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GET ADDITIONAL DATA HERE!

methoxyfenozide (Ref: RH 2485)
** RH 112485 ** Translations

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

SUMMARY

An insectide approved for use in the EU and many other countries on a broad range of fruit and vegetables. It has a low aqueous solubility and a low volatility. Based on its chemical properties there is a high risk of leaching to groundwater and under some conditions it may be persistent in soil systems. It has a low oral toxicity to mammals and no significant risk issues to human health have been identified. It has a low toxicity to birds and honeybees but is relatively more toxic to aquatic species and earthworms.

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

Description: An insecticide used to control various insects including moths and butterflies

Example pests controlled: Codling moth; Lesser appleworm; Oriental fruit moth; Leafrollers; Loopers; Cotton bollworm; Armyworm; Bud moths

Example applications: Leafy vegetables; Fresh herbs; Lettuce; Salads; Herbs; Brassicas; Cotton; Pome fruit; Grapes; Sweetcorn; Maize; Peppers; Aubergines

Efficacy & activity: The effectiveness of methoxyfenozide for the approved uses has been deminstrated via field trials and extensive use.

Availability status: Current

Introduction & key dates: 1996, first reported; 1998, first marketed

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur UK/Slovakia
Date inclusion expires 31/07/2019
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: Australia, USA, Argentina, Brazil, Colombia, Israel, Japan, Mexico, Korea

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C22H28N2O3
Canonical SMILES CC1=CC(=CC(=C1)C(=O)N(C(C)(C)C)NC(=O)C2=C(C(=CC=C2)OC)C)C
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) QCAWEPFNJXQPAN-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C22H28N2O3/c1-14-11-15(2)13-17(12-14)21(26)24(22(4,5)6)23-20(25)18-9-8-10-19(27-7)16(18)3/h8-13H,1-7H3,(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 - butylhydrazine
Substance origin Synthetic
Mode of action A moulting accelerator that is an agonist of the hormone 20-hydroxyecdysone
CAS RN 161050-58-4
EC number -
CIPAC number 656
US EPA chemical code 121027
PubChem CID 105010
Molecular mass (g mol-1) 368.47
PIN (Preferred Identification Name) -
IUPAC name N-tert-butyl-N'-(3-methoxy-o-toluoyl)-3,5-xylohydrazide
CAS name 3-methoxy-2-methylbenzoic acid 2-(3,5-dimethylbenzoyl)-2-(1,1-dimethylethyl)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) 18A
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Cydia pomonella
Deraeocoris brevis
Spodoptera exigua
Physical state 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
  • Bayer CropScience
  • Dow AgroSciences
  • Agrovista
Example products using this active
  • Intrepid
  • Runner
  • Prodigy
  • Falcon
  • Runner
  • Trotter
UK LERAP status None
Formulation and application details Often supplied as a soluble concentrate that is mixed with water and used as a foliar spray.


ENVIRONMENTAL FATE

for methoxyfenozide

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) 3.3 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 115000 A5 - Methanol -
69000 A5 - Acetone -
28000 A5 - Dichloromethane -
600 A5 - Xylene -
Melting point (oC) 185 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 262.9 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 5.25 X 1003 Calculated -
Log P 3.72 A5 High
Bulk density (g ml-1)/Specific gravity 0.634 A5 -
Dissociation constant (pKa) at 25oC 12.20 A5 -
Note:
Vapour pressure at 20oC (mPa) 1.33 X 10-02 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.64 X 10-04 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 4.35 Calculated High 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 2.21 X 10+00 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 pH 7: 216nm=12819, 280nm=2503, 290nm=1561
pH 2: 216nm=12881, 279nm=2916, 290nm=1912
pH 10: 225nm=11312, 276nm=2937, 290nm=1548
A5 -
Surface tension (mN m-1) 58.0 A5 at 20 degC, 99.4% -

