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GET ADDITIONAL DATA HERE!

tebufenpyrad (Ref: AC 801757)
** MK 239 ** BAS 318l ** SAN 831A ** Translations

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

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

Description: A contact and stomach action acaricide used to control mites on fruit trees and other crops

Example pests controlled: All stages of Tetranychus, Panonychus, Oligonychus and Eotetranychus spp. including European red mite, Fruit tree red spider mite and the Two spotted spider mite; Aphids

Example applications: Apples; Pears; Strawberries; Commercial greenhouses; Ornamentals including roses; Hops

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1993, Japan; 2002, USA

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur France/Belgium
Date inclusion expires 31/10/2022
EU Candidate for substitution (CfS) Yes - two 'Persistent-Bioaccumulative-Toxic' criteria
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: Australia

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C18H24ClN3O
Canonical SMILES CCC1=NN(C(=C1Cl)C(=O)NCC2=CC=C(C=C2)C(C)(C)C)C
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) ZZYSLNWGKKDOML-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C18H24ClN3O/c1-6-14-15(19)16(22(5)21-14)17(23)20-11-12-7-9-13(10-8-12)18(2,3)4/h7-10H,6,11H2,1-5H3,(H,20,23)
2D structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Acaricide
Substance group Pyrazolium
Minimum active substance purity 980 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action A mitochondrial electron transport inhibitor, non-systemic with contact and stomach action
CAS RN 119168-77-3
EC number -
CIPAC number 725
US EPA chemical code 090102
PubChem CID 86354
Molecular mass (g mol-1) 333.8
PIN (Preferred Identification Name) N-[(4-tert-butylphenyl)methyl]-4-chloro-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide
IUPAC name N-(4-tert-butylbenzyl)-4-chloro-3-ethyl-1-methylpyrazole-5-carboxamide
CAS name 4-chloro-N-((4-(1,1-dimethylethyl)phenyl)methyl)-3-ethyl-1-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) 21
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Yetranychus kanzawai
Tetranychus urticae
Physical state Colourless crystalline 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
  • BASF
  • Summit Agro
Example products using this active
  • Masai
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Often supplied as water soluble bag formulations or emulsifiable concentrates.


ENVIRONMENTAL FATE

for tebufenpyrad

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) 2.39 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 1044000 A5 - Dichloromethane -
255000 A5 - Hexane -
818000 A5 - Methanol -
819000 A5 - Acetone -
Melting point (oC) 65 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 250 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 8.51 X 1004 Calculated -
Log P 4.93 A5 High
Bulk density (g ml-1)/Specific gravity 1.17 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.0016 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.10 X 10-03 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 0.58 Calculated Low leachability
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 1.11 X 10-02 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 Medium
Maximum UV-vis absorption L mol-1 cm-1 223nm = 16882, 295nm = 82 A5 -
Surface tension (mN m-1) 67.4 A5 at 20.3oC, 99.6% -

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) 14 B5 Non-persistent
DT50 (lab at 20oC) 33.9 A5 Moderately persistent
DT50 (field) 4.5 A5 Non-persistent
DT90 (lab at 20oC) 241 A5 -
DT90 (field) 39 A4 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 17.7-76.5 days, DT90 range 88.6-575 days; field studies DT50 range 0.05-22.4 days, DT90 range 3.0-74.3 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 6.8 R4 -
Note Published literature RL50 range 5.3-8.3 days, 2 field grown crops, various matrices, n=3
Aqueous photolysis DT50 (days) at pH 7 Value Stable A5 -
Note Data for natural sunlight at 40 deg N. Other data: DT50 187 days natural light, 40 deg N, 28 days (A5)
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 4 to pH 9 up to 120 degC
Water-sediment DT50 (days) 90 A5 Moderately fast
Water phase only DT50 (days) 6.6 A5 Moderately fast

