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cyantraniliprole (Ref: DPX-HGW86)
** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

SUMMARY

A new insecticide that is currently being assessed for use in the EU. It has a low aqueous solubility and is non-volatile. It is not expected to be persistent in soil or water systems. It has a low mammalian toxicity and a low potential to bioaccumulate. No significant health issues have been identified. It is highly toxic to honeybees, moderately toxic to earthworms and most aquatic species.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for cyantraniliprole

Description: New broad sprectrum insecticide for a wide range of crops that is effective against many key chewing and sucking pests

Example pests controlled: Whitefly; Thrips; Aphids; Fruitflies; Psyllids; Fruit worms

Example applications: Onions; Potatoes; Field tomatoes

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 2008

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur United Kingdom/France
Date inclusion expires 14/09/2026
EU Candidate for substitution (CfS) No
Listed in EU database Yes

Approved for use () or known to be used () in the following European countries: Click to access a note on the approvals information on this site

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: China; Global registration anticipated by 2012

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C19H14BrClN6O2
Canonical SMILES CC1=CC(=CC(=C1NC(=O)C2=CC(=NN2C3=C(C=CC=N3)Cl)Br)C(=O)NC)C#N
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) DVBUIBGJRQBEDP-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C19H14BrClN6O2/c1-10-6-11(9-22)7-12(18(28)23-2)16(10)25-19(29)14-8-15(20)26-27(14)17-13(21)4-3-5-24-17/h3-8H,1-2H3,(H,23,28)(H,25,29)
Structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Insecticide
Substance group Diamide
Minimum active substance purity 940 g/Kg
Known relevant impurities EU dossier: methansulfonic acid <2 g/kg; heptane <7g/kg, 3-picoline <3g/kg; IN-Q6S09 <1mg/kg; IN-RYA13 <20mg/kg
Substance origin Synthetic
Mode of action Exhibits larvicidal activity as an orally ingested toxicant by targeting and disrupting the Ca2+ balance, Second generation ryanodine receptor, Foliar and systemic activity
CAS RN 736994-63-1
EC number -
CIPAC number -
US EPA chemical code 090098
PubChem CID 11578610
Molecular mass (g mol-1) 473.72
PIN (Preferred Identification Name) 3-bromo-1-(3-chloropyridin-2-yl)-N-[4-cyano-2-methyl-6-(methylcarbamoyl)phenyl]-1H-pyrazole-5-carboxamide
IUPAC name 3-bromo-1-(3-chloro-2-pyridyl)-4'-cyano-2'-methyl-6'-(methylcarbamoyl)pyrazole-5-carboxanilide
CAS name 3-bromo-1-(3-chloro-2-pyridinyl)-N-(4-cyano-2-methyl-6-((methylamino)carbonyl)phenyl)-1H-pyrazole-5-carboxamide
Other status information -
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 None identified
Physical state White powdery solid
Related substances & organisms -

Formulations:
Property Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • DuPont
  • Syngenta
Example products using this active
  • Cyazypyr
  • Benevia
  • Exirel
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Applied directly to soil but may also be used as a seed treatment or foliar spray.


ENVIRONMENTAL FATE

for cyantraniliprole

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
Solubility - In water at 20oC (mg l-1) 14.2 P4 Low
Solubility - In organic solvents at 20oC (mg l-1) 6540 A5 - Acetone -
1960 A5 - Ethyl acetate -
576 P4 - Toluene -
4730 A5 - Methanol -
Melting point (oC) 224 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 350 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.05 X 1002 Calculated -
Log P 2.02 A5 Low
Bulk density (g ml-1)/Specific gravity - - -
Dissociation constant (pKa) at 25oC 8.8 A5 -
Note:
Vapour pressure at 20oC (mPa) 5.13 X 10-12 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.7 X 10-13 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 2.63 Calculated Transition state
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Click here for a note on the limitations of the SCI-GROW index Value 1.72 X 10-01 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated Low
Maximum UV-vis absorption L mol-1 cm-1 - - -
Surface tension (mN m-1) 69.4 A5 -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 34.4 A5 Moderately persistent
DT50 (lab at 20oC) 34.4 A5 Moderately persistent
DT50 (field) 32.4 A5 Moderately persistent
DT90 (lab at 20oC) 226.4 A5 -
DT90 (field) 177.4 A5 -
DT50 modelling endpoint - - -
Note EU dossier Lab studies DT50 range 8.7-91.9 days, DT90 range 66.2-376 days; Field studies DT50 range 16.9-51.3 days, DT90 range 55.5-257.4 days; Literature data lab studies DT50 range 3.4-21.6 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 3.9 R4 -
Note Published data RL50 range 2.2-5.2 days for 5 field grown crops, various matrices, n=6
Aqueous photolysis DT50 (days) at pH 7 Value 0.22 A5 Fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 61 A5 Moderately persistent
Note pH sensitive 261 days @pH4; 1.8 days @pH9 all at 20 DegC
Water-sediment DT50 (days) 7.03 A5 Fast
Water phase only DT50 (days) - - -

