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thifensulfuron-methyl (Ref: DPX M6316)
** thifensulfuron ** thiameturon ** M 6316 ** thifensulfuron ME ** 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 thifensulfuron-methyl

Description: A post-emergence herbicide for the control of grass and broad-leaved weeds

Example pests controlled: Pigweed; Wild mustard; Lady's thumb; Lambsquarters; Velvetleaf; Bindweed; Chickweed; Cleavers; Knotgrass; Pansy; Poppy; Thistle

Example applications: Spring & Winter cereals including wheat, barley, triticale, rye, oats; Maize; Soybeans; Tomatoes

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1985, first reported; 1988, first approvals

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur United Kingdom/Austria
Date inclusion expires 31/10/2031
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: Australia

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C12H13N5O6S2
Canonical SMILES CC1=NC(=NC(=N1)OC)NC(=O)NS(=O)(=O)C2=C(SC=C2)C(=O)OC
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) AHTPATJNIAFOLR-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C12H13N5O6S2/c1-6-13-10(16-12(14-6)23-3)15-11(19)17-25(20,21)7-4-5-24-8(7)9(18)22-2/h4-5H,1-3H3,(H2,13,14,15,16,17,19)
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 979 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Selective, absorbed through folInhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS
CAS RN 79277-27-3
EC number -
CIPAC number 452
US EPA chemical code 128845
PubChem CID 73674
Molecular mass (g mol-1) 387.39
PIN (Preferred Identification Name) methyl 3-{[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoyl]sulfamoyl}thiophene-2-carboxylate
IUPAC name methyl 3-(4-methoxy-6-methyl-1,3,5-triazin-2-ylcarbamoylsulfamoyl)thiophene-2-carboxylate
CAS name methyl 3-(((((4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino)carbonyl)amino)sulfonyl)-2-thiophenecarboxylate
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 Amaranthus hybridus
Physical state Fine white 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
  • Cheminova
  • DuPont
  • Headland
Example products using this active
  • Lancer
  • Pennant
  • Pinnacle
  • Harmony M
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Often supplied as water soluble granules that are mixed with water and used as a spray.


ENVIRONMENTAL FATE

for thifensulfuron-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) 54.1 A5 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 1900 A5 - Acetone -
900 A5 - Ethanol -
2600 A5 - Ethyl acetate -
2600 A5 - Methanol -
Melting point (oC) 171 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 162 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 2.24 X 10-02 Calculated -
Log P -1.65 A5 Low
Bulk density (g ml-1)/Specific gravity 1.49 A5 -
Dissociation constant (pKa) at 25oC 4.0 A5 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 5.19 X 10-06 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 3.25 X 10-08 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 0.44 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 1.84 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 solution: 233nm =26124; [Acid solution: 224nm =18313, 250nm=13,520; [Basic solution: 234nm =26505 A5 -
Surface tension (mN m-1) 63.8 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
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 1.39 A5 Non-persistent
DT50 (lab at 20oC) 1.39 A5 Non-persistent
DT50 (field) 10 A4 Non-persistent
DT90 (lab at 20oC) 16 A5 -
DT90 (field) 38 A4 -
DT50 modelling endpoint - - -
Note EU dossier 2014 lab studies DT50 range 0.85-3.1 days, DT90 range 5.7-8.6 days, field studies (pre 2014 data) DT50 range 3-20 days, DT90 range 10-66 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 11.0 R3 -
Note Field grown soybean, whole plant, n=1
Aqueous photolysis DT50 (days) at pH 7 Value 94 A4 Stable
Note pH sensitive: DT50 14.6 days at pH 5, 10 days at pH 9, mean of light and dark
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 180 A5 Persistent
Note pH sensitive: DT50 5 days at pH 5, 90 days at pH 9
Water-sediment DT50 (days) 22.8 A5 Fast
Water phase only DT50 (days) 22 A5 Slow

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 0.74 A5 Mobile
Koc 28.3
Notes and range EU dossier pre 2014 Kd range 0.08-1.38 mL/g; Koc range 13-55 mL/g, Soils =4
Freundlich Kf 0.508 A5 Very mobile
Kfoc 9.0
1/n 0.932
Notes and range EU dossier 2015 Kf range 0.09-2.55 mL/g, Kfoc range 3.1-86 mL/g, 1/n range 0.821-1.01, soils=9
pH sensitivity Possible trend showing higher adsorption on more acidic soils

