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Pyrasulfotole (Ref: AE 0317309 )
Last updated: 19/05/2021
(Not known by any other names)

SUMMARY
Data alerts

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.

Environmental fate Ecotoxicity Human health
Environmental fate
Moderate alert:
GUS: Transition state; Drainflow: Moderately mobile; Potential for particle bound transport: Medium
Warning:
Significant data are missing
Ecotoxicity
Moderate alert:
Birds acute ecotoxicity: Moderate; Fish acute ecotoxicity: Moderate; Fish chronic ecotoxicity: Moderate; Daphnia acute ecotoxicity: Moderate; Bees acute contact ecotoxicity: Moderate; Earthworms acute ecotoxicity: Moderate
Human health
Moderate alert:
Possible Carcinogen
GENERAL INFORMATION
Description
A novel herbicide for post-emergent control of various broad-leaved weeds, used with the safener mefenpyr-diethyl
Availability status
Current
Introduction & key dates
2004, Australia, Canada, 2007, USA
UK regulatory status
UK COPR regulatory status
Not applicable
Date COPR inclusion expires
Not applicable
UK LERAP status
Not applicable
EC Regulation 1107/2009 (repealing 91/414)
EC Regulation 1107/2009 status
Not applicable
Dossier rapporteur/co-rapporteur
Not applicable
Date EC 1107/2009 inclusion expires
Not applicable
EU Candidate for substitution (CfS)
Not applicable
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
                 
Additional information
Also used in
USA, Canada, Australia
Chemical structure
Isomerism
-
Chemical formula
C₁₄H₁₃F₃N₂O₄S
Canonical SMILES
CC1=C(C(=O)N(N1)C)C(=O)C2=C(C=C(C=C2)C(F)(F)F)S(=O)(=O)C
Isomeric SMILES
No data
International Chemical Identifier key (InChIKey)
CZRVDACSCJKRFL-UHFFFAOYSA-N
International Chemical Identifier (InChI)
InChI=1S/C14H13F3N2O4S/c1-7-11(13(21)19(2)18-7)12(20)9-5-4-8(14(15,16)17)6-10(9)24(3,22)23/h4-6,21H,1-3H3
2D structure diagram/image available?
Yes
General status
Pesticide type
Other substance
Other constituent type
Herbicide safener
Substance group
Pyrazolone
Minimum active substance purity
-
Known relevant impurities
-
Substance origin
Synthetic
Mode of action
Selective, acts by the inhibition of carotenoid biosynthesis specifically inhibits the enzyme 4- hydroxyphenylpyruvate dioxygenase (HPPD).
CAS RN
365400-11-9
EC number
-
CIPAC number
-
US EPA chemical code
000692
PubChem CID
-
Molecular mass
244.3
PIN (Preferred Identification Name)
(5-hydroxy-1,3-dimethyl-1H-pyrazol-4-yl)[2-(methanesulfonyl)-4-(trifluoromethyl)phenyl]methanone
IUPAC name
(5-hydroxy-1,3-dimethylpyrazol-4-yl)(a,a,a-trifluoro-2-mesyl-p-tolyl)methanone
CAS name
(5-hydroxy-1,3-dimethyl-1H-pyrazol-4-yl)[2-(methylsulfonyl)-4-(trifluoromethyl)phenyl]methanone
Other status information
-
Relevant Environmental Water Quality Standards
-
Herbicide Resistance Classification (HRAC)
Not known
Herbicide Resistance Classification (WSSA)
-
Insecticide Resistance Classification (IRAC)
Not applicable
Fungicide Resistance Classification (FRAC)
Not applicable
Examples of recorded resistance
-
Physical state
Beige coloured powder
Related substances & organisms
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • Bayer CropScience
Example products using this active
  • Velocity
  • Precept
Formulation and application details
-
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
69100
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
High
Solubility - In organic solvents at 20 °C (mg l⁻¹)
21600
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
Ethanol
-
6860
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
Toluene
-
89200
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
Acetone
-
37200
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
Ethyl acetate
-
Melting point (°C)
201
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
-
Boiling point (°C)
- - -
Degradation point (°C)
- - -
Flashpoint (°C)
- - -
Octanol-water partition coefficient at pH 7, 20 °C
P
4.37 X 10-02 Calculated -
Log P
-1.36
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
Low
Bulk density (g ml⁻¹)
1.53
P3 P = Other governments and regulators
3 = Unverified data of known source
-
Dissociation constant pKa) at 25 °C
4.2
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
-
Weak acid
Vapour pressure at 20 °C (mPa)
2.7 X 10-04
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
Low volatility
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
- - -
Maximum UV-vis absorption L mol⁻¹ cm⁻¹
Absoption max at 264nm and 241nm in water, 0.1M HCl, 0.1M NaOH respectively
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
-
Surface tension (mN m⁻¹)
- - -
Degradation
Property
Value
Source; quality score; and other information
Interpretation
General biodegradability
-
Soil degradation (days) (aerobic)
DT₅₀ (typical)
55.5
P4 P = Other governments and regulators
4 = Verified data
Moderately persistent
DT₅₀ (lab at 20 °C)
- - -
DT₅₀ (field)
- - -
DT₉₀ (lab at 20 °C)
- - -
DT₉₀ (field)
- - -
DT₅₀ modelling endpoint
- - -
Note
DT₅₀ range 42-16 days and 77-87 days in bare soil and cropped soil, respectively
Dissipation rate RL₅₀ on plant matrix
Value
- - -
Note
-
Dissipation rate RL₅₀ on and in plant matrix
Value
- - -
Note
-
Aqueous photolysis DT₅₀ (days) at pH 7
Value
Stable
P3 P = Other governments and regulators
3 = Unverified data of known source
Stable
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
Stable
P3 P = Other governments and regulators
3 = Unverified data of known source
Stable
Note
-
Water-sediment DT₅₀ (days)
365
P2 P = Other governments and regulators
2 = Unverified data of unknown source
Stable
Water phase only DT₅₀ (days)
140
P2 P = Other governments and regulators
2 = Unverified data of unknown source
Stable
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd
-
P4 P = Other governments and regulators
4 = Verified data
Moderately mobile
Koc
368
Notes and range
Koc range 21.6 (clay loam) to 715 (sandy loam) mL g⁻¹
Freundlich
Kf
- - -
Kfoc
-
1/n
-
Notes and range
-
pH sensitivity
-
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
GUS leaching potential index
2.50 Calculated Transition state
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
1.56 X 10-01 Calculated -
Note
-
Potential for particle bound transport index
Medium Calculated -
Potential for loss via drain flow
Moderately mobile Calculated -
Key metabolites
Metabolite
Formation medium
Estimated maximum occurrence fraction
1107/2009 relevancy
2-methylsulfonyl-4-trifluoromethylbenzoic acid (Ref: AE-B197555)
Soil 0.093 Minor fraction, Relevancy unknown
ECOTOXICOLOGY
Property
Value
Source; quality score; and other information
Interpretation
Bio-concentration factor
BCF (l kg⁻¹)
Low risk
P3 P = Other governments and regulators
3 = Unverified data of known source
Based on LogP < 3
Low risk
CT₅₀ (days)
- -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 2000
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
Rat
Low
Mammals - Short term dietary NOEL
(mg kg⁻¹)
- - -
(ppm diet)
- -
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)
- - -
Birds - Acute LD₅₀ (mg kg⁻¹)
2000
P3 P = Other governments and regulators
3 = Unverified data of known source
Colinus virginianus
Moderate
Birds - Short term dietary (LC₅₀/LD₅₀)
- - -
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
- - -
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
93.5
P3 P = Other governments and regulators
3 = Unverified data of known source
Lepomis macrochirus
Moderate
Fish - Chronic 21 day NOEC (mg l⁻¹)
0.58
P3 P = Other governments and regulators
3 = Unverified data of known source
Pimephales promelas
Moderate
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
93.3
P3 P = Other governments and regulators
3 = Unverified data of known source
Daphnia magna
Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)
12.8
P3 P = Other governments and regulators
3 = Unverified data of known source
Daphnia magna
Low
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)
0.98
P3 P = Other governments and regulators
3 = Unverified data of known source
Lemna gibba
Moderate
Non-target plants
- - -
- - -
Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)
30.0
P3 P = Other governments and regulators
3 = Unverified data of known source
Pseudokirchneriella subcapitata
Low
Algae - Chronic 96 hour NOEC, growth (mg l⁻¹)
2.6
P3 P = Other governments and regulators
3 = Unverified data of known source
Selenastrum capricornutum
Low
Honeybees (Apis spp.)
Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
75.0
P3 P = Other governments and regulators
3 = Unverified data of known source
Moderate
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)
1000
P3 P = Other governments and regulators
3 = Unverified data of known source
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
113
P3 P = Other governments and regulators
3 = Unverified data of known source
Typhlodromus pyri
-
% Effect
- - -
Other arthropod (2)
LR₅₀ g ha⁻¹
80.3
P3 P = Other governments and regulators
3 = Unverified data of known source
Aphidius rhopalosiphi
-
% Effect
- - -
Soil micro-organisms
Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
P3 P = Other governments and regulators
3 = Unverified data of known source

