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Tetraniliprole
Last updated: 18/12/2020
(Not known by any other names)

GENERAL INFORMATION
Description
A novel insecticide for the control of various insect pests on certain fruit and nuts
Example pests controlled
Lepidopteran, Dipteran and Coleopteran pests
Example applications
Nuts including almonds, macadamias; Pome and stone fruit
Efficacy & activity
-
Availability status
Novel
Introduction & key dates
-
UK regulatory status
UK COPR regulatory status
Not approved
Date COPR inclusion expires
Not applicable
UK LERAP status
No UK approval for use
EC Regulation 1107/2009 (repealing 91/414)
EC Regulation 1107/2009 status
Not approved
Dossier rapporteur/co-rapporteur
Not applicable
Date EC 1107/2009 inclusion expires
Not applicable
EU Candidate for substitution (CfS)
Not applicable
Listed in EU database
No
Approved for use (✓) under EC 1107/2009 in the following EU Member States
ATAustria
BEBelgium
BGBulgaria
CYCyprus
CZCzech Republic
DEGermany
DKDenmark
EEEstonia
ELGreece
                 
ESSpain
FIFinland
FRFrance
HRCroatia
HUHungary
IEIreland
ITItaly
LTLithuania
LULuxembourg
                 
LVLatvia
MTMalta
NLNetherlands
PLPoland
PTPortugal
RORomania
SESweden
SISlovenia
SKSlovakia
                 
