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ethametsulfuron-methyl (Ref: DPX-A7881)
** Translations

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

SUMMARY

Ethametsulfuron-methyl is a selective herbicide currently progressing through the EU regulatory system. It is moderately soluble in water, volatile and, based on its chemical properties, presents a high risk of leaching to groundwater. It is relatively persistent in both soil and aqueous systems. It has a low mammalian toxicity but may bio-accumulate. It has a low toxicity to birds and most aquatic species, the exception being aquatic plants including algae. It is moderately toxic to honeybees.

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

Description: An effective herbicide for the control of wild mustard, stinkweed and other broad-leaved weeds especially in OSR

Example pests controlled: Charlock mustard (Sinapis arvensis); Pennycress (Thlaspi arvense); Other broad-leaved weeds

Example applications: Oilseed rape

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1989

EC Regulation 1107/2009 (repealing 91/414):
Status Pending
Dossier rapporteur/co-rapporteur United Kingdom
Date inclusion expires -
EU Candidate for substitution (CfS) No data
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 C15H18N6O6S
Canonical SMILES CCOC1=NC(=NC(=N1)NC)NC(=O)NS(=O)(=O)C2=CC=CC=C2C(=O)OC
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) ZINJLDJMHCUBIP-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C15H18N6O6S/c1-4-27-15-19-12(16-2)17-13(20-15)18-14(23)21-28(24,25)10-8-6-5-7-9(10)11(22)26-3/h5-8H,4H2,1-3H3,(H3,16,17,18,19,20,21,23)
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 Triazinylsulfonylurea
Minimum active substance purity >971g/kg
Known relevant impurities EU dossier: IN-D7556 <3g/kg
Substance origin Synthetic
Mode of action Selective. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS
CAS RN 97780-06-8
EC number -
CIPAC number 834.201
US EPA chemical code 129091
PubChem CID 91756
Molecular mass (g mol-1) 410.41
PIN (Preferred Identification Name) methyl 2-({[4-ethoxy-6-(methylamino)-1,3,5-triazin-2-yl]carbamoyl}sulfamoyl)benzoate
IUPAC name methyl 2-[(4-ethoxy-6-methylamino-1,3,5-triazin-2-yl)carbamoylsulfamoyl]benzoate
CAS name methyl 2-(((((4-ethoxy-6-(methylamino)-1,3,5-triazin-2-yl)amino)carbonyl)amino)sulfonyl)benzoate
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 Sinapis arvensis
Thlaspi arvense
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 -
Example products using this active
  • Salsa WG
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details -


ENVIRONMENTAL FATE

for ethametsulfuron-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) 223 A5 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 764 A5 - Acetone -
2066 A5 - Dichloromethane -
3.0 A5 - n-Hexane -
173 A5 - Ethyl acetate -
Melting point (oC) 197 A5 -
Boiling point (oC) 317 A5 -
Degradation point (oC) Does not degrade below boiling point. A5 -
Flashpoint (oC) Not expected to self-ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 5.25 X 10-01 Calculated -
Log P -0.28 A5 Low
Bulk density (g ml-1)/Specific gravity - - -
Dissociation constant (pKa) at 25oC 4.2 A5 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 6.41 X 10-04 A5 - @ 25 DegC Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.22 X 10-06 A5 - @ 25 DegC Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 2.60 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 1.44 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 Medium
Maximum UV-vis absorption L mol-1 cm-1 Acid soln: 220nm=41432, no significant absorption>290nm
Neutral soln: 225nm=41432, no significant absorption>290nm
Basic soln: 225nm: 41187, no significant absorption>290nm
A5 -
Surface tension (mN m-1) 68.8 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) 41.0 A5 Moderately persistent
DT50 (lab at 20oC) 36.5 A5 Moderately persistent
DT50 (field) 22.6 A5 Non-persistent
DT90 (lab at 20oC) 153.0 A5 -
DT90 (field) 472 A5 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 24.2-70.9 days, DT90 range 91-320 days; Field studies DT50 range 9.4-71.9 days, DT90 range 162-795 days; Manufacturers published data gives field DT50 16-100 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 9.0 R4 -
Note Published literature RL50 range 4.9-14.4 days, various matrices from swede, n=3
Aqueous photolysis DT50 (days) at pH 7 Value - L3 -
Note Not a major degradation route
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable L3 -
Note Stable pH 7 and pH 9, DT50 41 days at pH 5
Water-sediment DT50 (days) 35.6 A5 Moderately fast
Water phase only DT50 (days) 26.6 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 4.93 A5 Moderately mobile
Koc 220.7
Notes and range EU dossier Kd range 0.22-19.4 mL/g, Koc range 39.7-667.9 mL/g, soils=5
Freundlich Kf 2.69 A5 Moderately mobile
Kfoc 119.4
1/n 0.899
Notes and range EU dossier Kf range 0.20-1.47 mL/g, Kfoc range 25.7-367.9 mL/g, 1/n range 0.783-975, Soils=5
pH sensitivity Yes

