| chlorantraniliprole (Ref: DPX E2Y45) |
 |
Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
GENERAL INFORMATION 
for chlorantraniliprole
Description: Used to control a broad spectrum of pests on a range of crops including potatoes and cotton.
Example pests controlled: Cabbage loopers; Corn borers; Armyworms; Cutworms
Example applications: Potatoes; Grapes; Cotton
Efficacy & activity: -
Availability status: Current
Introduction & key dates: 2007
EC Regulation 1107/2009 (repealing 91/414):
| Status | Approved |
| Dossier rapporteur/co-rapporteur | Ireland |
| Date inclusion expires | 30/04/2024 |
| EU Candidate for substitution (CfS) | No |
| Listed in EU database | Yes |
Approved for use (
) or known to be used (
) in the following European countries: 
AT |
BE |
BG |
CY |
CZ |
DE |
DK |
EE |
EL |
ES |
FI |
FR |
HR |
HU |
IE |
IT |
LT |
LU |
LV |
MT |
NL |
PL |
PT |
RO |
SE |
SI |
SK |
UK |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
Also used in: Canada; USA; Australia; Korea; New Zealand; Argentina; China; Chile; Colombia; Honduras; Indonesia; Vietnam
Chemical structure:
| Isomerism | - |
| Chemical formula | C18H14BrCl2N5O2 |
| Canonical SMILES | CC1=C(C(=CC(=C1)Cl)C(=O)NC)NC(=O)C2=CC(=NN2C3=C(C=CC=N3)Cl)Br |
| Isomeric SMILES | No data |
| International Chemical Identifier key (InChIKey) | PSOVNZZNOMJUBI-UHFFFAOYSA-N |
| International Chemical Identifier (InChI) | InChI=1S/C18H14BrCl2N5O2/c1-9-6-10(17(27)22-2)15(12(21)7-9)24-18(28)13-8-14(19)25-26(13)16-11(20)4-3-5-23-16/h3-8H,1-2H3,(H,22,27)(H,24,28) |
| Structure diagram/image available? | Yes |
General status:
| Pesticide type | Insecticide | |||
| Substance group | Anthranilic diamide | |||
| Minimum active substance purity | 930 g/kg | |||
| Known relevant impurities | EU dossier: acetonitrile <3 g/kg; 3-picoline <3 g/kg; methanesulfonic acid <2 g/kg | |||
| Substance origin | Synthetic | |||
| Mode of action | Exhibits larvicidal activity as an orally ingested toxicant by targeting and disrupting the Ca2+ balance; Ryanodine receptor (Group 28) | |||
| CAS RN | 500008-45-7 | |||
| EC number | - | |||
| CIPAC number | 794 | |||
| US EPA chemical code | 090100 | |||
| PubChem CID | 11271640 | |||
| Molecular mass (g mol-1) | 483.15 | |||
| PIN (Preferred Identification Name) | 3-bromo-N-[4-chloro-2-methyl-6-(methylcarbamoyl)phenyl]-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide | |||
| IUPAC name | 3-bromo-4'-chloro-1-(3-chloro-2-pyridyl)-2'-methyl-6'-(methylcarbamoyl)pyrazole-5-carboxanilide | |||
| CAS name | 3-bromo-N-[4-chloro-2-methyl-6-[(methylamino)carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide | |||
| Other status information | PAN listed Highly Hazardous Chemical | |||
| Relevant Environmental Water Quality Standards | - | |||
| Herbicide Resistance Classification (HRAC) | Not applicable | |||
| Herbicide Resistance Classification (WSSA) | Not applicable | |||
| Insecticide Resistance Classification (IRAC) | 28 | |||
| Fungicide Resistance Classification (FRAC) | Not applicable | |||
| Examples of recorded resistance | - | |||
| Physical state | Fine crystalline off-white powder | |||
| Related substances & organisms | - | |||
Formulations:
| Property |
Value | |||
| Example manufacturers & suppliers of products using this active now or historically |
|
|||
| Example products using this active |