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
thiophene sulfonamide (Ref: IN-W8268) This metabolite may cause environmental pollution, click here for further information Soil   0.296   Major fraction, Relevant
thifensulfuron (Ref: IN-L9225) This metabolite may cause environmental pollution, click here for further information Soil   0.940   Major fraction, Relevant
O-desmethylthifensulfuron methyl (Ref: IN-L9226) This metabolite may cause environmental pollution, click here for further information Soil   0.185   Major fraction, Relevant
2-amino-4-methoxy-6-methyl-1,3,5-triazine (Ref: IN-A4098) This metabolite may cause environmental pollution, click here for further information Soil   0.180   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
-
Note: Soil DT50=73 days; Koc=524 mL/g
2-acid-3-triuret Soil; Water; Sediment 0.170 -
N-(4-hydroxy-6-methyl-1,3-5-triazine-2-yl)-urea
(Ref: IN-31804)
- Plants - -
2-acid-3-sulfonamide
(Ref: IN-9223)
Note: Soil DT50=178 days; Kfoc=4.07 mL/g
- Soil; Water; Sediment; Plants; Animals 0.190 -
2-ester-3-sulfonamide
(Ref: IN-A5546)
Note: Soil DT50= 3days; Kfoc=49 mL/g
- Soil 0.105 -
4-amino-6-methyl-1,3,5-triazin-2-ol
(Ref: IN-B5528)
- Soil; Plants - -
methyl-2-(4-methoxy-6-methyl-1,3, 5-triazin-2-yl-amino)-3-thiophene-carboxylate
(Ref: IN-D8856)
- Aquous photolysis - -
O-desmethyl thifensulfuron acid
(Ref: IN-JZ789)
Note: Soil DT50=60 days; Kfoc=31.1 mL/g
- Soil; Water; Sediment 0.100 -
4-amino-6-methyoxy-1,3,5-triazine-2-methanol
(Ref: IN-L9622)
- Poultry - -
3-sulfo-2-thiophenecarboxylic acid
(Ref: IN-N9134)
- Sediment (anaerobic); Plants - -
methyl 3-(((((acetylamino)carbonylamino)carbonyl-amino)carbonylamino)sulfonyl)-2-thiophenecarboxylate
(Ref: IN-RDF00)
2-ester-3-triuret Aqueous hydrolysis - -
methyl-3-sulfo-2-thiophene carboxylic acid
(Ref: IN-T700)
- Poultry - -
triazine urea
(Ref: IN-V7160)
Note: Soil DT50=19.4 days; Kfoc=114 mL/g
- a=Water; Soil; Sediment; Plants a=0.25 -


ECOTOXICOLOGY

for thifensulfuron-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) 0.8 A5 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) > 100 A5 Rat Moderate
(ppm diet) > 2200 -
Birds - Acute LD50 (mg kg-1) > 2510 A5 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) > 5620 mg kg feed-1 A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) > 56.4 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) > 250 A5 Oncorhynchus mykiss Low
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 60.7 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 100 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) 0.0013 A5 Lemna gibba High
Non-target plants 0.606 A5 Beta vulgaris
Vegetative vigour, ER50
as g/ha
-
0.613 A5 Beta vulgaris
Seedling emergence, ER50
as g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) > 0.8 A5 Pseudokirchneriella subcapitata, 72 hour ErC50 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) > 7.1 A5 Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 2000 A5 Eisenia foetida 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-1 450 >; Mortality, as g product ha-1 (50 SC: conc 500 g/L)
A5 Aphidius rhopalosiphi
-
% Effect 11 Mortality
Dose: 0.082 kg ha-1
A5 Aphidius rhopalosiphi, adult
-
Other arthropod (2) LR50 g ha-1 450 >; Mortality, as g product ha-1 (50 SC: conc 500 g/L)
A5 Typhlodromus pyri
-
% Effect 4.6 Mortality
Dose: 0.082 kg ha-1
A5 Typhlodromus pyri, protonymph
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.4 kg ha-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for thifensulfuron-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) > 5.03 A5 Rat, 4 hr -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.02 A5 Rat, 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) 0.15 A5 Rat, SF=100 -
Dermal penetration studies (%) 0.6-6.4 A5 concentration and formulation dependent -
Dangerous Substances Directive 76/464 - - -
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 decrease bodyweight

: 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 IMDG Transport Code is usually 9
Not explosive or oxidising
CLP classification 2013 Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases 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) IV - Caution - Not acutely toxic
UN Number Usually 3077
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for thifensulfuron-methyl

Language Name
English thifensulfuron-methyl
French thifensulfuron-methyle
German Thifensulfuron
Danish thifensulfuron-methyl
Italian tifensulfuron-metile
Spanish tifensulfuron-metil
Greek thifensulfuron-methyl
Slovenian tifensulfuron-metil
Polish tifensulfuron metylu
Swedish tifensulfuronmetyl
Hungarian tifenszulfuron-metil
Dutch thifensulfuron-methyl

Record last updated: Thursday 23 August 2018
Contact: aeru@herts.ac.uk