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Tolfenpyrad (Ref: OMI 88)
Last updated: 17/03/2021
(Not known by any other names)

SUMMARY
Data alerts

The following alerts are based on the data in the tables below. An absence of an alert does not imply the substance has no implications for human health, biodiversity or the environment but just that we do not have the data to form a judgement.

Environmental fate Ecotoxicity Human health
Environmental fate
Moderate alert:
Potential for particle bound transport: Medium
Warning:
Significant data are missing
Ecotoxicity
High alert:
Birds acute ecotoxicity: High; Fish acute ecotoxicity: High; Daphnia acute ecotoxicity: High
Human health
Moderate alert:
Mammals acute toxicity: Moderate
GENERAL INFORMATION
Description
Novel insecticide mainly for high-value market crops. Also shows some fungidal activity against powdery mildew.
Example pests controlled
Aphids; Leaf hoppers; Scale; Thrips; Whitefly; Potato psyllid; Colorado beetle
Example applications
Vegetables particularly cruciferous leafy varieties; Tea; Fruit; Indoor ornamentals except cut flowers
Efficacy & activity
-
Availability status
Current
Introduction & key dates
2002, Japan
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
Yes
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
                 
Additional information
Also used in
Japan; Dominican Republic; Thailand; Taiwan
Chemical structure
Isomerism
-
Chemical formula
C₂₁H₂₂ClN₃O₂
Canonical SMILES
CCC1=NN(C(=C1Cl)C(=O)NCC2=CC=C(C=C2)OC3=CC=C(C=C3)C)C
Isomeric SMILES
No data
International Chemical Identifier key (InChIKey)
WPALTCMYPARVNV-UHFFFAOYSA-N
International Chemical Identifier (InChI)
InChI=1S/C21H22ClN3O2/c1-4-18-19(22)20(25(3)24-18)21(26)23-13-15-7-11-17(12-8-15)27-16-9-5-14(2)6-10-16/h5-12H,4,13H2,1-3H3,(H,23,26)
2D structure diagram/image available?
Yes
General status
Pesticide type
Insecticide, Fungicide
Substance group
Pyrazolium
Minimum active substance purity
-
Known relevant impurities
-
Substance origin
Synthetic
Mode of action
Broad spectrum, contact activity, exhibits antifeedant activity especially against Lepidoptera. Inhibition of complex I NADH Oxido-reductase.
CAS RN
129558-76-5
EC number
-
CIPAC number
-
US EPA chemical code
090111
PubChem CID
10110536
Molecular mass
383.88
PIN (Preferred Identification Name)
4-chloro-3-ethyl-1-methyl-N-{[4-(4-methylphenoxy)phenyl]methyl}-1H-pyrazole-5-carboxamide
IUPAC name
4-chloro-3-ethyl-1-methyl-N-[4-(p-tolyloxy)benzyl]pyrazole-5-carboxamide
CAS name
4-chloro-3-ethyl-1-methyl-N-[[4-(4-methylphenoxy)phenyl]methyl]-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)
21
Fungicide Resistance Classification (FRAC)
39
Examples of recorded resistance
-
Physical state
White powder
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • Mitsubishi Chemical Corp.
  • Nihon Nohyaku co Ltd
Example products using this active
  • Tolfenpyrad EC
  • Nichino
  • Torac
Formulation and application details
-
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
0.087
E3 E = Manufacturers safety data sheets
3 = Unverified data of known source
at 25 °C
Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)
7410
E3 E = Manufacturers safety data sheets
3 = Unverified data of known source
n-Hexane at 25 °C
-
366000
E3 E = Manufacturers safety data sheets
3 = Unverified data of known source
Toluene at 25 °C
-
59600
E3 E = Manufacturers safety data sheets
3 = Unverified data of known source
Methanol at 25 °C
-
Melting point (°C)
87.8
