The following alerts are based on the data in the tables below. An absence of an alert does not imply the substance has no implications for human health, biodiversity or the environment but just that we do not have the data to form a judgement. These hazard alerts do not take account of usage patterns or exposure, thus do not represent risk.
Environmental fate
Ecotoxicity
Human health
Environmental fate Moderate alert: Moderately persistent; GUS: Transition state; Drainflow: Slightly mobile; Potential for particle bound transport: Medium
A fungicide for the control of powdery mildew, scab and other fungal pathogens on a range of crops
Example pests controlled
Powdery mildew; Scab; Leafspot; Blossom blight
Example applications
Fruit including apples, pears, cherries, peaches, apricots; Peanuts; Sugarbeet; Vegetables
Efficacy & activity
-
GB regulatory status
GB COPR regulatory status
Not approved
Date COPR inclusion expires
Expired
GB LERAP status
No UK approval for use as a plant protection agent
EC Regulation 1107/2009 (repealing 91/414)
EC Regulation 1107/2009 status
Not approved
Dossier rapporteur/co-rapporteur
Not applicable
Date EC 1107/2009 inclusion expires
Expired
EU Candidate for substitution (CfS)
-
Listed in EU database
Yes
Approved for use (✓) under EC 1107/2009 in the following EU 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
Approved for use (✓) under EC 1107/2009 by Mutual Recognition of Authorisation and/or national regulations in the following EEA countries
ISIceland
NONorway
Additional information
Also used in
-
Chemical structure
Isomerism
Pyrifenox exhibits geometric isomerism due to the presence of an oxime functional group, which allows for the formation of E (trans) and Z (cis) isomers.
Example manufacturers & suppliers of products using this active now or historically
Syngenta
Nippon Kayaku
Example products using this active
Boxer
Corona
Dorado
Rondo M
Formulation and application details
Usually supplied as an emulsifiable concentrate or wettable powder.
Commercial production
The commercial production of pyrifenox involves synthesising an oxime O-ether compound, specifically the O-methyloxime derivative of 2',4'-dichloro-2-(3-pyridyl)acetophenone. The process typically begins with the preparation of the acetophenone intermediate, followed by oximation to form the oxime, and subsequent methylation to yield the final pyrifenox molecule. This synthesis results in a mixture of E- and Z-isomers of the compound.
Impact on climate of production and use
Data for the amount of life cycle GHGs produced by pyrifenox are not available in the public domain. However, whilst estimates vary, more general data suggests that between 11 and 30 kilograms of CO₂e is emitted per kilogram of fungicide produced.
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
300
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Moderate
Solubility - In organic solvents at 20 °C (mg l⁻¹)
210000
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
n-Hexane
-
Miscible
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Acetone
-
Miscible
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Toluene
-
Miscible
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Ethanol
-
Melting point (°C)
Not applicable
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
-
Boiling point (°C)
212
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
-
Degradation point (°C)
-
-
-
Flashpoint (°C)
106
L2 L = Pesticide manuals and hard copy reference books / other sources 2 = Unverified data of unknown source
-
Octanol-water partition coefficient at pH 7, 20 °C
P
2.51 X 1003
Calculated
-
Log P
3.4
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
High
Fat solubility of residues
Solubility
-
-
-
Data type
-
-
-
Density (g ml⁻¹)
1.28
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
-
Dissociation constant pKa) at 25 °C
4.61
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
-
Weak acid
Vapour pressure at 20 °C (mPa)
1.7
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Low volatility. If applied directly to plants or soil, drift is a concern & mitigation is advisable
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
5.80 X 10-03
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Non-volatile
Volatilisation as max % of applied dose lost
From plant surface
-
-
-
From soil surface
-
-
-
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)
66
K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here ) 4 = Verified data
Moderately persistent
DT₅₀ (lab at 20 °C)
-
-
-
DT₅₀ (field)
66
K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here ) 4 = Verified data
Moderately persistent
DT₉₀ (lab at 20 °C)
-
-
-
DT₉₀ (field)
-
-
-
DT₅₀ modelling endpoint
-
-
-
Note
Defra DT₅₀ range 50-120 days
Dissipation rate RL₅₀ (days) on plant matrix
Value
-
-
-
Note
-
Dissipation rate RL₅₀ (days) on and in plant matrix
Value
-
-
-
Note
-
Aqueous photolysis DT₅₀ (days) at pH 7
Value
0.73
K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here ) 4 = Verified data
Fast
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
56
K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here ) 4 = Verified data
Moderately persistent
Note
Other data: Stable pH 3 to pH 9 (L3)
Water-sediment DT₅₀ (days)
-
-
-
Water phase only DT₅₀ (days)
365
K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here ) 4 = Verified data
Stable
Sediment phase only DT₅₀ (days)
-
-
-
Air degradation
As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below.
Decay in stored produce DT₅₀
-
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd (mL g⁻¹)
-
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Slightly mobile
Koc (mL g⁻¹)
980
Notes and range
-
Freundlich
Kf (mL g⁻¹)
-
-
-
Kfoc (mL g⁻¹)
-
1/n
-
Notes and range
-
pH sensitivity
-
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
GUS leaching potential index
1.84
Calculated
Transition state
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
6.39 X 10-02
Calculated
-
Note
-
Potential for particle bound transport index
Medium
Calculated
-
Potential for loss via drain flow
Slightly mobile
Calculated
-
Photochemical oxidative DT₅₀ (hrs) as indicator of long-range air transport risk
-
-
-
Bio-concentration factor
BCF (l kg⁻¹)
-
-
-
CT₅₀ (days)
-
-
Known metabolites
None
ECOTOXICOLOGY
Terrestrial ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
2912
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Rat
Low
Mammals - Short term dietary NOEL
(mg kg⁻¹)
15
L2 L = Pesticide manuals and hard copy reference books / other sources 2 = Unverified data of unknown source
Rat 2 yr
High
(ppm diet)
-
-
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)
-
-
-
Birds - Acute LD₅₀ (mg kg⁻¹)
> 2000
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)
-
-
-
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
-
-
-
Earthworms - Acute 14 day LC₅₀ (mg kg⁻¹)
733
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Moderate
Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)
-
-
-
Soil micro-organisms
-
-
-
Collembola
Acute LC₅₀ (mg kg⁻¹)
-
-
-
Chronic NOEC (mg kg⁻¹)
-
-
-
Non-target plants
Vegetative vigour ER₅₀ (g ha⁻¹)
-
-
-
Seedling emergence ER₅₀ (g ha⁻¹)
-
-
-
Honeybees (Apis spp.)
Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
70
K3 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here ) 3 = Unverified data of known source
Apis mellifera
Moderate
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
59
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Apis mellifera
Moderate
Unknown mode acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
-
-
-
Chronic
-
-
-
Notes
-
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 bee species (1)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
-
-
-
Mode of exposure
-
Other bee species (2)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
-
-
-
Mode of exposure
-
Beneficial insects (Ladybirds)
-
-
-
Beneficial insects (Lacewings)
-
-
-
Beneficial insects (Parasitic wasps)
-
-
-
Beneficial insects (Predatory mites)
-
-
-
Beneficial insects (Ground beetles)
-
-
-
Aquatic ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Temperate Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
> 6.6
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Lepomis macrochirus
Moderate
Temperate Freshwater Fish - Chronic 21 day NOEC (mg l⁻¹)
-
-
-
Tropical Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
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
Environmental fate
Human health
