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triflusulfuron-methyl (Ref: DPX 66037)
** triflusulfuron ** IN 66037 ** T 478 ** 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 triflusulfuron-methyl

Description: A post-emergence herbicide for the control many annual and perennial broad-leaved weeds

Example pests controlled: Black bindweed; Charlock; Chickweed; Cleavers; Fathen; Field pansy; Fools parsley, Knotgrass; Redshank; Volunteer rape

Example applications: Sugarbeet; Fodder beet; Mangolds

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1992

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur France/Denmark
Date inclusion expires 31/12/2019
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism None
Chemical formula C17H19F3N6O6S
Canonical SMILES CC1=CC=CC(=C1S(=O)(=O)NC(=O)NC2=NC(=NC(=N2)OCC(F)(F)F)N(C)C)C(=O)OC
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) IMEVJVISCHQJRM-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C17H19F3N6O6S/c1-9-6-5-7-10(12(27)31-4)11(9)33(29,30)25-15(28)22-13-21-14(26(2)3)24-16(23-13)32-8-17(18,19)20/h5-7H,8H2,1-4H3,(H2,21,22,23,24,25,28)
2D 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
Substance group Sulfonylurea
Minimum active substance purity 96%
Known relevant impurities EU dossier - N,N-dimethyl-6-(2,2,2-trifluoroethoxy)-1,3,5-triazine-2,4-diamine 6/g/kg
Substance origin Synthetic
Mode of action Selective, inhibits amino acid sysnthesis. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS
CAS RN 126535-15-7
EC number -
CIPAC number 731.201
US EPA chemical code 129002
PubChem CID 92434
Molecular mass (g mol-1) 492.43
PIN (Preferred Identification Name) methyl 2-({[4-(dimethylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl]carbamoyl}sulfamoyl)-3-methylbenzoate
IUPAC name methyl 2-[4-dimethylamino-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylcarbamoylsulfamoyl]-m-toluate
CAS name methyl 2-[[[[[4-(dimethylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl]amino]carbonyl]amino]sulfonyl]-3-methylbenzoate
Other status information -
Relevant Environmental Water Quality Standards -
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 -
Physical state White crystalline solid
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
Example products using this active
  • Debut
  • Upbeet
  • Safari
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Often supplied as water dispersible granules that are mixed with water and used as a spray.


ENVIRONMENTAL FATE

for triflusulfuron-methyl

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) 260 A5 - @ 25 DegC Moderate
Solubility - In organic solvents at 20oC (mg l-1) 27000 A5 - Ethyl acetate -
120000 A5 - Acetone -
1.6 A5 - Hexane -
17000 A5 - Methanol -
Melting point (oC) 160 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 159 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 9.12 X 1000 Calculated -
Log P 0.96 A5 - @ 25 DegC Low
Bulk density (g ml-1)/Specific gravity 1.46 B5 -
Dissociation constant (pKa) at 25oC 4.4 A5 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 6.0 X 10-07 A3 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.4 X 10-09 A3 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.82 Calculated Transition state
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 8.83 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 - - -
Surface tension (mN m-1) 67.92 A5 at 20oC, 98.9% -

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 B5 Non-persistent
DT50 (lab at 20oC) 6.5 A5 Non-persistent
DT50 (field) 5 A5 Non-persistent
DT90 (lab at 20oC) 31.1 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 5-12 days, DT90 range 18-69 days; Other studies: DT50 2-4 days (F3)
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 13.9 A5 Moderately fast
Note pH sensitive: 3.8 days @ pH 5, 24.6 days at pH 9
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 32 A5 Moderately persistent
Note pH sensitive: 3.7 days at pH 5, 36 days at pH 9
Water-sediment DT50 (days) 24 A5 Fast
Water phase only DT50 (days) 30 A5 Stable

