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flufenoxuron (Ref: BAS 3071)
** AC 811678 ** WL 115110 ** Translations

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

SUMMARY

Flufenoxuron is an insectide no longer approved for use in the EU. It has a low aqueous solubility, is non-volatile and is not expected to leach to groundwater. It is moderately persistent in soils but will degrade quickly in aquatic systems in the presence of sunlight. Whilst it has a low mammalian toxicity it does have a high potential to bioaccumulate. It is a know respiratory tract irritant but no other significant human health issues have been identified. It is highly toxic to most aquatic organisms and moderately toxic to birds, honeybees and earthworms.

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

Description: An insecticide used to control immature stages of phytophagous mites and other insect pests

Example pests controlled: Phytophagous mites (including Aculus, Brevipalpus, Panonychus, Phyllocoptruta, Tetranychus spp.)

Example applications: Fruit including apples, cherry, grape, citrus, strawberry; Vegetables including brassicas, onions, leeks, eggplant; Cotton; Ornamentals

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1986, first reported

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur France
Date inclusion expires Not applicable
EU Candidate for substitution (CfS) Not applicable
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, Japan, Philippines, South Africa

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism None
Chemical formula C21H11ClF6N2O3
Canonical SMILES C1=CC(=C(C(=C1)F)C(=O)NC(=O)NC2=C(C=C(C=C2)OC3=C(C=C(C=C3)C(F)(F)F)Cl)F)F
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) RYLHNOVXKPXDIP-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C21H11ClF6N2O3/c22-12-8-10(21(26,27)28)4-7-17(12)33-11-5-6-16(15(25)9-11)29-20(32)30-19(31)18-13(23)2-1-3-14(18)24/h1-9H,(H2,29,30,31,32)
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 Insecticide, Acaricide
Substance group Benzoylurea
Minimum active substance purity 960 g/kg
Known relevant impurities EU Dossier - 4-(2-chloro-4-(trifluoromethyl)phenoxy)-2-fluoroaniline hydrochloride <1g/Kg; Toluene <2 g/kg
Substance origin Synthetic
Mode of action Growth regulator with contact and stomach action. Inhibitors of chitin biosynthesis.
CAS RN 101463-69-8
EC number 417-680-3
CIPAC number 470
US EPA chemical code 108203
PubChem CID 91766
Molecular mass (g mol-1) 488.77
PIN (Preferred Identification Name) -
IUPAC name 1-[4-(2-chloro-α,α,α-trifluoro-p-tolyloxy)-2-fluorophenyl]-3-(2,6-difluorobenzoyl)urea
CAS name N-(((4-(2-chloro-4-(trifluoromethyl)phenoxy)-2-fluorophenyl)amino)carbonyl)-2,6-difluorobenzamide
Other status information Chemical subject to PIC regulations, Banned 2011; 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) 15
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance None recorded
Physical state White 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
  • Agro-Care Chemical Industry Group Limited
  • American Cyanamid
Example products using this active
  • Tenopa
  • BAS 307 02I
  • Casette
  • Cascade
UK LERAP status None
Formulation and application details Available in a variety of formulations including dispersible powders, emulsifiable concentrates and suspension concentrates.


ENVIRONMENTAL FATE

for flufenoxuron

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) 0.0043 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 83000 A5 - Acetone -
3500 A5 - Toluene -
6000 L3 - Xylene -
16000 A5 - Dichloromethane -
Melting point (oC) 167 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 184 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.29 X 1005 Calculated -
Log P 5.11 A5 - @ 25 DegC High
Bulk density (g ml-1)/Specific gravity 1.58 B5 -
Dissociation constant (pKa) at 25oC 10.1 A5 -
Note: Very weak acid
Vapour pressure at 20oC (mPa) 6.52 X 10-09 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 2.64 X 10-06 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -3.14 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 5.35 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 Click here for a note on the limitations of the potential for particle bound transport index - Calculated High
Maximum UV-vis absorption L mol-1 cm-1 Neutral solution: 206nm = 31741, 252nm = 17403, 274nm = 18589; [Acidic solution: 220nm = 12073, 258nm = 9424, 297nm = 1064; [Basic solution: 224nm = 19830, 237nm = 19571 A5 -
Surface tension (mN m-1) 49.4 A5 at 20oC -