|
|||
| UK LERAP status | No UK approval for use as a pesticide under EC Regulation 1107/2009 | |||
| Formulation and application details | Usually supplied as a suspension concentrate or as water dispersible granules. | |||
ENVIRONMENTAL FATE
for chlorantraniliprole
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | 0.88 | A5 | Low | |
| Solubility - In organic solvents at 20oC (mg l-1) | 3446 | A5 - Acetone | - | |
| 1714 | A5 - Methanol | - | ||
| 1144 | A5 - Ethyl acetate | - | ||
| 162 | A5 - o-Xylene | - | ||
| Melting point (oC) | 209 | A5 | - | |
| Boiling point (oC) | Decomposes before boiling | A5 | - | |
| Degradation point (oC) | 330 | A5 | - | |
| Flashpoint (oC) | Not expected to self ignite; Not highly flammable | A5 | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | 7.24 X 1002 | Calculated | - |
| Log P | 2.86 | A5 | Moderate | |
| Bulk density (g ml-1)/Specific gravity | 1.51 | R4 | - | |
| Dissociation constant (pKa) at 25oC | 10.88 | A5 | - | |
| Note: Very weak acid | ||||
| Vapour pressure at 20oC (mPa) | 6.3 X 10-09 | A5 | Low volatility | |
| Henry's law constant at 25oC (Pa m3 mol-1) | 3.2 X 10-09 | R4 | Non-volatile | |
GUS leaching potential index  |
4.22 | Calculated | High leachability | |
| SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate |
Value | 1.86 X 10+00 | Calculated | - |
| Note | - | |||
| Potential for particle bound transport index |
- | Calculated | Medium | |
| Maximum UV-vis absorption L mol-1 cm-1 | Acidic solution: no absorption max >200nm, 290nm = 3941; [Neutral solution: no absorption max >200nm, 290nm = 4185; [Basic solution: absorption max at ~320nm, 290nm = 6082 | F4 | - | |
| Surface tension (mN m-1) | 72.6 | A5 | - | |
Degradation:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
General biodegradability | - |
| Soil degradation (days) (aerobic) | DT50 (typical) | 597 | A5 | Very persistent |
| DT50 (lab at 20oC) | 597 | A5 | Very persistent | |
| DT50 (field) | 204 | A5 | Persistent | |
| DT90 (lab at 20oC) | 1183 | A5 | - | |
| DT90 (field) | 1677 | A5 | - | |
| DT50 modelling endpoint | - | - | - | |
| Note | EU dossier lab studies DT50 range 270-1163 days, DT90 range 742-2205 days, Field studies DT50 range 123-561 days, DT90 range 404-5628 days; Manufacturers published data gives DT50 between 3-12 months, shorter in the presence of crop cover | |||
| Dissipation rate RL50 on plant matrix | Value | 1.3 | R3 | - |
| Note | Cauliflower curd, n=1 | |||
| Dissipation rate RL50 on and in plant matrix | Value | 4.5 | R4 | - |
| Note | Published literature RL50 range 2.2-9.9 days, 4 field grown crops, fruit & straw, n=4 | |||
| Aqueous photolysis DT50 (days) at pH 7 | Value | 0.31 | A5 | Fast |
| Note | - | |||
| Aqueous hydrolysis DT50 (days) at 20oC and pH 7 | Value | Stable | A5 - @ 25 DegC | - |
| Note | pH 4: stable @ 25 DegC; pH 9: unstable @ 25 DegC | |||
| Water-sediment DT50 (days) | 170 | A5 | Slow | |
| Water phase only DT50 (days) | 23.5 | A5 | Slow | |
Soil adsorption and mobility:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Linear | Kd | 3.18 | A5 | Moderately mobile |
| Koc | 362 | |||
| Notes and range | EU dossier Kd range 0.803-8.88 mL/g, Koc range 244-464 mL/g, soils-5 | |||
| Freundlich | Kf | 2.95 | A5 | Moderately mobile |
| Kfoc | 301 | |||
| 1/n | 0.95 | |||