Also used in
Also used in
Australia, Canada, USA, Zimbabwe, Korea and Cambodia
Chemical structure
Isomerism
None
Chemical formula
C₂₂H₁₆ClF₃N₁₀O₂
Canonical SMILES
CC1=CC(=CC(=C1NC(=O)C2=CC(=NN2C3=C(C=CC=N3)Cl)CN4N=C(N=N4)C(F)(F)F)C(=O)NC)C#N
Isomeric SMILES
Not applicable
International Chemical Identifier key (InChIKey)
KNDVJPKNBVIKML-UHFFFAOYSA-N
International Chemical Identifier (InChI)
InChI=1S/C22H16ClF3N10O2/c1-11-6-12(9-27)7-14(19(37)28-2)17(11)30-20(38)16-8-13(10-35-33-21(31-34-35)22(24,25)26)32-36(16)18-15(23)4-3-5-29-18/h3-8H,10H2,1-2H3,(H,28,37)(H,30,38)
2D structure diagram/image available?
Yes
General status
Pesticide type
Insecticide
Substance group
Anthranilamide
Minimum active substance purity
-
Known relevant impurities
-
Substance origin
Synthetic
Mode of action
Acts by ingestion. It interferes with the ryanodine-sensitive calcium release channels which lead to loss of muscle control and subsequent insect immobility.
CAS RN
1229654-66-3
EC number
810-161-6
CIPAC number
-
US EPA chemical code
-
PubChem CID
-
Molecular mass
544.88
PIN (Preferred Identification Name)
1-(3-chloropyridin-2-yl)-N-[4-cyano-2-methyl-6-(methylcarbamoyl)phenyl]-3-([5-(trifluoromethyl)-2H-tetrazol-2-yl]methyl)-1H-pyrazole-5-carboxamide
IUPAC name
1-(3-chloro-2-pyridyl)-4′-cyano-2′-methyl-6′-(methylcarbamoyl)-3-([5-(trifluoromethyl)-2H-tetrazol-2-yl]methyl)-1H-pyrazole-5-carboxanilide
CAS name
1-(3-chloro-2-pyridinyl)-N-[4-cyano-2-methyl-6-[(methylamino)carbonyl]phenyl]-3-[[5-(trifluoromethyl)-2H-tetrazol-2-yl]methyl]-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
Beige, solid powder
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • Vayego 200SC
Example products using this active
  • Bayer CropScience
Formulation and application details
-
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
1.0
P5 P = Other governments and regulators
5 = Verified data used for regulatory purposes
Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)
170
P5 P = Other governments and regulators
5 = Verified data used for regulatory purposes
Toluene
-
2900
P5 P = Other governments and regulators
5 = Verified data used for regulatory purposes
Methanol
-
6400
P5 P = Other governments and regulators
5 = Verified data used for regulatory purposes
Ethyl acetate
-
21800
P5 P = Other governments and regulators
5 = Verified data used for regulatory purposes
Acetone
-
Melting point (°C)
- - -
Boiling point (°C)
- - -
Degradation point (°C)
- - -
Flashpoint (°C)
Not expected to self-ignite, Not highly flammable - -
Octanol-water partition coefficient at pH 7, 20 °C
P
3.98 X 1002 Calculated -
Log P
2.6
P5 P = Other governments and regulators
5 = Verified data used for regulatory purposes
Low
Bulk density (g ml⁻¹)
1.52
P5 P = Other governments and regulators
5 = Verified data used for regulatory purposes
-
Dissociation constant pKa) at 25 °C
9.1
P5 P = Other governments and regulators
5 = Verified data used for regulatory purposes
-
-
Vapour pressure at 20 °C (mPa)
3.2 X 10-03
P5 P = Other governments and regulators
5 = Verified data used for regulatory purposes
Low volatility
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
1.7 X 10-03
P5 P = Other governments and regulators
5 = Verified data used for regulatory purposes
Non-volatile
Maximum UV-vis absorption L mol⁻¹ cm⁻¹
Neutral S=soln: 204nm=45774, 267nm=17237
Acidic soln: 204nm=47357, 267nm=17172
Basic soln: 204nm=38595, 267nm=15969, 316nm=9645
P5 P = Other governments and regulators
5 = Verified data used for regulatory purposes
-
Surface tension (mN m⁻¹)
- - -
Degradation
Property
Value
Source; quality score; and other information
Interpretation
General biodegradability
Not readily biodegradable
Soil degradation (days) (aerobic)
DT₅₀ (typical)
86
P5 P = Other governments and regulators
5 = Verified data used for regulatory purposes
Moderately persistent
DT₅₀ (lab at 20 °C)
86
P5 P = Other governments and regulators
5 = Verified data used for regulatory purposes
Moderately persistent
DT₅₀ (field)
165
P5 P = Other governments and regulators
5 = Verified data used for regulatory purposes
Persistent
DT₉₀ (lab at 20 °C)
- - -
DT₉₀ (field)
- - -
DT₅₀ modelling endpoint
86
P5 P = Other governments and regulators
5 = Verified data used for regulatory purposes
Geometric mean
-
Note
Australian dossier: Lab studies DT₅₀ range 28 to 171 days; Field studies DT₅₀ 25-433 days
Dissipation rate RL₅₀ on plant matrix
Value
- - -
Note
-
Dissipation rate RL₅₀ on and in plant matrix
Value
- - -
Note
-
Aqueous photolysis DT₅₀ (days) at pH 7
Value
- - -
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
58.0
P5 P = Other governments and regulators
5 = Verified data used for regulatory purposes
Moderately persistent
Note
265 days at pH 4; 1.27 days at pH 9
Water-sediment DT₅₀ (days)
- - -
Water phase only DT₅₀ (days)
- - -
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd
ND
E4 E = Manufacturers safety data sheets
4 = Verified data
Moderately mobile
Koc
224
Notes and range
Koc range: 195 - 252 mL g⁻¹
Freundlich
Kf
5.9
P4 P = Other governments and regulators
4 = Verified data
-
Kfoc
-
1/n
-
Notes and range
Australian dossier: Kf range 1.2-10 mL g⁻¹
pH sensitivity
-
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
GUS leaching potential index