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) 42 B5 Moderately persistent
DT50 (lab at 20oC) 72.5 A5 Moderately persistent
DT50 (field) 42.9 A5 Moderately persistent
DT90 (lab at 20oC) 363 A5 -
DT90 (field) 2052 A3 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 28-130 days, DT90 range 138-477 days, Field studies DT50 5.8-91.6 days, DT90 range 84.5-8547 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 21.1 R4 -
Note Published literature RL50 range 2.1-64.2 days, 4 field & undercover grown crops, various matrices, n=4
Aqueous photolysis DT50 (days) at pH 7 Value 6 A5 Moderately fast
Note Continuous irradiation
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 267 B5 Persistent
Note pH sensitive: DT50 112 days at pH 5, 104 days at pH 7, 36.7 days at pH 9, 2.7 days at pH 12, all at 25 degC (L3)
Water-sediment DT50 (days) 53 A5 Moderately fast
Water phase only DT50 (days) 0.7 A5 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 3078 A5 Non-mobile
Koc 157643
Notes and range EU dossier Kd range 1738-4250 mL/g, Koc range 88240-289747 mL/g, Soils=5
Freundlich Kf 9743 A5 Non-mobile
Kfoc 486092
1/n 1.07
Notes and range EU dossier Kf range 3021-22898 mL/g, kfoc range 167874-738650 mL/g, 1/n range 0.99-1.156, Soils=3
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-(2-chloro-4-(trifluoromethyl)phenoxy)-2-fluorophenyl) urea (Ref: CL 932338) This metabolite may cause environmental pollution, click here for further information Soil   0.156   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
unknown
(Ref: Reg. no 4110958; WL 132612)
Note: Minor metabolite
- Rat - -
2,6-difluorobenzamide
(Ref: Registration no: 102719; CL 21558)
Note: Mol wt = 157.12; Log P = -0.86; Kow = 0.138
- Rat; Surface Water - -
difluorobenzoic acid
(Ref: Registration no: 206925; CL 245508)
Note: Mol Wt = 158.1
- Rat: Surface water; Groundwater - -
4-[2-chloro-4-(trifluoromethyl]phenoxy]-2-fluorobenzenamine
(Ref: Registration no: 241208, CL 359882)
Note: Mol Wt = 305.6; Log P = 3.32; Kow = 4169; Toxicologically relevant
- Rat; Soil; Water - -


ECOTOXICOLOGY

for flufenoxuron

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) 700500 A5 High potential
CT50 (days) 21 -
Mammals - Acute oral LD50 (mg kg-1) > 3000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) 5 B5 Rat High
(ppm diet) 50 -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 1243 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) > 0.0049 A5 Oncorhynchus mykiss High
Fish - Chronic 21 day NOEC (mg l-1) 0.00082 A5 Pimephales promelas High
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.000043 A5 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.00007 A5 Daphnia magna High
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) 0.000036 A5 Chironomus riparius High
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) - - -
Non-target plants > 80 A5 Avena sativa, Allium cepa, Pisum sativum, Brassica oleracea
Vegetative vigour, ER50
as g/ha
-
> 40 A5 Brassica napus, Cucumis sativus, Pisum sativum, Allium cepa
Seedling emergence, ER50
as g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) 5.11 A5 Pseudokirchneriella subcapitata, Biomass 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) > 100 A5 Low
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 109.1 A5 Low
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) > 500 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms Acute LC50 (mg kg-1) - - -
Chronic NOEC (mg kg-1) 0.055 A5 Folsomia candida, 28d corr -
Other arthropod (1) LR50 g ha-1 73 Mortality
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 386 >, Mortality
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 1.28 kg ha-1, 28 days
-
Mesocosm study data NOEAEC mg l-1 0.000025 A5 Aquatic insects and zooplankton -
NOEAEC mg l-1 0.000010 A5 Aquatic insects and zooplankton -


HUMAN HEALTH AND PROTECTION

for flufenoxuron

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) > 3000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 3.3 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.01 A5 Dog, SF=300 Provisional -
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) 0.01 A5 Dog, SF=250 Provisional -
Dermal penetration studies (%) 0.02-2.0 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public Acceptable for proposed uses
Occupational Acceptable for proposed uses
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

A3; B3; C3; D0; E3

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues Bioaccumulates
May cause anemia
Possible blood, liver, kidney and spleen toxicant
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 however fine dust clouds may present an explosive mix
IMDG Transport Code is usually 9
CLP classification 2013 Health: H362
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R20
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S22
WHO Classification III - Slightly hazardous
UN Number Usually 3077
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for flufenoxuron

Language Name
English flufenoxuron
French flufenoxuron
German Flufenoxuron
Danish flufenoxuron
Italian flufenoxuron
Spanish flufenoxuron
Greek -
Slovenian flufenoksuron
Polish flufenoksuron
Swedish -
Hungarian flufenoxuron
Dutch -

Record last updated: Monday 04 November 2019
Contact: aeru@herts.ac.uk