Soil adsorption and mobility:
Property Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
Linear Kd 3.73 A5 Moderately mobile
Koc 241
Notes and range EU dossier Kd range 2.51-7.14 mL/g, koc range 157 to 367 mL/g. Soils=5
Freundlich Kf 2.95 A5 Moderately mobile
Kfoc 193
1/n 0.93
Notes and range [EU dossier Kf range 2.05-5.05 mL/g, Kfoc range 155-266 mL/g, 1/n range 0.895-0.958, Soils=5
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
2-(3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl)-3,8-dimethyl-4-oxo-3,4-dihydroquinazoline-6-carbonitrile (Ref: IN-J9Z38) This metabolite may cause environmental pollution, click here for further information Soil   0.719   Major fraction; Relevant
4-(((3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl)carbonyl)amino)-N3,5-dimethylisophthalamide (Ref: IN-JCZ38) This metabolite may cause environmental pollution, click here for further information Soil   0.396   Major fraction; Relevant
4-(((3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl)carbonyl)amino)-3-methyl-5-(methylcarbamoyl)benzoic acid (Ref: IN-JSE76) This metabolite may cause environmental pollution, click here for further information Soil   0.429   Major fraction; Relevant
2-(3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl)-3,8-dimethyl-4-oxo-3,4-dihydroquinazoline-6-carboxamide (Ref: IN-K5A77) This metabolite may cause environmental pollution, click here for further information Soil   0.288   Major fraction; Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
3-bromo-N-methyl-1H-pyrazole-5-carboxamide IN-F6L99 Plant; Surface water (hydrolysis) - -
2-[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]-3,8-dimethyl-4-oxo-3,4-dihydroquinazoline-6-carboxylic acid IN-K5A78 Groundwater - -
4-({[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino)-5-methylisophthalamide IN-K7H19 Soil; Storage - -
3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide IN-M2G98 Groundwater - -
2-[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]-8-methyl-4-oxo-1,4-dihydroquinazoline-6-carbonitrile IN-MLA84 Plant; Storage - -
3-bromo-1-(3-chloropyridin-2-yl)-N-{4-cyano-2-[(hydroxymethyl)carbamoyl]-6-methylphenyl}-1H-pyrazole-5-carboxamide IN-MYX98 Storage; Milk - -
2-[3-bromo-1-(3-hydroxypyridin-2-yl)-1Hpyrazol-pyrazol-5-yl]-3,8-dimethyl-4-oxo-3,4-dihydroquinazoline-6-carbonitrile IN-NXX70 Soil - -
6-chloro-4-methyl-11-oxo-11H-pyrido[2,1-b]quinazoline-2-carbonitrile IN-N5M09 Plant; Soil - -
3-bromo-1-(3-chloropyridin-2-yl)-N-[4-cyano-2-(hydroxymethyl)-6-(methylcarbamoyl)phenyl]-1H-pyrazole-5-carboxamide IN-N7B69 Plant; Storage - -
2-[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]-8-methyl-4-oxo-1,4-dihydroquinazoline-6-carboxylic acid IN-PLT97 Groundwater - -
2-(5-bromo-1H-pyrazol-3-yl)-3,8-dimethyl-4-oxo-1,2,3,4-tetrahydroquinazoline-6-carbonitrile IN-QKV54 Soil (Photolysis) - -
2-(2-bromo-4-oxopyrazolo[1,5-a]pyrido[3,2-e]pyrazin-5(4H)-yl)-5-cyano-N,3-dimethylbenzamide IN-RNU71 Soil - -


ECOTOXICOLOGY

for cyantraniliprole

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) 1.0 P4 Whole fish Low potential
CT50 (days) - -
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 Colius viriginianus Low
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) > 12.6 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 0.020 A5 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) - - -
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 1.2 A5 Americamysis bahia Moderate
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) 719 A4 Chironomus riparius, 48hr LC50 Low
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) > 12.1 A5 Lemna gibba Low
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) > 13.0 A5 Pseudokirchneriella subcapitata Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 0.0934 P4 High
Oral acute 48 hour LD50 (μg bee-1) - - -
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 945 A5 Eisenia foetida Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 230 A5 Typhlodromus pyri -
% Effect - - -
Other arthropod (2) LR50 g ha-1 0.109 A5 Aphidius rhopalosiphi -
% Effect - - -
Soil micro-organisms - - -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for cyantraniliprole

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the 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) > 5.2 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.01 A5 Dog, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) Not 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) 0.007 A5 Dog, SF=100+ -
Dermal penetration studies (%) 0.1-0.6 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public No significant risks identified for pattern of use proposed
Occupational No significant risks identified for pattern of use proposed
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 Potential skin senistiser
Some risk of thyroid effects
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 Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes IMDG Transport code 9
Not explosive or oxidising
CLP classification 2013 Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R43
N - Dangerous for the environment: R50
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification NL - Not listed
US EPA Classification (formulation) - -
UN Number 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for cyantraniliprole

Language Name
English cyantraniliprole
French cyantraniliprole
German -
Danish -
Italian -
Spanish -
Greek -
Slovenian -
Polish -
Swedish -
Hungarian -
Dutch -

Record last updated: Friday 14 September 2018
Contact: aeru@herts.ac.uk