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Fenpropathrin (Ref: OMS 1999)
Last updated: 03/03/2020
(Also known as: S 3206)

GENERAL INFORMATION
Description
An acaricide and insecticide used to control many species of mite and other insects
Example pests controlled
Mites; Whiteflies; Leaf miners; Armyworms; Loopers; Aphids; Tortrix moths; Cutworms; Stem borers
Example applications
Fruit including apples, citrus, currants, grapes and peaches; Vegetables including beans, cabbage, cucumber, aubergine; Cotton; Hops; Maize
Efficacy & activity
-
Availability status
Current
Introduction & key dates
1981, first reported
UK regulatory status
UK approval status
Not approved
EC Regulation 1107/2009 (repealing 91/414)
EC Directive 91/414 Status
Not approved
Dossier rapporteur/co-rapporteur
-
Date inclusion expires
Expired
EU Candidate for substitution (CfS)
-
Listed in EU database
Yes
Approved for use (✓) or known to be used (#) in the following EU-27 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
                 
Also used in
Also used in
USA
Chemical structure
Isomerism
A chiral molecule existing in the S- and R-forms. The commercial product is mixture of stereoisomers, the (S)-isomer primarily responsible for the bioactivity.
Chemical formula
C₂₂H₂₃NO₃
Canonical SMILES
CC1(C(C1(C)C)C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)C
Isomeric SMILES
No data
International Chemical Identifier key (InChIKey)
XQUXKZZNEFRCAW-UHFFFAOYSA-N
International Chemical Identifier (InChI)
InChI=1S/C22H23NO3/c1-21(2)19(22(21,3)4)20(24)26-18(14-23)15-9-8-12-17(13-15)25-16-10-6-5-7-11-16/h5-13,18-19H,1-4H3
2D structure diagram/image available?
Yes
Cambridge Crystallographic Data Centre diagrams
Common Name Relationship Link
fenpropathrin -
General status
Pesticide type
Insecticide, Acaricide
Substance group
Pyrethroid
Minimum active substance purity
>90%
Known relevant impurities
-
Substance origin
Synthetic
Mode of action
Non-systemic with contact and stomach action. Sodium channel modulator.
CAS RN
39515-41-8
Alternative/old CAS RN
64257-84-7
EC number
254-485-0
CIPAC number
426
US EPA chemical code
127901
PubChem CID
47326
Molecular mass
349.42
PIN (Preferred Identification Name)
rac-(R)-cyano(3-phenoxyphenyl)methyl 2,2,3,3-tetramethylcyclopropane-1-carboxylate
IUPAC name
(RS)-α-cyano-3-phenoxybenzyl 2,2,3,3-tetramethylcyclopropanecarboxylate
CAS name
cyano(3-phenoxyphenyl)methyl 2,2,3,3-tetramethylcyclopropanecarboxylate
Other status information
OSPAR soc; Severe Marine Pollutant; Chemical subject to PIC regulations
Relevant Environmental Water Quality Standards
-
Herbicide Resistance Classification (HRAC)
Not applicable
Herbicide Resistance Classification (WSSA)
Not applicable
Insecticide Resistance Classification (IRAC)
3
Fungicide Resistance Classification (FRAC)
Not applicable
Examples of recorded resistance
Aphis gossypii, Bemisia tabaci, Bemisia argentifolii, Scirtothrips citri, Tetranychus cinnabarinus, Tetranychus urticae, Trialeurodes vaporariorum
Physical state
Yellow-brown solid with characteristic odour
Related substances & organisms
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • Danitol
  • Fenthrin
  • Platino
  • Rody
  • Meothrin
Example products using this active
  • Agro-Care Chemical Industry Group Ltd
  • Valent U.S.A. Corp.
  • Fortune Ag
  • Sumitomo
UK LERAP status
No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details
Usually supplied as an emulsifiable concentrate or suspension concentrate
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
0.33
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)
25200
B4 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
4 = Verified data
Methanol
-
23000
B4 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
4 = Verified data
n-Hexane
-
50000
B4 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
4 = Verified data
Xylene
-
50000
B4 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
4 = Verified data
Ethyl acetate
-
Melting point (°C)
47.5
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
-
Boiling point (°C)
- - -
Degradation point (°C)
- - -
Flashpoint (°C)
205
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
-
Octanol-water partition coefficient at pH 7, 20 °C
P
1.10 X 1006 Calculated -
Log P
6.04
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
High
Bulk density (g ml⁻¹)
1.15
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
-
Dissociation constant pKa) at 25 °C
- - -
-
Vapour pressure at 20 °C
0.76
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Low volatility
Henry's law constant at 25 °C
1.82 X 1001
H4 H = The US ARS pesticide properties database (click here )
4 = Verified data
Moderately volatile
GUS leaching potential index
-0.80 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 -
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)
34
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
Moderately persistent
DT₅₀ (lab at 20 °C)
31
Q3 Q = Miscellaneous internet resources
3 = Unverified data of known source
Moderately persistent
DT₅₀ (field)
28
H4 H = The US ARS pesticide properties database (click here )
4 = Verified data
Non-persistent
DT₉₀ (lab at 20 °C)
- - -
DT₉₀ (field)
- - -
DT₅₀ modelling endpoint
- - -
Note
-
Dissipation rate RL₅₀ on plant matrix
Value
5.0
R3 R = Peer reviewed scientific publications
3 = Unverified data of known source
-
Note
Mandarin leaves, n=1