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) 456 A5 Very persistent
DT50 (lab at 20oC) 456 A5 Very persistent
DT50 (field) 68 A4 Moderately persistent
DT90 (lab at 20oC) 1905 A5 -
DT90 (field) 717 A3 -
DT50 modelling endpoint - - -
Note EU 2016 dossier lab studies range DT50 81->1000 days, DT90 range 290-6340 days, Soils=14; EU 2004 dossier lab studies range 336-1100 days, DT90 range 1618 5302 days, field study range 39-133 days, DT90 range 434->1000 days; Other sources: 683 days (DW4)
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 5.3 R4 -
Note Published literature RL50 range 4.3-6.2 days, 2 field & undercover grown crops, various matrices, n=2
Aqueous photolysis DT50 (days) at pH 7 Value Stable A5 -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable C4 -
Note Stable pH 5 to pH 9, 25 degC
Water-sediment DT50 (days) 208.6 A5 Slow
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 - A4 Moderately mobile
Koc 402
Notes and range EU 2004 dossier Koc range 200-922 mL/g; Other sources: 365 mL/g (DW3)
Freundlich Kf 2.87 A5 Moderately mobile
Kfoc 231
1/n 0.936
Notes and range EU 2016 dossier Kf range 1.53-6.2 mL/g, kfoc range 132-365 mL/g, 1/n range 0.85-1.00, Soils=16
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-(3-methoxy-2-methylbenzoyl)-N-(3-carboxy-5-methylbenzoyl)-N-tert-butylhydrazine) (Ref: RH-131154) This metabolite may cause environmental pollution, click here for further information Soil   0.158   Major fraction; Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
- desmethylated methoxyfenozide; methoxyfenozide metabolite M14 Animal (Urinary, Faeces); Rat; Water/sediment - -
- hydroxy methyl methoxyfenozide; methoxyfenozide metabolite M24 Animal (Urinary, Faeces) - -
3,5-dimethylbenzoic acid N-tert-butyl-N-(3-hydroxy-2-methylbenzoyl)-hydrazide RH-117236 - - -


ECOTOXICOLOGY

for methoxyfenozide

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) 11 A5 Whole fish Low potential
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) > 10 L2 Rat, 2 year High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2250 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 5620 mg kg feed-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) > 4.2 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 2.4 A5 Pimephales promelas Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 3.7 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.39 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 1.2 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) 0.018 A5 Chironomus riparius Moderate
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) > 3.4 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 100 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 100 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 607 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 - - -
% Effect Harmless AA2 Typhlodromus pyri -
Other arthropod (2) LR50 g ha-1 - - -
% Effect Harmless AA2 Chrysoperla carnea -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 1.96 kg ha-1, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for methoxyfenozide

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) > 4.3 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.1 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.1 A5 Dog, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) 0.06 A5 Dog, SF=100 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.06 A5 Dog, SF=100 -
Dermal penetration studies (%) 0.5-8 A5 concentration dependent -
Dangerous Substances Directive 76/464 [Acceptable for proposed uses, PPE/PPC advised] - -
Exposure Limits - - -
Exposure Routes Public Low for propsoed uses
Occupational -
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 endocrine effects on thyroid and adrenal glands at high doses
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 Not explosive or oxidising
CLP classification 2013 Health: H315, H319
Environment: H412
EC Risk Classification Click here to view information omn the EU risk phrases N - Dangerous for the environment: R51/53
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification U - Unlikely to present an acute hazard
US EPA Classification (formulation) IV - Caution - Not acutely toxic
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for methoxyfenozide

Language Name
English methoxyfenozide
French methoxyfenozide
German Methoxyfenozid
Danish methoxyfenozid
Italian metossifenozide
Spanish metoxifenocida
Greek -
Slovenian metoksifenozid
Polish metoksyfenozyd
Swedish -
Hungarian metoxifenozid
Dutch -

Record last updated: Monday 29 October 2018
Contact: aeru@herts.ac.uk