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Fenvalerate (Ref: OMS 2000)
Last updated: 10/12/2019
(Not known by any other names)

GENERAL INFORMATION
Description
An insecticide and acaricide used to control a range of pests especially those with resistance to organochlorine, organophosphate and carbamate insecticides
Example pests controlled
Various insects belongs to the Lepidoptera, Diptera, Orthoptera, Hemiptera, and Coleoptera families, Blackfly, Mosquitoes, Termites
Example applications
Cotton; Soybeans; Various vegetables; Fruit including apples, pears, peaches, grapes; Nuts
Efficacy & activity
-
Availability status
Current
Introduction & key dates
1976
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
Portugal
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
Australia, USA
Chemical structure
Isomerism
A molecule with 2 chiral centres, fenvalerate is a mixture of four optical isomers which have different insecticidal activities. The 2-S alpha (or SS) configuration is the most insecticidally active isomer.
Chemical formula
C₂₅H₂₂ClNO₃
Canonical SMILES
CC(C)C(C1=CC=C(C=C1)Cl)C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3
Isomeric SMILES
No data
International Chemical Identifier key (InChIKey)
NYPJDWWKZLNGGM-UHFFFAOYSA-N
International Chemical Identifier (InChI)
InChI=1S/C25H22ClNO3/c1-17(2)24(18-11-13-20(26)14-12-18)25(28)30-23(16-27)19-7-6-10-22(15-19)29-21-8-4-3-5-9-21/h3-15,17,23-24H,1-2H3
2D structure diagram/image available?
Yes
General status
Pesticide type
Insecticide, Acaricide, Termiticide, Veterinary substance
Substance group
Pyrethroid
Minimum active substance purity
92%
Known relevant impurities
-
Substance origin
Synthetic
Mode of action
Non-systemic with contact and stomach action. Sodium channel modulator.
CAS RN
51630-58-1
EC number
257-326-3
CIPAC number
334
US EPA chemical code
109301
PubChem CID
3347
Molecular mass
419.90
PIN (Preferred Identification Name)
(E)-cyano(3-phenoxyphenyl)methyl (2E)-2-(4-chlorophenyl)-3-methylbutanoate
IUPAC name
(RS)-α-cyano-3-phenoxybenzyl (RS)-2-(4-chlorophenyl)-3-methylbutyrate
CAS name
cyano(3-phenoxyphenyl)methyl 4-chloro-α-(1-methylethyl)benzeneacetate
Other status information
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, Blattella germanica, Myzus persicae, Psylla pyricola, Spodoptera litura, many others
Physical state
Viscous yellow-brown liquid
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • Sumicidin
  • Pydrin
  • Belmark
  • Ectrin
Example products using this active
  • Sumitomo
  • Shell
  • SDS Biotech
UK LERAP status
No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details
Supplied in a variety of formulations including emulsifiable concentrates, ULV, wettable powders & granules
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
0.001
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)
53000
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
n-Hexane
-
200000
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Xylene
-
84000
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Methanol
-
Melting point (°C)
39.5
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
-
Boiling point (°C)
Decomposes on distillation
E3 E = Manufacturers safety data sheets
3 = Unverified data of known source
-
Degradation point (°C)
- - -
Flashpoint (°C)
230
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
-
Octanol-water partition coefficient at pH 7, 20 °C
P
1.02 X 1005 Calculated -
Log P
5.01
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
High
Bulk density (g ml⁻¹)
1.175
E3 E = Manufacturers safety data sheets
3 = Unverified data of known source
-
Dissociation constant pKa) at 25 °C
- - -
-
Vapour pressure at 20 °C
0.0192
E3 E = Manufacturers safety data sheets
3 = Unverified data of known source
Low volatility
Henry's law constant at 25 °C
4.20 X 10-02
H4 H = The US ARS pesticide properties database (click here )
4 = Verified data
Non-volatile
GUS leaching potential index
0.52 Calculated Low leachability
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
1.06 X 10-02 Calculated -
Note
-
Potential for particle bound transport index
High 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)
40
M4 M = GLEAMS Model database (Groundwater Loading Effects of Agricultural Management Systems) (click here )
4 = Verified data
Moderately persistent
DT₅₀ (lab at 20 °C)
77
E3 E = Manufacturers safety data sheets
3 = Unverified data of known source
Moderately persistent
DT₅₀ (field)
- - -
DT₉₀ (lab at 20 °C)
- - -
DT₉₀ (field)
- - -
DT₅₀ modelling endpoint
- - -
Note
Other sources: DT₅₀ 35 days (DW4)
Dissipation rate RL₅₀ on plant matrix
Value
5.7
R4 R = Peer reviewed scientific publications
4 = Verified data
-
Note
Published literature RL₅₀ range 2.8-9.5 days, 7 field crops, various matrices, n=8
Dissipation rate RL₅₀ on and in plant matrix
Value
5.2
R4 R = Peer reviewed scientific publications
4 = Verified data
-
Note
Published literature RL₅₀ range 0.7-15.0 days, 16 field & undercover grown crops, various matrices, n=25