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
ethametsulfuron acid (Ref: IN-A8768) This metabolite may cause environmental pollution, click here for further information Soil   0.315   Major fraction, Relevant
N-(4-ethoxy-6-(methylamino)-1,3,5-triazin-2-yl)urea (Ref: IN-B9161) This metabolite may cause environmental pollution, click here for further information Soil   0.590   Major fraction, Relevant
6-ethoxy-N-methyl-1,3,5-triazine-2,4-diamine (Ref: IN-D7556) This metabolite may cause environmental pollution, click here for further information Soil   0.259   Major fraction, Relevant
methyl-2-(((4-amino-6-ethoxy-1,3,5,-triazin-2-yl)aminocarbonyl)aminosulfonyl)-benzoate (Ref: IN-N7468) This metabolite may cause environmental pollution, click here for further information Soil   0.240   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
1,2-benzisothiazol-3(2H)-one,1,1-dioxide
(Ref: IN-00581)
Note: CAS no. 81-07-2; C8H7NO
1,1-dioxide-1,2-benzisothiazol-3(2H)-one Plants; Rats; Soil; Water soil = 0.045 -
4-amino-(methylamino_-1,3-5-triazin-2(1H)-one
(Ref: IN-A9795)
Note: CAS no. 850879-26-4; C4H7N5O
O-deethyl triazine amine Plants; Soil soil=0.121 -
2-(aminosulfonyl)benzoic acid
(Ref: IN-D5119)
Note: CAS no. 632-24-6; C7H7NO4S
- Soil; Water soil=0.124 -
methyl-2-(aminosulfonyl)benzoate
(Ref: IN-D5803)
Note: CAS no. 57683-71-3; C8H9NO4S
ester sulphonamide Plants; Soil; Water soil=0.080 -
methyl-2-(((4-hydroxy-6-(methylamino)-1,3,5-triazin-2-yl)-aminocarbonyl)aminosulfonyl)-benzoate
(Ref: IN-N7469)
Note: C13H14N6O6S
O-deethyl ethametsulfuron methyl Plants; Rats; Soil; water soil=0.201 -
6-ethyoxy-1,3,5-triazine-2,4-diamine
(Ref: IN-R7558)
Note: CAS no. 2827-44-3: C5H9N5O
N-demethyl triazine amine Plants, Soil soil=0.058 -
methyl-2-(((((6-amino-3,4-dihydro-4-oxo-1,3,5-triazin-2-yl)amino)carbonyl)sulfonyl)benzoate
(Ref: IN-RXR81)
Note: CAS no. 164524-91-8; C12H12N6O6S
O-deethyl-N-demethylethametsulfuron methyl) Plants; Soil soil=0.092 -
2(((((4-amino-6-ethoxy-1,3-5-triazin-2-yl)amino)carbonyl)amino)sulfonyl)benzoic acid
(Ref: IN-RYM15)
Note: C13H14N6O6S
- Soil soil -


ECOTOXICOLOGY

for ethametsulfuron-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) 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) > 126 A5 Oncorhynchus mykiss Low
Fish - Chronic 21 day NOEC (mg l-1) 5.4 A4 Oncorhynchus mykiss, 87 day Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 108 A5 Daphnia magna Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 4.7 A5 Daphnia magna Moderate
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) 0.0004 A5 Lemna gibba High
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.421 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees (Apis spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) 4.62 A5 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) 153.72 A3 Eisenia foetida, for formulated product Moderate
Earthworms - Chronic NOEC, reproduction (mg kg-1) 36.0 A3 Eisenia foetida, for formulated product Moderate
Other soil macro-organisms Acute LC50 (mg kg-1) - - -
Chronic NOEC (mg kg-1) - - -
Other arthropod (1) LR50 g ha-1 11.37 Mortality
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 18.75 > Mortality
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms - - -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for ethametsulfuron-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) > 5.7 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.21 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.25 A5 Rabbit, SF=1000 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.1 A5 Rabbit, SF=1000 -
Dermal penetration studies (%) 25-75 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
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 Genotoxic Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

A3; B3; C3; D0; E0

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

-

General human health issues No further information available
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: 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: H319
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xi - Irritant: R36
N - Dangerous for the environment: R50/53
EC Safety Classification Click here to view information omn the EU safety phrases S26, S35, S57
WHO Classification NL - Not listed
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for ethametsulfuron-methyl

Language Name
English ethametsulfuron-methyl
French -
German -
Danish -
Italian -
Spanish etamatsulfuron metil
Greek -
Slovenian -
Polish etametsulfuron metylowy
Swedish -
Hungarian -
Dutch -

Record last updated: Wednesday 11 December 2019
Contact: aeru@herts.ac.uk