E4 E = Manufacturers safety data sheets
4 = Verified data
-
Boiling point (°C)
- - -
Degradation point (°C)
- - -
Flashpoint (°C)
- - -
Octanol-water partition coefficient at pH 7, 20 °C
P
4.07 X 1005 Calculated -
Log P
5.61
E4 E = Manufacturers safety data sheets
4 = Verified data
at 25 °C
High
Bulk density (g ml⁻¹)
1.18
E4 E = Manufacturers safety data sheets
4 = Verified data
at 25 °C
-
Dissociation constant pKa) at 25 °C
- - -
-
Vapour pressure at 20 °C (mPa)
5.0 X 10-04
E4 E = Manufacturers safety data sheets
4 = Verified data
at 25 °C
Low volatility
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
- - -
Maximum UV-vis absorption L mol⁻¹ cm⁻¹
- - -
Surface tension (mN m⁻¹)
- - -
Degradation
Property
Value
Source; quality score; and other information
Interpretation
General biodegradability
-
Soil degradation (days) (aerobic)
DT₅₀ (typical)
4
P4 P = Other governments and regulators
4 = Verified data
Non-persistent
DT₅₀ (lab at 20 °C)
- - -
DT₅₀ (field)
- - -
DT₉₀ (lab at 20 °C)
- - -
DT₉₀ (field)
- - -
DT₅₀ modelling endpoint
- - -
Note
Literature states DT₅₀ 3-5 days aerobic and 127-179 days anaerobic
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
Stable
P4 P = Other governments and regulators
4 = Verified data
Stable
Note
-
Water-sediment DT₅₀ (days)
- - -
Water phase only DT₅₀ (days)
- - -
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd
-
P4 P = Other governments and regulators
4 = Verified data
Non-mobile
Koc
63300
Notes and range
Koc range 15100-149000 mL g⁻¹
Freundlich
Kf
- - -
Kfoc
-
1/n
-
Notes and range
-
pH sensitivity
-
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
GUS leaching potential index
-0.48 Calculated Low leachability
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
5.35 X 10-03 Calculated -
Note
Estimated concentrations of chemicals with Koc values greater than 9995 ml g⁻¹ are beyond the scope of the regression data used in SCI-GROW development. If there are concerns for such chemicals, a higher tier groundwater exposure assessment should be considered, regardless of the concentration returned by SCI-GROW
Potential for particle bound transport index
Medium Calculated -
Potential for loss via drain flow
Non-mobile Calculated -
Other known metabolites
Metabolite name and reference
Aliases
Formation medium / Rate
Estimated maximum occurrence fraction
Metabolising enzymes
4-chloro-3-(1-hydroxyethyl)-1-methylpyrazole-5-carboxamide OH-PAM Plant - -
4-[4-[[4-chloro-3-(1-hydroxyethyl)-1-methylpyrazol-5-yl]carbonylaminomehtyl]phenoxy] benzoic acid OH-PT-CA Rat - -
4-chloro-3-(1-hydroxyethyl)-N-[4-[4-(hydroxymethyl)phenoxy]benzyl]-1-methylpyrazole-5-carboxamide OH-PT-OH Plant - -
4-[4-(hydroxymethyl)phenoxy]benzoic acid OH-T-CA Plant - -
4-[4-[(4-chloro-3-ethyl-1-methylpyrazol-5-yl)carbonylaminomethyl]phenoxy]benzoic acid PT-CA Rat - -
Glucuronic acid conjugate of PT-CA PT-CA-GA Rat - -
4-[4-[(4-chloro-3-ethyl-1-methylpyrazol-5-yl)carbonylaminomethyl]phenoxy]benzoic methyl ester PT-CA-Me Animal (Milk) - -
2-[4-[(4-chloro-3-ethyl-1-methylpyrazol-5-yl)carbonylaminomethyl]phenoxy]phenylcarbonylamino]ethane-1-sulfonic acid PT-CA-TA Rat - -
4-chloro-3-ethyl-N-[4-(4-formylphenoxy)benzyl]-1-methylpyrazole-5-carboxamide PT-CHO Water - -
4-chloro-3-ethyl-N-[4-[4-(hydroxymethyl)phenoxy]benzyl]-1-methylpyrazole-5-carboxamide PT-OH Plant; Soil - -
4-chloro-3-ethyl-N-(4-hydroxybenzyl-1-methylpyrazole-5-carboxamide PT(A)-4OH Soil 0.046 -
4-(p-tolyloxy)benzamide T-AM Plant - -
4-(p-tolyloxy)benzoic acid T-CA Rat - -