Aqueous photolysis DT₅₀ (days) at pH 7
Value
9.2
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
Moderately fast
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
115
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
Persistent
Note
-
Water-sediment DT₅₀ (days)
- - -
Water phase only DT₅₀ (days)
- - -
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
5273
Notes and range
-
Freundlich
Kf
13.11
R4 R = Peer reviewed scientific publications
4 = Verified data
-
Kfoc
-
1/n
0.96
Notes and range
Soil with 68% loam, 24% silt, 8% clay, pH 6.5, OC=2.1%
pH sensitivity
-
ECOTOXICOLOGY
Property
Value
Source; quality score; and other information
Interpretation
Bio-concentration factor
BCF (l kg⁻¹)
1664
P4 P = Other governments and regulators
4 = Verified data
(Other literature log BCF range 2.6-3.6 (R3))
Threshold for concern
CT₅₀ (days)
Not available -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
451
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rat
Moderate
Mammals - Short term dietary NOEL
(mg kg⁻¹)
-
L2 L = Pesticide manuals and hard copy reference books / other sources
2 = Unverified data of unknown source
Rat 2 year
-
(ppm diet)
250 -
Birds - Acute LD₅₀ (mg kg⁻¹)
9932
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Anas platyrhynchos
Low
Birds - Short term dietary (LC₅₀/LD₅₀)
- - -
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
0.0036
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Oncorhynchus mykiss
High
Fish - Chronic 21 day NOEC (mg l⁻¹)
0.002
P3 P = Other governments and regulators
3 = Unverified data of known source
Clarias batrachus 14 day
High
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
0.001
P3 P = Other governments and regulators
3 = Unverified data of known source
Daphnia magna
High
Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)
> 0.00003
P3 P = Other governments and regulators
3 = Unverified data of known source
Daphnia magna
High
Aquatic crustaceans - Acute 96 hour LC₅₀ (mg l⁻¹)
0.000005
F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
3 = Unverified data of known source
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)
- - -
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)
50
W2 W = French database provided by ARVALIS-Institut du Végétal
2 = Unverified data of unknown source
Unknown species
Low
Algae - Chronic 96 hour NOEC, growth (mg l⁻¹)
5.0
P3 P = Other governments and regulators
3 = Unverified data of known source
Synechococcus elongatus 14 day
Low
Honeybees (Apis spp.)
Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
0.23
E3 E = Manufacturers safety data sheets
3 = Unverified data of known source
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)
1.09
R4 R = Peer reviewed scientific publications
4 = Verified data
Trigona spinipes
Moderate
Mode of exposure
Contact
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)
40
Q3 Q = Miscellaneous internet resources
3 = Unverified data of known source
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
AA2 AA = IOBC Database on classification of side effects to beneficial organisms, 2005
2 = Unverified data of unknown source
Typhlodromus pyri
-
Other arthropod (2)
LR₅₀ g ha⁻¹
- - -
% Effect
- - -
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)
451
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rat
Moderate
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
1000
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rabbit
-
Mammals - Inhalation LC₅₀ (mg l⁻¹)
> 0.101
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)
0.02
F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
3 = Unverified data of known source
JMPR 1986
-
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
Yes, known to cause a problem
Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant
No data found
XNo, known not to cause a problem
?Possibly, status not identified
Respiratory tract irritant Skin irritant Skin sensitiser
Yes, known to cause a problem
Yes, known to cause a problem
?Possibly, status not identified
Eye irritant Phototoxicant  
Yes, known to cause a problem
No data found  
General human health issues
May cause abdominal pain, convulsions and vomiting if ingested
Cardiovascular and blood toxicant
IARC Group 3 carcinogen
Endocrine issues - Inhibition of estrogen-sensitive cells proliferation
Handling issues
Property
Value and interpretation
General
No information available
CLP classification 2013
Health: H301, H315, H319, H332, H335
Environment: H400, H410
EC Risk Classification
T - Toxic: R25
Xi - Irritant: R36/37/38
N - Dangerous for the environment: R50/53, R57
EC Safety Classification
S26, S45, S60, S61
WHO Classification
II (Moderately hazardous)
UN Number
3352
Waste disposal & packaging
-
TRANSLATIONS
Language
Name
English
fenvalerate
French
fenvalérate
German
Fenvalerat
Danish
fenvalerat
Italian
fenvalerate
Spanish
fenvalerato
Greek
-
Polish
fenwalerat
Swedish
-
Hungarian
-
Dutch
fenvaleraat

Record last updated: 10/12/2019
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