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GET ADDITIONAL DATA HERE!
PhD Oportunity with Syngenta & the University of Hertfordshire

tebufenozide (Ref: RH 5992 2F )
** tebufenoxide ** tebufonozide ** 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 tebufenozide

Description: An insecticide used to control Lepidopterous larvae in a wide variety of cropping situations

Example pests controlled: Grape berry moth; Codling moth; European grapevine moth; Grape leafroller; Vine moth; Apple brown tortrix moth;

Example applications: Fruit including grapes, apples, pears, berries

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1994

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Spain/Germany
Date inclusion expires 31/05/2021
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C22H28N2O2
Canonical SMILES CCC1=CC=C(C=C1)C(=O)NN(C(=O)C2=CC(=CC(=C2)C)C)C(C)(C)C
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) QYPNKSZPJQQLRK-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C22H28N2O2/c1-7-17-8-10-18(11-9-17)20(25)23-24(22(4,5)6)21(26)19-13-15(2)12-16(3)14-19/h8-14H,7H2,1-6H3,(H,23,25)
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 Diacylhydrazine
Minimum active substance purity 970 g/kg
Known relevant impurities EU dossier: t-butyl hydrazine <0.001 g/kg
Substance origin Synthetic
Mode of action Accelerates molting, mainly stomach action
CAS RN 112410-23-8
EC number 412-850-3
CIPAC number 724
US EPA chemical code 129026
PubChem CID 91773
Molecular mass (g mol-1) 352.47
PIN (Preferred Identification Name) N-tert-butyl-N'-(4-ethylbenzoyl)-3,5-dimethylbenzohydrazide
IUPAC name N-tert-butyl-N'-(4-ethylbenzoyl)-3,5-dimethylbenzohydrazide
CAS name 3,5-dimethylbenzoic acid 1-(1,1-dimethylethyl)-2-(4-ethylbenzoyl)hydrazide
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) Not known
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Cydia pomonella
Planotortrix octo
Plutella xylostella
Spodoptera exigua
Spodoptera littoralis
Physical state Off-white powder
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
  • Dow AgroSciences
  • Hokko Chemical Co.
Example products using this active
  • Mimic
  • Confirm
  • Romdan
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details -


ENVIRONMENTAL FATE

for tebufenozide

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) 0.83 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 23800 A5 - Ethyl acetate -
74800 A5 - Acetone -
130000 A5 - Methanol -
3200 A5 - Toluene -
Melting point (oC) 191 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 200 A5 - start temp. -
Flashpoint (oC) - - -
Octanol-water partition coefficient at pH 7, 20oC P 1.78 X 1004 Calculated -
Log P 4.25 A5 High
Bulk density (g ml-1)/Specific gravity 1.03 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 1.56 X 10-04 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 6.59 X 10-05 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.76 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 5.15 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 Methanol: 235nm = 16331; [Acidic methanol: 233nm = 16458; [Basic methanol: 235nm = 15844 A5 -
Surface tension (mN m-1) 71.6 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) 400 W3 Very persistent
DT50 (lab at 20oC) 26.2 A5 Non-persistent
DT50 (field) 24.2 A5 Non-persistent
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 20.8-31.2 days, field studies DT50 range 10.2-81.7 days; Other sources: 348 days (DW4), 105-704 (Q3)
Dissipation rate RL50 on plant matrix Value 37.7 R4 -
Note Published literature RL50 range 3.0-69.5 days, 3 field grown crops, various matrices, n=6
Dissipation rate RL50 on and in plant matrix Value 38.5 R4 -
Note Published literature RL50 range 3.5-58.7 days, 3 field grown crops, various matrices, n=3
Aqueous photolysis DT50 (days) at pH 7 Value Stable A5 -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note -
Water-sediment DT50 (days) 145.4 A5 Slow
Water phase only DT50 (days) 12.6 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 - - -
Koc -
Notes and range -
Freundlich Kf 5.73 A5 Slightly mobile
Kfoc 572
1/n 1.005
Notes and range EU dossier kf range 1.616-8.208 mL/g, kfoc range 351-894 mL/g, 1/n range 0.943-1.138, 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
4-(N'-(3,5-dimethylbenzoyl_-N-(1,1-dimethylethyl)hydrazinocarbonyl)benzoic acid (Ref: RH-2651) This metabolite may cause environmental pollution, click here for further information Soil   0.200   Major fraction, Relevancy unknown
4-(N'-(3,5-dimethylbenzoyl-N-(1,1-dimethylethyl)hydrazinocarbonyl)phenyl acetic acid (Ref: RH-2703) Soil   0.08   Minor fraction, Relevancy unknown
N-(1,1-dimethyethyl)-N-(4-acetylebenzoyl)-3,5-dimethylbenzohydrazine (Ref: RH-6595) Soil   0.088   Minor fraction, Relevancy unknown


ECOTOXICOLOGY

for tebufenozide

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) 70 A5 Whole fish Low potential
CT50 (days) 2 -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) 5.5 L2 Rat, 2 year High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2150 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 3.0 A5 Lepomis macrochirus Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.71 A5 Pimephales promelas Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 3.8 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.029 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.82 F3 Americamysis bahia Moderate
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 > 2400 A4 Unknown species
Vegetative vigour, NOEL
as g/ha
-
> 2400 A4 Unknown species
Seedling emergence, NOEL
as g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) 0.23 A5 Scenedemus subspicatus Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 234 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 100 A4 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) > 1000 A5 Eisenia foetida Low
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect 730 R4 Folsomia candida, NOEC: 9 mg kg-1 -
Other arthropod (1) LR50 g ha-1 432.0 >
A5 Aphidius rhopalosiphi, adults
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 165.4 A5 Typhlodromus pyri, protonymph -
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: Unknown, 28days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for tebufenozide

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) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 4.3 A5 Rat, 4 hr (whole body) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.02 A5 Dog, 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) 0.008 A5 Dog, SF=100 -
Dermal penetration studies (%) 0.2-2.1 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Acceptable for proposed uses
Occupational Possible risk to operators particularly in orchards - PPE/PPC advised
Acceptable risk to other farm workers
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 Liver and kidney toxicant
Known to be It is hemotoxic causing red blood cell damage

: 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
CLP classification 2013 Environment: H411
EC Risk Classification Click here to view information omn the EU risk phrases N - Dangerous for the environment: R51, R53
EC Safety Classification Click here to view information omn the EU safety phrases S61
WHO Classification U - Unlikely to present an acute hazard
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for tebufenozide

Language Name
English tebufenozide
French tebufenozide
German Tebufenozid
Danish tebufenozid
Italian tebufenozide
Spanish tebufenozid; tebufenocida
Greek -
Slovenian tebufenozid
Polish tebufenozyd
Swedish -
Hungarian -
Dutch -

Record last updated: Thursday 23 August 2018
Contact: aeru@herts.ac.uk