4-[4-[[4-chloro-1-methyl-3-(1-sulfoxyethyl)pyrazole-5-yl]]]carbonylaminomethyl]phenoxy]benzoic acid Sul-OH-PT-CA Rat - -
4-[4-(aminomethyl)phenoxy]benzoic acid CA-T-NH2 Water - -
4-chloro-(1-hydroxyethyl)-1-methyl-N-[4-(p-tolyloxy)benzyl]pyrazole-5-carboxamide OH-PT Plant - -
bis[4-(hydroxymethyl)phenyl]ether OH-T-OH Plant - -
4-chloro-3-ethyl-1-methylpyrazole-5-carboxylic acid PCA a=Plant; b=Soil b=0.158 -
4-[4-[(3-acetyl-4-chloro-1-methylpyrazol-5-yl)carbonylaminomethyl]phenoxy]benzoic acid CO-PT-CA Rat - -
3-acetyl-4-chloro-1-methyl-???? CO-PT Plant; Rat - -
4-chloro-3-ethyl-N-[4-(p-tolyloxy)benzyl]pyrazole-5-carboxamide DM-PT Plant - -
4-(4-carbamoylphenoxy)benzoic acid CA-T-AM Plant - -
4,4’-oxydibenzoic acid CA-T-CA Plant - -
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)
386
E4 E = Manufacturers safety data sheets
4 = Verified data
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)
83.0
E4 E = Manufacturers safety data sheets
4 = Verified data
Colinus virginianus
High
Birds - Short term dietary (LC₅₀/LD₅₀)
- - -
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
- - -
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
0.049
E4 E = Manufacturers safety data sheets
4 = Verified data
Cyprinus carpio
High
Fish - Chronic 21 day NOEC (mg l⁻¹)
- - -
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
0.008
E4 E = Manufacturers safety data sheets
4 = Verified data
Daphnia magna
High
Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)
- - -
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)
- - -
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)
1.36
E3 E = Manufacturers safety data sheets
3 = Unverified data of known source
Unknown species
Moderate
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
Harmful
E3 E = Manufacturers safety data sheets
3 = Unverified data of known source
Aphidius colemani
-
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)
386
E4 E = Manufacturers safety data sheets
4 = Verified data
Rat
Moderate
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
2000
E4 E = Manufacturers safety data sheets
4 = Verified data
Rat
-
Mammals - Inhalation LC₅₀ (mg l⁻¹)
> 2.21
E4 E = Manufacturers safety data sheets
4 = Verified data
Rat
-
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
-
MRLs
European
EU MRL pesticide database 
Great Britain
GB MRL Register 
Notes
-
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
;
E0 E = Unspecified genotoxicity type (miscellaneous data source)
0 = No data
No data found
Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant
XNo, known not to cause a problem
XNo, known not to cause a problem
XNo, known not to cause a problem
Respiratory tract irritant Skin irritant Skin sensitiser
No data found
Yes, known to cause a problem
No data found
Eye irritant Phototoxicant  
Yes, known to cause a problem
No data found  
General human health issues
Possible liver toxicant
Handling issues
Property
Value and interpretation
General
No information available
CLP classification 2013
None allocated at this time
EC Risk Classification
Xn - Harmful: R20/22
N - Dangerous for the environment: R50/53
EC Safety Classification
S60, S61
WHO Classification
NL (Not listed)
UN Number
3077
Waste disposal & packaging
Packging Group III (minor danger)
TRANSLATIONS
Language
Name
English
tolfenpyrad
French
-
German
-
Danish
-
Italian
-
Spanish
-
Greek
-
Polish
-
Swedish
-
Hungarian
-
Dutch
-

Record last updated: 17/03/2021
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