3.66 Calculated High leachability
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
8.22 X 10-01 Calculated -
Note
-
Potential for particle bound transport index
Medium Calculated -
Potential for loss via drain flow
Moderately mobile Calculated -
ECOTOXICOLOGY
Property
Value
Source; quality score; and other information
Interpretation
Bio-concentration factor
BCF (l kg⁻¹)
- - -
CT₅₀ (days)
- -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 200
P5 P = Other governments and regulators
5 = Verified data used for regulatory purposes
Rat
Moderate
Mammals - Short term dietary NOEL
(mg kg⁻¹)
- - -
(ppm diet)
- -
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)
- - -
Birds - Acute LD₅₀ (mg kg⁻¹)
- - -
Birds - Short term dietary (LC₅₀/LD₅₀)
- - -
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
- - -
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
> 541
E4 E = Manufacturers safety data sheets
4 = Verified data
Oncorhynchus mykiss
Low
Fish - Chronic 21 day NOEC (mg l⁻¹)
- - -
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
> 0,382
E4 E = Manufacturers safety data sheets
4 = Verified data
Daphnia magna
Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)
- - -
Aquatic crustaceans - Acute 96 hour LC₅₀ (mg l⁻¹)
> 541.0
E4 E = Manufacturers safety data sheets
4 = Verified data
Raphidocelis subcapitata
Low
Sediment dwelling organisms - Acute 96 hour LC₅₀ (mg l⁻¹)
- - -
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)
- - -
Non-target plants
- - -
- - -
Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)
- - -
Algae - Chronic 96 hour NOEC, growth (mg l⁻¹)
- - -
Honeybees (Apis spp.)
Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
- - -
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
- - -
Unknown mode acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
- - -
Bumblebees (Bombus spp.)
Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
- - -
-
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
- - -
-
Mason bees (Osmia spp.)
Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
- - -
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
- - -
Other pollinators (1)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
- - -
Mode of exposure
-
Other pollinators (2)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
- - -
Mode of exposure
-
Earthworms - Acute 14 day LC₅₀ (mg kg⁻¹)
- - -
Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)
- - -
Other soil macro-organisms
Acute LC₅₀ (mg kg⁻¹)
- - -
Chronic NOEC (mg kg⁻¹)
- - -
Other arthropod (1)
LR₅₀ g ha⁻¹
- - -
% Effect
- - -
Other arthropod (2)
LR₅₀ g ha⁻¹
- - -
% Effect
- - -
Soil micro-organisms
- - -
Mesocosm study data
NOEAEC mg l⁻¹
- - -
NOEAEC mg l⁻¹
- - -
HUMAN HEALTH AND PROTECTION
General
Property
Value
Source; quality score; and other information
Interpretation
Threshold of Toxicological Concern (Cramer Class)
High (Class III) - -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 200
P5 P = Other governments and regulators
5 = Verified data used for regulatory purposes
Rat
Moderate
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
2000
P5 P = Other governments and regulators
5 = Verified data used for regulatory purposes
Rat
-
Mammals - Inhalation LC₅₀ (mg l⁻¹)
> 4.5
E4 E = Manufacturers safety data sheets
4 = Verified data
Rat 4 hr
-
Other Mammal toxicity endpoints
- - -
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)
- - -
ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)
- - -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg⁻¹ bw day⁻¹)
- - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg⁻¹ bw day⁻¹)
- - -
Dermal penetration studies (%)
- - -
Dangerous Substances Directive 76/464
- - -
Exposure Routes
Public
-
Occupational
-
European MRLs
EU MRL pesticide database 
Drinking Water Standards
- - -
Drinking Water MAC (μg l⁻¹)
- - -
Health issues
Specific human health issues
Carcinogen
Genotoxic
Endocrine disruptor
XNo, known not to cause a problem
A0 A = Chromosome aberration (EFSA database)
0 = No data
;
B0 B = DNA damage/repair (EFSA database)
0 = No data
;
C0 C = Gene mutation (EFSA database)
0 = No data
;
D0 D = Genome mutation (EFSA database)
0 = No data
;
E3 E = Unspecified genotoxicity type (miscellaneous data source)
3 = Negative
No data found
Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant
XNo, known not to cause a problem
No data found No data found
Respiratory tract irritant Skin irritant Skin sensitiser
No data found
XNo, known not to cause a problem
?Possibly, status not identified
Eye irritant Phototoxicant  
?Possibly, status not identified
No data found  
General human health issues
No information available
Handling issues
Property
Value and interpretation
General
Not explosive or oxidising
IMDG Transport Code is 9
CLP classification 2013
-
EC Risk Classification
{Environment: H400, H410
EC Safety Classification
-
WHO Classification
-
UN Number
3082
Waste disposal & packaging
Packaging Group III (minor danger)
TRANSLATIONS
Language
Name
English
tetraniliprole
French
tétraniliprole
German
-
Danish
-
Italian
-
Spanish
-
Greek
-
Polish
-
Swedish
-
Hungarian
-
Dutch
-

Record last updated: 18/12/2020
Contact: aeru@herts.ac.uk
Please cite as: Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242