found in tissue and feces respectively. At the higher dose, 48 hr after dosing 4% and 5-7% of the absorbed radiolabel was excreted in the urine and bile, respectively, while 3% and 55-71% was found in tissue and feces, respectively. (14)C residues showed extensive distribution in the tissues. In the rats at the lower dose, 0.8% and 3.3% of the administered dose was recovered from the tissues of males and females, respectively, at 168 hr after dosing. At this time-point, tissues of males and females at the higher dose contained 0.2% and 0.5%, respectively, of the administered dose. No significant radioactivity was exhaled as (14)C-labelled volatiles or (14)CO2. Concentrations of (140C residues were lower in erythrocytes and tissues than in plasma. The mean plasma elimination half-lives were shorter in males (38-43 hr) than in females (78-82 hr) rats.

In a kinetic study that complied with OECD guideline 417, male and female Sprague-Dawley Crl:CD(SD)IGS BR rats were given up to 14 daily doses of [14C]chlorantraniliprole at 10 mg/kg bw per day by gavage. The experiments were performed with a 1 : 1 uCi/uCi mixture of (benzamide carbonyl (14)C)-chlorantraniliprole (radiochemical purity, 97%) and (pyrazole-carbonyl (14)C)chlorantraniliprole (radiochemical purity, 99%), diluted with chlorantraniliprole technical (purity, 96.45%). Rats were checked daily for clinical signs of toxicity. In three females per group, (14)C residues were quantified in whole blood, plasma, erythrocytes, fat, kidney, liver and muscle on days 5, 9, 12, 17, and 27. An evaluation of the distribution of (14)C residues in 21 tissues of three males and three females per group was performed on days 15 and 21. Material balance and rate and extent of urine and faecal excretion by male and female rats was quantified until day 21 (seven days after the last dose). Metabolites in urine and feces (% of accumulating dose), collected for intervals of 24 hr after the first, seventh, and last (fourteenth) day of dosing were profiled. ... More than 98.4% of the administered dose was recovered. Plasma and tissue concentrations indicated that steady-state kinetic behaviour was reached in male rats after 14 days of dosing. In female rats, concentrations of radiolabel in the plasma and tissue were near steady-state at the end of the 14-day dosing period. At day 15, plasma concentrations peaked at 4.6 and 32 ug equivalents/g in males and females, respectively, these concentrations being about two- and seven-fold higher than 24 hr after a single dose at 10 mg/kg bw. The concentrations of (14)C residues in tissues were higher in females than in males (2.35% vs 0.35% of the administered dose) at 168 hr after the last dose. After dosing, the concentration of 14C residues in the selected tissues of female rats declined, with half-lives ranging from 3.9 to 7.7 days. The half-life in plasma (T1/2 = 7.2 days) was approximately twofold that determined from plasma collected for up to 5 days after administration of a single dose (T1/2 = 3.4 days). A more extensive evaluation of tissue residues in 21 different tissues produced profiles of concentration and percent of dose that were similar to those observed in the single-dose study. Ratios of concentrations in tissue and plasma were less than 1. Most of the administered dose was excreted in the faeces (males, 72.9%; females, 81.6%). In the urine, 16.7% and 12.1% of the administered dose was excreted by males and females, respectively. The overall pattern of distribution and excretion for multiple dosing (10 mg/kg bw per day X 14 days) generally resided between the pattern observed for administration of a single low dose (10 mg/ kg bw) and a single high dose (200 mg/kg bw).

For chlorantraniliprole (USEPA/OPP Pesticide Code: 090100) ACTIVE products with label matches. /SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Registered uses: pome fruit, stone fruit, leafy vegetables, cucurbit vegetables, fruiting vegetables, cotton, grapes, potatoes, rice, ornamentals, turf grass growing in resdential, commercial, and public landscaped areas

Insecticide

Composition: Technical is greater than or equal to 93%.

Flowable concentrate for seed treatment; granule; suspension concentrate (= flowable concentrate); water dispersible granule.

PREMIX PARTNERS: lambda-Cyhalothrin; Thiamethoxam.

Durivo (Syngenta Crop Protection, LLC.) 17.5% Thiamethoxam, 8.8% Chlorantraniliprole

For more Formulations/Preparations (Complete) data for Chlorantraniliprole (28 total), please visit the HSDB record page.

Insecticides

Environmental transformation -> Pesticides (parent, predecessor)