| Notes and range | EU dossier Kf range 0.633-9.16 mL/g, Kfoc range 180-539 mL/g, 1/n range 0.849-1.003, Soils = 5 | |||
| pH sensitivity | None | |||
Key metabolites:
| Metabolite | Formation medium | Estimated maximum occurrence fraction | 1107/2009 relevancy |
|
| 2,6-dichloro-4-methyl-11H-pyrido(2,1-beta)quinazolin-11-one (Ref: IN-ECD73) | Soil | 0.049 | Minor fraction, Relevant | |
| 5-bromo-N-methyl-1H-pyrazole-3-carboxamide (Ref: IN-F6L99) | Soil | 0.021 | Minor fraction, Relevant | |
| 2-(3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazol-5-yl)-6-chloro-8-methyl-4(3H)-quinazoline (Ref: IN-GAZ70) | Soil | 0.044 | Minor fraction, Relevant | |
| 2-(3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazol-5-yl)-6-chloro-3, 8dimethyl-4(3H)-quinazolinone (Ref: IN-EQW78) | Soil | 0.095 | Minor fraction, Relevant | |
Other known metabolites:
| Metabolite name and reference | Aliases | Formation medium / Rate | Estimated maximum occurrence fraction | Metabolising enzymes |
| 3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylic acid (Ref: IN-DBC80) |
- | - | - | - |
| 3-bromo-1H-pyrazole-3-carboxylic acid (Ref: IN-EVK64) |
- | - | - | - |
| N-(2-(aminocarbonyl_4-4chloro-6-methylphenyl)-3-bromo-1-(3-chloro-2-pyridinyl)IH-pyrazole-5-carboxamide (Ref: IN-F9N04) |
- | Soil; Sediment; Water | - | - |
| 2-(((3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-yl)carbonyl)amino)-5-chloro-3-methylbenzoic acid (Ref: IN-GKQ52) |
- | - | - | - |
| 3-bromo-N-(4-chloro020((hydroxymethyl)amino)carbonyl)-6-methylphenyl)-1-)3-chloro-2-pyridinyl)-1H-pyrazole-5-carboximide (Ref: IN-H2H20) |
- | Animal | - | - |
ECOTOXICOLOGY
for chlorantraniliprole
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Bio-concentration factor | BCF (l kg-1) | 15 | A5 Whole fish | Low potential |
| CT50 (days) | 1.5 | - | ||
| Mammals - Acute oral LD50 (mg kg-1) | > 5000 | A5 Rat | Low | |
| Mammals - Short term dietary NOEL | (mg kg-1) | - | - | - |
| (ppm diet) | - | - | ||
| Birds - Acute LD50 (mg kg-1) | > 2250 | A5 Colinus virginianus | Low | |
| Birds - Short term dietary (LC50/LD50) | > 1729 mg kg-1 BW/day | A5 Colinus virginianus | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | > 12.0 | A5 Cyprinodon variegatus | Moderate | |
| Fish - Chronic 21 day NOEC (mg l-1) | - | - | - | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | 0.0116 | A5 Daphnia magna | High | |
| Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) | 0.00447 | A5 Daphnia magna | High | |
| Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) | - | - | - | |
| Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) | - | - | - | |
| Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) | 0.0025 | A5 Pseudokirchneriella subcapitata | High | |
| Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) | - | - | - | |
| Aquatic plants - Acute 7 day EC50, biomass (mg l-1) | > 2.0 | A5 Lemna gibba | Moderate | |
| Non-target plants | > 300 | A5 Ryegrass Vegetative vigour, ER50 as g/ha |
- | |
| > 300 | A5 Ryegrass Seedling emergence, ER50 as g/ha |
- | ||
| Algae - Acute 72 hour EC50, growth (mg l-1) | > 4.0 | A5 Pseudokirchneriella subcapitata | Moderate | |
| Algae - Chronic 96 hour NOEC, growth (mg l-1) | - | - | - | |
| Honeybees | Contact acute 48 hour LD50 (μg bee-1) | > 4 | A5 | Moderate |
| Oral acute 48 hour LD50 (μg bee-1) | > 104.1 | A5 | Low | |