Dissipation rate RL₅₀ on and in plant matrix
Value
1.8
R4 R = Peer reviewed scientific publications
4 = Verified data
-
Note
Published literature RL₅₀ range 0.9-4.1 days, 4 field & undercover grown crops, various matrices, n=4
Aqueous photolysis DT₅₀ (days) at pH 7
Value
14
B3 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
3 = Unverified data of known source
Slow
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
1130
B4 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
4 = Verified data
Very persistent
Note
-
Water-sediment DT₅₀ (days)
28
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
Fast
Water phase only DT₅₀ (days)
1
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
Moderately fast
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd
-
H3 H = The US ARS pesticide properties database (click here )
3 = Unverified data of known source
Non-mobile
Koc
5000
Notes and range
-
Freundlich
Kf
283.5
R3 R = Peer reviewed scientific publications
3 = Unverified data of known source
Non-mobile
Kfoc
35660
1/n
-
Notes and range
Kf range 184-486 mL g⁻¹, Kfoc range 22105-51158 mL g⁻¹, 1/n - no data, Soils=4
pH sensitivity
-
Other known metabolites
Metabolite name and reference
Aliases
Formation medium / Rate
Estimated maximum occurrence fraction
Metabolising enzymes
2,2,3,3-tetramethylcyclopropanecarboxylic acid TMCA Plants - -
3-(4-hydroxyphenoxy)benzoic acid 4'HO3PBA Animal - -
dephenyl-fenpropathrin - Soil - -
4'-hydroxy-fenpropathrin - Soil - -
3-phenoxybenzoic acid - Soil; Animal - -
ECOTOXICOLOGY
Property
Value
Source; quality score; and other information
Interpretation
Bio-concentration factor
BCF (l kg⁻¹)
1100
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
Whole fish
Threshold for concern
CT₅₀ (days)
Not available -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
870
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Rat
Moderate
Mammals - Short term dietary NOEL
(mg kg⁻¹)
1.5
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Rat
High
(ppm diet)
100 -
Birds - Acute LD₅₀ (mg kg⁻¹)
1089
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Anas platyrhynchos
Moderate
Birds - Short term dietary (LC₅₀/LD₅₀)
- - -
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
> 0.0023
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Oncorhynchus mykiss
High
Fish - Chronic 21 day NOEC (mg l⁻¹)
- - -
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
> 0.00053
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Daphnia magna
High
Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)
0.00022
P4 P = Other governments and regulators
4 = Verified data
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)
- - -
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)
2
K3 K = Research datasets, e.g. Pandora, Demetra
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)
> 0.05
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
High
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)
184
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Eisenia foetida
Moderate
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 [Dose: 300 g ha⁻¹]
AA3 AA = IOBC Database on classification of side effects to beneficial organisms, 2005
3 = Unverified data of known source
Typhlodromus pyri
-
Other arthropod (2)
LR₅₀ g ha⁻¹
- - -
% Effect
Moderately harmful [Dose: 300 g ha⁻¹]
AA3 AA = IOBC Database on classification of side effects to beneficial organisms, 2005
3 = Unverified data of known source
Chrysoperla carnea
-
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)
870
B5 B = UK CRD and ACP evaluation documents / and other Defra (UK) documents (click here )
5 = Verified data used for regulatory purposes
Rat
Moderate
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
870
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rat
-
Mammals - Inhalation LC₅₀ (mg l⁻¹)
0.096
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rat
-
Other Mammal toxicity endpoints
- - -
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)
0.03
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
JMPR 1993
-
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
-
European MRLs
EU MRL pesticide database 
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
A3 A = Chromosome aberration (EFSA database)
3 = Negative
;
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
No data found
XNo, known not to cause a problem
XNo, known not to cause a problem
Respiratory tract irritant Skin irritant Skin sensitiser
Yes, known to cause a problem
No data found No data found
Eye irritant Phototoxicant  
No data found No data found  
General human health issues
Highly toxic
Handling issues
Property
Value and interpretation
General
No information available
CLP classification 2013
Health: H301, H312, H330
Environment: H400, H410
EC Risk Classification
T+ - Very toxic: R26
T - Toxic: R25
Xn - Harmful: R21
N - Dangerous for the environment: R50, R53
EC Safety Classification
S1/2, S28, S36/37, S38, S45, S60, S61
WHO Classification
II (Moderately hazardous)
UN Number
-
Waste disposal & packaging
-
TRANSLATIONS
Language
Name
English
fenpropathrin
French
fenpropathrine
German
Fenpropathrin
Danish
fenpropathrin
Italian
fenpropatrin
Spanish
fenpropatrin
Greek
-
Polish
fenpropatryna
Swedish
fenpropatrin
Hungarian
-
Dutch
-

Record last updated: 03/03/2020
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