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GET ADDITIONAL DATA HERE!

pyroxsulam (Ref: XDE 742)
** DE 742 ** X666742 ** XR 742 ** Translations

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

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

Description: New post-emergence herbicide useful for the control of annual grass and broad-leaved weeds in cereals.

Example pests controlled: Cheat grass (Bromus japonicus); Ryegrass (Lolium perenne); Canary grass (Phalaris paradoxa); Wild oats (Avena sterilis)

Example applications: Cereals including wheat, barley, rye, triticale

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1998 Discovered 2007, Chile

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur UK
Date inclusion expires 30/04/2024
EU Candidate for substitution (CfS) No
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: USA, Australia, Canada (all pending)

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C14H13F3N6O5S
Canonical SMILES COC1=CC(=NC2=NC(=NN12)NS(=O)(=O)C3=C(C=CN=C3OC)C(F)(F)F)OC
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) GLBLPMUBLHYFCW-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C14H13F3N6O5S/c1-26-8-6-9(27-2)23-13(19-8)20-12(21-23)22-29(24,25)10-7(14(15,16)17)4-5-18-11(10)28-3/h4-6H,1-3H3,(H,21,22)
Structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Herbicide, Graminicide
Substance group Triazolopyrimidine
Minimum active substance purity 965 g/Kg
Known relevant impurities EU dossier - none declared
Substance origin Synthetic
Mode of action Very broad spectrum having both foliar and soil activity, translocates and inhibits acetolactate synthase
CAS RN 422556-08-9
EC number -
CIPAC number 793
US EPA chemical code 108702
PubChem CID 11571555
Molecular mass (g mol-1) 434.35
PIN (Preferred Identification Name) N-(5,7-dimethoxy[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)-2-methoxy-4-(trifluoromethyl)pyridine-3-sulfonamide
IUPAC name N-(5,7-dimethoxy[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)-2-methoxy-4-(trifluoromethyl)pyridine-3-sulfonamide
CAS name N-(5,7-dimethoxy(1,2,4)triazolo(1,5-a)pyrimidin-2-yl)-2-methoxy-4-(trifluoromethyl)-3-pyridinesulfonamide
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) B
Herbicide Resistance Classification (WSSA) -
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state White crystalline powder
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
  • Dow AgroSciences
Example products using this active
  • Admitt
  • PowerFlex
  • Broadway Sunrise
  • GF-1274
  • Crusader
  • Quasar
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Available in a range of formulations including water dispersible granules and oil dispersions.


ENVIRONMENTAL FATE

for pyroxsulam

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) 3200 A5 High
Solubility - In organic solvents at 20oC (mg l-1) 2790 A5 - Acetone -
2170 A5 - Ethyl acetate -
1010 A5 - Methanol -
35.2 A5 - Xylene -
Melting point (oC) 208 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 213 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 9.77 X 10-02 Calculated -
Log P -1.01 A5 Low
Bulk density (g ml-1)/Specific gravity 1.62 E4 -
Dissociation constant (pKa) at 25oC 4.67 E4 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 1.0 X 10-04 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 6.94 X 10-07 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.32 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 2.94 X 10-03 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated Low
Maximum UV-vis absorption L mol-1 cm-1 Neutral soln.: 297nm=8000. [Acidic soln.: 297nm=7600
Basic soln.: 292nm=11100
A5 -
Surface tension (mN m-1) 63.0 A5, 1.0% solution -

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) 3.3 A5 Non-persistent
DT50 (lab at 20oC) 3.3 A5 Non-persistent
DT50 (field) 13 E4 Non-persistent
DT90 (lab at 20oC) 11.6 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 1-15.2 days, DT90 range 2.6-55.4 days; Dow Agrosciences datasheet, Fields studies for Canada. US EPA states 4.6 days in clay and clay loam
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 1.4 R4 -
Note Published literature RL50 range 0.4-2.0 days, wheat & blackgrass, whole plant, n=5
Aqueous photolysis DT50 (days) at pH 7 Value 3.2 E4 Moderately fast
Note Main degradation route
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable E4 -
Note Stable to hydrolysis at pH 5, 7, and 9 at 25 DegC
Water-sediment DT50 (days) - - -
Water phase only DT50 (days) - - -

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 0.604 A5 Mobile
Koc 33.22
Notes and range EU dossier Kd range 0.183-1.82 mL/g, Koc range 8,42-54.19 mL.g, soils=10
Freundlich Kf 0.519 A5 Mobile
Kfoc 28.31
1/n 0.987
Notes and range EU dossier Kf range 0.16-1.55 mL/g, Kfoc range 6.4-53.3 mL/g, 1/n range 0.93-1.25, Soils=10
pH sensitivity Yes

