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flupyrsulfuron-methyl-sodium
** flupyrsulfuron-methyl-sodium ** Translations

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GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for flupyrsulfuron-methyl-sodium

Description: A selective sulfonylurea herbicide for post-emergent control of broad-leaved weeds in cereals

Example pests controlled: Broad-leaved weeds including blackgrass

Example applications: Cereals including wheat, barley

Availability status: Current

Introduction & key dates: circa 1998

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur France
Date inclusion expires 30/06/2017

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

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Herbicide
Substance group Sulfonylurea
Minimum active substance purity 933 g/kg
Known relevant impurities EU dossier - methanol 52g/kg
Substance origin Synthetic
Mode of action Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS)
CAS RN 144740-54-5
EC number -
CIPAC number 577.501
US EPA chemical code -
Chiral molecule No
Chemical formula C15H13F3N5NaO7S
SMILES [Na+].O=C(Nc1nc(cc(OC)n1)OC)[N-]S(=O)(=O)c2nc(ccc2C(=O)OC)C(F)(F)F
International Chemical Identifier key (InChIKey) DTVOKYWXACGVGO-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C15H14F3N5O7S.Na/c1-28-9-6-10(29-2)21-13(20-9)22-14(25)23-31(26,27)11-7(12(24)30-3)4-5-8(19-11)15(16,17)18;/h4-6H,1-3H3,(H2,20,21,22,23,25);/q;+1/p-1
Structure diagram/image available? Yes
Molecular mass (g mol-1) 487.3
PIN (Preferred Identification Name) -
IUPAC name sodium (4,6-dimethoxypyrimidin-2-yl)[({[3-(methoxycarbonyl)-6-(trifluoromethyl)pyridin-2-yl]sulfonyl}amino)carbonyl]azanide
CAS name sodium salt of methyl 2-[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]-6-(trifluoromethyl)-3-pyridinecarboxylate
Other status information -
Herbicide Resistance Classification (HRAC) B
Herbicide Resistance Classification (WSSA) 2
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Alopecurus myosuroides
Physical state White powder with dry odour
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
  • DuPont
  • Headland
Example products using this active
  • Absolute
  • Bullion
  • Excalibur
  • Lancer
  • Pennant
  • Lexus
  • Oklar
  • Ductis
UK LERAP status None
Formulation and application details Often supplied as wettable granules that are mixed with water and applied as a spray.


ENVIRONMENTAL FATE

for flupyrsulfuron-methyl-sodium

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) 603 A4 - @ pH5 High
Solubility - In organic solvents at 20oC (mg l-1) 3100 A5 - Acetone -
28 A5 - Benzene -
490 A5 - Ethyl acetate -
5000 A5 - Methanol -
Melting point (oC) Decomposes before melting A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 165 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.45 X 1001 Calculated -
Log P 1.16 A5 - @ pH6 Low
Bulk density (g ml-1)/Specific gravity 1.55 A5 -
Dissociation constant (pKa) at 25oC 4.94 A5 -
Note: Weak acid
Vapour pressure at 25oC (mPa) 1.00 X 10-06 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.00 X 10-08 A5 Non-volatile
Henry's law constant at 20oC (dimensionless) 3.17 X 10-13 Q2 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 3.35 Calculated High 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 2.92 X 10-01 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 - - -
Surface tension (mN m-1) 56.7 A5 -

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
Soil degradation (days) (aerobic) DT50 (typical) 18.2 A5 Non-persistent
DT50 (lab at 20oC) 18.2 A5 Non-persistent
DT50 (field) 7.5 A5 Non-persistent
DT90 (lab at 20oC) 50 A5 -
DT90 (field) 60.3 A5 -
Note EU dossier lab studies DT50 range 10.8-30.4 days, DT90 range 39.4-199.2 days, field studies DT50 range 6.6-19.2 days (UK, France), DT90 range 44.7-72.6 days
Plant matrix DT50 (days) Value - - -
Note -
Aqueous photolysis DT50 (days) at pH 7 Value 8.7 A5 Moderately fast
Note pH sensitive: DT50 40 days at pH 5, 0.39 days at pH 9, all at 20 degC
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 12 A5 Non-persistent
Note pH sensitive: DT50 44 days at pH 5, 0.4 days at pH 9, all at 20 degC
Water-sediment DT50 (days) 8.0 A5 Fast
Water phase only DT50 (days) 5.0 A5 Moderately fast