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 121 A5 Non-mobile
Koc 5992
Notes and range EU dossier Kd range 18-mKoc range 2159-11936 mL/g, Soils=9
Freundlich Kf 88.1 A5 Non-mobile
Kfoc 4204
1/n 0.94
Notes and range EU dossier Kf range 24.8-388 mL/g, Kfoc range 1894-8552 mL/g, 1/n range 0.817-1.122, Soils=9
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
N-(4-(1-carboxy-1-methylethyl)-benzyl)-4-chloro-3-ethyl-1-methyl-5-pyrazolecarboximide (Ref: CL-810721) This metabolite may cause environmental pollution, click here for further information Soil   0.234   Major fraction, Relevant
4-chloro-3-ethyl-1-methyl-5-pyrazolecarboxamide (Ref: CL 810729) This metabolite may cause environmental pollution, click here for further information Soil   0.122   Major fraction, Relevant
4-chloro-3-ethyl-1-methyl-5-pyrazolecarboxylic acid (Ref: CL 810728) Soil   0.051   Minor fraction, Not relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
N-(4-t-butylbenzyl)-3-acetyl-4-chloro-1-hloro-1-
(Ref: CL 810719)
- Soil - -
4-chloro-3-ethyl-N-[4-(1-hydroxy-2-methylpropan-2-yl)phenyl]-1-methyl-1H-pyrazole-5-carboxamide
(Ref: CL 810720)
- Animal - -
4-chloro-3-(1-hydroxyethyl)-N-[4-(1-hydroxy-2-methylpropan-2-yl)phenyl]-1-methyl-1H-pyrazole-5-carboxamide
(Ref: CL 810722)
- Animal - -
2-[4-({[4-chloro-3-(1-hydroxyethyl)-1-methyl-1H-pyrazol-5-yl]carbonyl}amino)phenyl]-2-methylpropanoic acid
(Ref: CL 810723)
- Animal - -


ECOTOXICOLOGY

for tebufenpyrad

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) 953 A5 Threshold for concern
CT50 (days) 1 -
Mammals - Acute oral LD50 (mg kg-1) > 202 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) > 48.5 B5 Rat High
(ppm diet) > 300 -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 439 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 0.023 A5 Oncorhynchus mykiss High
Fish - Chronic 21 day NOEC (mg l-1) 0.00245 A5 Oncorhynchus mykiss High
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.046 A5 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.020 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.022 A5 Americamysis bahia High
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) 0.19 A5 Chironomus riparius Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) 0.64 A5 Chironomus riparius Moderate
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.052 A5 Pseudokirchneriella subcapitata 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) 6.7 A5 Moderate
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) 60.3 A5 Moderate
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) 20.5 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 0.34 A5 Eisenia foetida Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect 50 A5 Folsomia candida, 28 day NOAEC mg kg-1 -
Other arthropod (1) LR50 g ha-1 7.3 Mortality
A5 Aphidius rhopalosiphi
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 0.69 Mortality
A5 Typhlodromus pyri
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.5 g ha-1, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for tebufenpyrad

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) > 202 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 2.7 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.01 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.02 A5 Rat, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.01 A5 Rat, SF=100 -
Dermal penetration studies (%) 10 A3 default -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public No unacceptable risks to bystanders or residents identified
Occupational No unacceptable risks to operators or other farm workers identified
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Genotoxic Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

A2; B3; C3; D0; E0

-

-

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

General human health issues Possible liver toxicant
USEPA - some evidence to suggest possible human carcinogen
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: 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 Not explosive or oxidising
IMDG Transport Code is usually 9
CLP classification 2013 Health: H301, H317, H332, H373
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R20, R22, R43
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification II - Moderately hazardous
UN Number Usually 3077
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for tebufenpyrad

Language Name
English tebufenpyrad
French tebufenpyrad
German Tebufenpyrad
Danish tebufenpyrad
Italian tebufenpirad
Spanish tebufenpirad
Greek -
Slovenian tebufenpirad
Polish tebufenpyrad
Swedish -
Hungarian -
Dutch -

Record last updated: Wednesday 26 June 2019
Contact: aeru@herts.ac.uk