Dose: 0.25 kg ha⁻¹
-
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)
> 2000
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
Rat
Low
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
2000
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
Rat
-
Mammals - Inhalation LC₅₀ (mg l⁻¹)
> 5.03
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
Rat
-
Other Mammal toxicity endpoints
- - -
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)
0.01
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
Rat SF=100 Australia
-
ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)
0.2
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
Rat SF=1000 Australia
-
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
Operators should use full PPE to minimise exposure
MRLs
European
EU MRL pesticide database 
Great Britain
GB MRL Register 
Notes
-
Drinking Water Standards
- - -
Drinking Water MAC (μg l⁻¹)
- - -
Health issues
Specific human health issues
Carcinogen
Genotoxic
Endocrine disruptor
?Possibly, status not identified
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
;
E3 E = Unspecified genotoxicity type (miscellaneous data source)
3 = Negative
XNo, known not to cause a problem
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
XNo, known not to cause a problem
XNo, known not to cause a problem
No data found
Eye irritant Phototoxicant  
?Possibly, status not identified
No data found  
General human health issues
Kidney, urinary bladder & thyroid toxicant
May cause serious damage to the eyes
USEPA - some evidence to suggest possible human carcinogen
Handling issues
Property
Value and interpretation
General
No information available
CLP classification 2013
-
EC Risk Classification
N - Dangerous for the environment: R50/53
EC Safety Classification
-
WHO Classification
NL (Not listed)
UN Number
-
Waste disposal & packaging
-
TRANSLATIONS
Language
Name
English
pyrasulfotole
French
-
German
-
Danish
-
Italian
-
Spanish
pirasulfotol
Greek
-
Polish
-
Swedish
-
Hungarian
-
Dutch
-

Record last updated: 19/05/2021
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