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
N-(6-chloro-7-hydroxy-5-methoxy-(1,2,4)triazolo(1,5-alpha)pyrimidin-2-yl)2-methoxy-4-trifluoromethyl)-3-pyridinesulfonamide This metabolite may cause environmental pollution, click here for further information Soil   0.262   Major fraction; Relevant
N-(1,5-dihydro-7-methoxy-5-oxo(1,2,4)triazolo(1,5-alpha)pyrimidin-2-yl)-2-methoxy-4-trifluoromethyl 3-pyridinesulfonamide This metabolite may cause environmental pollution, click here for further information Soil   0.244   Major fraction; Relevant
pyridine sulfonamide This metabolite may cause environmental pollution, click here for further information Soil   0.132   Major fraction; Relevant
pyridine sulfonic acid Soil   0.059   Minor fraction; Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
N-(5,7-dimethoxy(1,2,4)triazolo(1,5-alpha)pyrimidin-2-yl)2-hydroxy-4-(trifluoromethyl)-3-pyridinesulfonamide 2-dedmethyl-XDE-742 Rat (Urinary & Faecal) - -
N-(7-hydroxy(1,2,4)triazole(1,5-alpha)pyrimidin-2-yl)-2-methoxy-4-(trifluoromethyl)-3-pyridinesulfonamide 7-OH-XDE-742 a=Soil; b=Plants, c=Water/sediment; d=Animals a=0.137 -
N-(5,7-dihydroxy(1,2,4)triazolo(1,5-alpha)pyrimidin-2-yl)-2-methoxy-4-(trifluoromethyl)-3-pyridinesulfonamide 5,7-diOH-XDE-742 Soil; Animals - -
N-(5-amino-1H-1,2,4-triazol-3-yl)-2-methoxy-4-trifluoromethyl 3-pyridinsulfonamide
Note: Secondary degradation
XDE-742 ATSA Soil, Water/sediment - -
2-methoxy-3-trifluoromethyl 3-pyridinesulfinic acid
Note: Secondary degradation
XDE-742 sulfinic acid Water (photolysis) - -
5,7-dimethoxy(1,2,4)triazolo(1,5-alpha)pyrimidin-2-amine
Note: Secondary degradation
XDE-742 ADTP Soil, Water (photolysis); Animals - -
N-cyano-2-methoxy-4-(trifluoromethyl)pyridine-3-sulfonamide CSF; pyridine cyanosulfonamide Soil (aerobic) - -


ECOTOXICOLOGY

for pyroxsulam

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) Low risk Q3 Based on LogP < 3 Low potential
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) > 2000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) > 988 mg kg-1 BW/day A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) > 87.0 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) > 10.1 A5 Pimephales promelas Low
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 100 A5 Daphnia magna Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) > 10.4 A5 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) 100 A5 Chironomus riparius Low
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 0.0026 A5 Lemna gibba High
Non-target plants 16.39 A5 Beta vulgaris
Seedling emergence, ER50
as g product/ha (GF-1274: Conc 75g/kg)
-
14.86 A5 L. perenne
Vegetative vigour, ER50
as g product/ha (GF-1274: Conc 75g/kg)
-
Algae - Acute 72 hour EC50, growth (mg l-1) 0.924 A5 Pseudokirchneriella subcapitata, growth Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 100 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 107.4 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 10000 A5 Eisenia foetida Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 1.07 A5 Eisenia foetida Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 37.5 >, Mortality
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 37.5 >, Mortality
A5 Aphidius rhopalosphi
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.125 mg kg-1 soil, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for pyroxsulam

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) > 2000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.1 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.9 A5 Dog, SF=100 -
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) 0.7 A5 Dog, SF=100 -
Dermal penetration studies (%) 10 A5, for concentrate -
Dangerous Substances Directive 76/464 List II - -
Exposure Limits - - -
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 Mutagen Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

-

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues Possible liver toxicant

: 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
CLP classification 2013 Health: H317
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R43
N - Dangerous for the environment: R50/53
EC Safety Classification Click here to view information omn the EU safety phrases S60, S61
WHO Classification NL - Not listed
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for pyroxsulam

Language Name
English pyroxsulam
French -
German -
Danish -
Italian -
Spanish -
Greek -
Slovenian -
Polish piroksulam
Swedish pyroxsulam
Hungarian -
Dutch -

Record last updated: Friday 14 September 2018
Contact: aeru@herts.ac.uk