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 0.39 A5 Mobile
Koc 22.5
Notes and range EU dossier (2014) Kd range 0.13-0.71 mL/g, Koc range 15-55 mL/g
Freundlich Kf 0.29 A5 Mobile
Kfoc 22.0
1/n 0.88
Notes and range EU dossier (2014) kf range 0.13-0.50 mL/g, Kfoc range 15-23 mL/g, 1/n range 0.85-0.91, soils=5
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 91/414 relevancy Click here for further information on 91/414 relevancy
1-(4,6-dimethoxypyrimidine-2-yl)-2,4-diketo-7-trifluoro-methyl-1,2,3,4-tetrahydropyridol(2,3-d)pyrimidine (Ref: IN-JV460) This metabolite may cause environmental pollution, click here for further information Soil   0.590   Major fraction, Relevant
N-(4,6-dimethoxypyrimidine-2-yl)-N-(3-methoxycarbonyl-6-trifluoromethylpyridine-2-yl)-amine (Ref: IN-KY374) This metabolite may cause environmental pollution, click here for further information Soil   0.323   Major fraction, Relevant
4,6-dimethoxypyrimidin-2-amine (Ref: IN-J0290) This metabolite may cause environmental pollution, click here for further information Soil   0.323   Major fraction, Relevant
methyl 2-((4-hydroxy-6-methoxypyrimidin-2-yl)amino)-6-(trifluoromethyl)nicotinate (Ref: IN-KV996) This metabolite may cause environmental pollution, click here for further information Soil   0.203   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
methyl 2-sulfamoyl-6-(trifluoromethyl)nicotinate
(Ref: IN-JE127)
- Water (Hydrolysis) 0.125 -
1-(4-hydroxy-6-methoxypyrimidin-2-yl)-7-(trifluoromethyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione
(Ref: IN-KC576)
- Soil (Aerobic) - -
1-(4,6-dihydroxypyrimidin-2-yl)-7-(trifluoromethyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione
(Ref: IN-KF311)
- Field; Groundwater - -
methyl 2-[(4,6-dimethoxypyrimidin-2-yl)amino]-6-(trifluoromethyl)nicotinate
(Ref: IN-KF526)
Note: LC50(fish) > 10 mg l-1; EC50(daphnids) > 0.5 mg l-1
- Water (Photolysis) 0.210 -
methyl 2-[carbamoyl(4,6-dimethoxypyrimidin-2-yl)amino]-6-(trifluoromethyl)nicotinate
(Ref: IN-KT982)
- Water (Photolysis) 0.100 -
potassium {(4,6-dimethoxypyrimidin-2-yl)[3-(methoxycarbonyl)-6-(trifluoromethyl)pyridin-2-(methoxycarbonyl)-6-(trifluoromethyl)pyridin-2-
(Ref: IN-KV994)
Note: LC50(fish) > 0.001 mg l-1; EC50(daphnids) > 0.001 mg l-1
- Water (Photolysis) 0.103 -
2-sulfamoyl-6-(trifluoromethyl)nicotinic acid
(Ref: IN-KY374)
- Groundwater; Soil - -


ECOTOXICOLOGY

for flupyrsulfuron-methyl-sodium

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 A5 Based on LogP < 3 Low potential
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2250 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 470 A5 Oncorhynchus mykiss Low
Fish - Chronic 21 day NOEC (mg l-1) 130 A4 Oncorhynchus mykiss, 28 day Low
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 721 A5 Daphnia magna Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 16 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) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 0.0025 A5 Lemna gibba High
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.0037 A5 Raphidocelis subcapitata High
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 25 A5 Moderate
Oral acute 48 hour LD50 (μg bee-1) > 30 A5 Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 1000 A5 Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect 41.1 Beneficial capacity
Dose:0.016 kg ha-1
A5 Aphidius rhopalosiphi, adult
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 7.1 Beneficial capacity
Dose: 0.016 kg ha-1
A5 Typhlodromus pyri, protonymph
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.02 kg ha-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for flupyrsulfuron-methyl-sodium

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) > 5000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.8 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.035 A5 Mouse, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) None allocated A5 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.08 A4 Dog, 1 year, SF=100 -
Dermal penetration studies (%) 1.0-60.0% A5 concentration dependant -
Dangerous Substances Directive 76/464 List II - -
Exposure Limits - - -
Exposure Routes Public Minimal risk of dietary exposure
No unacceptable risk to bystanders identified
Occupational No unacceptable risks to operators or other workers identified
European MRLs Click here for the EU MRL pesticide database
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
IMDG Transport Code is usually 9
CLP classification 2013 Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Carcinogen category 2: R45,, Reproduction category 2: R61
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S60, S61
WHO Classification U - Unlikely to present an acute hazard
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number Usually 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for flupyrsulfuron-methyl-sodium

Language Name
English flupyrsulfuron-methyl-sodium
French flupyrsulfuron-methyle
German Flupyrsulfuron
Danish flupyrsulfuron-methyl
Italian flupyrsulfuron-methyl
Spanish flupyrsulfuron-metil
Greek flupyrsulfuron-methyl
Slovenian flupirsulfuronmetil
Polish flupirsulfuron metylowy
Swedish flupyrsulfuronmetylnatrium
Hungarian flupyrsulfuron-methyl
Dutch flupyrsulfuron-methyl

Record last updated: Monday 16 January 2017
Contact: aeru@herts.ac.uk
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