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 - - -
Koc -
Notes and range -
Freundlich Kf 0.68 A5 Mobile
Kfoc 58
1/n 0.92
Notes and range EU dossier Kf range 0.36-1.28 mL/g, Kfoc range 25-132 mL/g, 1/n range 0.90-0.94, Soils=5
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
methyl saccharine (Ref: IN-W6725) This metabolite may cause environmental pollution, click here for further information Soil   0.837   Major fraction, Relevant
N,N-dimethyl-6-(2,2,2-trifluoroethoxy)-1,3,5-triazine-2,4-diamine (Ref: IN-D8526) This metabolite may cause environmental pollution, click here for further information Soil   0.923   Major fraction, Relevant
N-desmethyl triazine amine (Ref: IN-E7710) This metabolite may cause environmental pollution, click here for further information Soil   0.359   Major fraction, Relevant
N,N-bis-desmethyl triazine amine (Ref: IN-M7222) This metabolite may cause environmental pollution, click here for further information Soil   0.129   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
triflusulfuron
(Ref: )
Note: Major fraction, Relevant
- Water/sediment - -
N,N-dimethyl-6-(2,2,2-trifluoroethoxy)-1,3,5-triazine-2,4-diamine
(Ref: IN-D8526)
Note: Soil DT50 = 74664 days
triazine amine Soil (Aerobic) - -
N-methyl-6-(2,2,2-trifluoroethoxy)-1,3,5-triazine-2,4-diamine
(Ref: IN-E7710)
Note: Soil DT50 = 30393 days
N-desmethyl triazine amine Soil (Aerobic) - -
6-(2,2,2-trifluoroethoxy)-1,3,5-triazine-2,4-diamine
(Ref: IN-M7222)
N,N-bis-desmethyl triazine amine Rat; Plant; Soil (Aerobic) - -


ECOTOXICOLOGY

for triflusulfuron-methyl

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) 1.3 Q2 Estimated Low potential
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) > 6.9 B5 Rat High
(ppm diet) > 100 -
Birds - Acute LD50 (mg kg-1) > 2250 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 1535 mg kg bw-1 day-1 A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) 730 A5 Oncorhynchus mykiss Low
Fish - Chronic 21 day NOEC (mg l-1) 57.7 A5 Oncorhynchus mykiss Low
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 960 A5 Daphnia magna Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 11.0 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) 0.0028 A5 Lemna gibba High
Non-target plants 17.8 A5 Grain sorghum
Vegetative vigour, ER50
as g/ha
-
23.5 A5 OSR
Seedling emergence, ER50
as g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) 0.046 A5 Pseudokirchneriella subcapitata 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) > 100 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 1000 A5 Eisenia foetida Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 250 A4 Eisenia foetida, 56 day Low
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 120 >, as product ha-1 (WG 50: Conc 50 g as/L)
A5 Aphidius rhopalosiphi
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 120 >, as product ha-1 (WG 50: Conc 50 g as/L)
A5 Typhlodromus pyri
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No adverse effect
Carbon mineralisation: No adverse effect
A5
Dose: 7.5x field rate, 56 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for triflusulfuron-methyl

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) > 5.1 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.04 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 1.2 A5 Rat, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.04 A5 Rat, SF=100 -
Dermal penetration studies (%) 50 A5 -
Dangerous Substances Directive 76/464 List II - -
Exposure Limits - - -
Exposure Routes Public No unacceptable risks 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 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 May affect body weight and food intake
Possible liver toxicant
USEPA - possible human carcinogen

: 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
Treat fires with water spray, foam, dry chemical or CO2
CLP classification 2013 Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Carcinogen category 3: R40
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification U - Unlikely to present an acute hazard
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for triflusulfuron-methyl

Language Name
English triflusulfuron-methyl
French triflusulfuron-methyle
German Triflusulfuron
Danish triflusulfuron-methyl
Italian triflusulfuron-metile
Spanish triflusulfuron-metil
Greek -
Slovenian triflusulfuron-metil
Polish triflusulfuron metylu
Swedish triflusulfuronmetyl
Hungarian triszulfuron-metil
Dutch -

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