| Unknown mode acute 48 hour LD50 (μg bee-1) | - | - | - | |
| Earthworms - Acute 14 day LC50 (mg kg-1) | > 1000 | A5 Eisenia foetida | Low | |
| Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) | 350 | A5 Eisenia foetida | Low | |
| Other soil macro-organisms - e.g. Collembola | LR50 / EC50 / NOEC / % Effect | - | - | - |
| Other arthropod (1) | LR50 g ha-1 | 750 | > A5 Aphidius rhopalosiphi |
- |
| % Effect | - | - | - | |
| Other arthropod (2) | LR50 g ha-1 | 750 | > A5 Typhlodromus pyri |
- |
| % Effect | - | - | - | |
| Soil micro-organisms | Nitrogen mineralisation: No significant adverse effect Carbon mineralisation: No significant adverse effect |
A5 Dose: 0.7 mg/kf soil, 28 days |
- | |
| Mesocosm study data | NOEAEC mg l-1 | - | - | - |
| NOEAEC mg l-1 | - | - | - | |
HUMAN HEALTH AND PROTECTION
for chlorantraniliprole
General:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Threshold of Toxicological Concern (Cramer Class) |
High (class III) | - | - | |
| Mammals - Acute oral LD50 (mg kg-1) | > 5000 | A5 Rat | Low | |
| Mammals - Dermal LD50 (mg kg-1 body weight) | > 5000 | A5 Rat | - | |
| Mammals - Inhalation LC50 (mg l-1) | > 5.1 | A5 Rat, 4 hr (nose only) | - | |
| Other Mammal toxicity endpoints | - | - | ||
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | 1.56 | A5 Mouse, SF=100 | - | |
| ARfD - Acute Reference Dose (mg kg-1bw day-1) | None allocated | A5 | - | |
| AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) | - | - | - | |
| AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) | 0.2 | A5 Mouse, SF=100 | - | |
| Dermal penetration studies (%) | 1.9-4.0 | A5 Concentration dependent | - | |
| Dangerous Substances Directive 76/464 | - | - | - | |
| Exposure Limits | - | - | - | |
| Exposure Routes | Public | Low risk considering proposed uses | ||
| Occupational | Low risk considering proposed uses | |||
| European MRLs | Click here for the EU MRL pesticide database | |||
| Drinking Water Standards | - | - | - | |
| Drinking Water MAC (μg l-1) | - | - | - | |
Health issues:
| Carcinogen | Mutagen | Endocrine disrupter | Reproduction / development effects | Cholinesterase inhibitor | Neurotoxicant | |||
|
|
|
|
|
|
|||
| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
- |
|
- |
|
- |
|
|||
| General human health issues | Possible liver toxicant | |||||||
: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found
Handling issues:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| General |
Not oxidising or explosive Not senstive to thermal, friction on impact shock |
|||
| CLP classification 2013 | Environment: H400, H410 | |||
| EC Risk Classification |
N - Dangerous for the environment: R50/53 | |||
| EC Safety Classification |
- | |||
| WHO Classification | U | - | Unlikely to present an acute hazard | |
| US EPA Classification (formulation) | IV | - | Caution - Not acutely toxic | |
| UN Number | - | |||
| Waste disposal & packaging |
- | |||
TRANSLATIONS
for chlorantraniliprole
| Language | Name |
| English | chlorantraniliprole |
| French | - |
| German | - |
| Danish | - |
| Italian | - |
| Spanish | clorantranilipol |
| Greek | - |
| Slovenian | - |
| Polish | chlorantraniliprol |
| Swedish | - |
| Hungarian | - |
| Dutch | - |
Record last updated: Friday 14 September 2018
Contact: aeru@herts.ac.uk