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metsulfuron-methyl (Ref: DPX T6376)
** metsulfuron ** IN T6376 ** 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 metsulfuron-methyl

Description: A herbicide used to control weeds mainly in cereals and land temporarily removed from production. It is also be a pesticide transformation product.

Example pests controlled: Broad-leaved weeds; Some annual grasses

Example applications: Spring & winter cereals; Land removed from production

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1983, first reported; 1984, first approvals

EC Regulation 1107/2009 (repealing 91/414):

Status Approved
Dossier rapporteur/co-rapporteur Slovenia/Sweden
Date inclusion expires 31/03/2023
EU Candidate for substitution (CfS) Yes - two 'Persistent-Bioaccumulative-Toxic' criteria
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 None
Chemical formula C14H15N5O6S
Canonical SMILES CC1=NC(=NC(=N1)OC)NC(=O)NS(=O)(=O)C2=CC=CC=C2C(=O)OC
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) RSMUVYRMZCOLBH-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C14H15N5O6S/c1-8-15-12(18-14(16-8)25-3)17-13(21)19-26(22,23)10-7-5-4-6-9(10)11(20)24-2/h4-7H,1-3H3,(H2,15,16,17,18,19,21)
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, Metabolite
Metabolite Type Soil
Substance group Sulfonylurea
Minimum active substance purity 967 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Selective, systemic with contact and residual action. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS
CAS RN 74223-64-6
EC number -
CIPAC number 441.201
US EPA chemical code 122010
PubChem CID 52999
Molecular mass (g mol-1) 381.36
PIN (Preferred Identification Name) -
IUPAC name methyl 2-(4-methoxy-6-methyl-1,3,5-triazin-2-ylcarbamoylsulfamoyl)benzoate
CAS name methyl 2-(((((4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino)carbonyl)amino)sulfonyl)benzoate
Other status information PAN listed Highly Hazardous Chemical
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 Lolium rigidum
Bacopa rotundifolia
Physical state White to pale yellow solid with charcateristic odour
Related substances & organisms

Can be a metabolite of:

Parent Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
iodosulfuron-methyl-sodium Soil   0.885   Major fraction, Relevany unknown
iodosulfuron Soil   0.885   Major fraction; Relevany unknown

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
  • AgriGuard
  • Clayton
  • DuPont
  • Headland
  • Nufarm
Example products using this active
  • Ally Express
  • Ally Max
  • Ally 20 SG
  • Cimarron
  • Concert
  • Finish
  • Minx PX
  • Pike
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Often supplied as wettable or water soluble granules or as a dry flowable formulation.


ENVIRONMENTAL FATE

for metsulfuron-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) 2790 A5 - @ 25 DegC High
Solubility - In organic solvents at 20oC (mg l-1) 0.058 A5 - n-Hexane -
37000 A5 - Acetone -
763 A5 - Methanol -
124 A5 - Toluene -
Melting point (oC) 162 A5 -
Boiling point (oC) - - -
Degradation point (oC) 164 A3 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.35 X 10-02 Calculated -
Log P -1.87 A5 Low
Bulk density (g ml-1)/Specific gravity 1.45 A5 -
Dissociation constant (pKa) at 25oC 3.75 A5 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 1.40 X 10-08 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 2.87 X 10-06 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 3.99 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 6.89 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 pH 1.8: 235nm=15752
pH 7.0: 235nm=16032
pH 10: 235nm=14658
A4 -
Surface tension (mN m-1) 71.7 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
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 10 A5 Non-persistent
DT50 (lab at 20oC) 23.2 A5 Non-persistent
DT50 (field) 13.3 A5 Non-persistent
DT90 (lab at 20oC) 102.4 A5 -
DT90 (field) 54.8 A5 -
DT50 modelling endpoint - - -
Note EU dossier (2015) lab studies DT50 range 6.4-48.8 days 8 soils, DT90 range 48-175 days; field studies DT50 range 7.3-37.1 days, DT90 range 24.3-123 days Soils =4
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 5.2 R4 -
Note Published literature RL50 range 4.8-5.6 days, 2 cereal crops, whole plant, n=2
Aqueous photolysis DT50 (days) at pH 7 Value Stable A5 -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note DT50 22 days at pH 5, stable at pH 7 and pH 9, all at 25 degC
Water-sediment DT50 (days) 224.3 A5 Slow
Water phase only DT50 (days) 115 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 0.77 A5 Very mobile
Kfoc 12.0
1/n 0.98
Notes and range EU 2015 dossier Kf range 0.1-4.9 mL/g, Kfoc range 4-207 mL/g, Soils=16
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 2-(aminosulfonyl)benzoate (Ref: IN-D5803) This metabolite may cause environmental pollution, click here for further information Soil   0.487   Major fraction, Relevant
2-(aminosulfonyl) benzoic acid (Ref: IN-D5119) Soil   0.059   Major fraction, Relevant
phenylurea (Ref: IN-B5685) This metabolite may cause environmental pollution, click here for further information Soil   0.170   Major fraction, Relevant
1,2-benzisothiazol-3(2H)-one,1,1-dioxide (Ref: IN-00581) Soil   0.087   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   0.423   Major fraction, Relevant
metsulfuron Soil   -   -

Other known metabolites:

Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
metsulfuron
(Ref: )
Note: -
- - - -


ECOTOXICOLOGY

for metsulfuron-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 A5 (Other literature Log BCF range 0.0-1.6 (R3)) 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) - L2 Rat, 2 year -
(ppm diet) > 500 -
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) > 113 A5 Oncorhynchus mykiss Low
Fish - Chronic 21 day NOEC (mg l-1) 68.0 A5 Oncorhynchus mykiss Low
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 120 A5 Daphnia magna Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 150 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) 0.00036 A5 Lemna gibba High
Non-target plants 0.054 A5 White mustard
Vegetative vigour, ER50
as g/ha
-
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.875 A4 Raphidocelis subcapitata, 72 hour Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) 0.02 Q2 Unknown species Moderate
Honeybees (Apis spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 50 A5 Moderate
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 44.3 A5 Moderate
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) > 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 76.8 >
A5 Aphidius rhopalosiphi
-
% Effect 19.3 Beneficial capacity
A4 Aphidius rhopalosiphi
-
Other arthropod (2) LR50 g ha-1 30.7 A5 Typhlodromus pyri -
% Effect -1.2 Beneficial capacity
A4 Typhlodromus pyri
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.2 mg kg-1 soil
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for metsulfuron-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) 6.2 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.22 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) 0.7 A5 -
Dermal penetration studies (%) 25-75 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
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 Genotoxic Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

A3; B3; C3; D0; E3

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
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 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
UN Number Usually 3077
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for metsulfuron-methyl

Language Name
English metsulfuron-methyl
French metsulfuron-methyle
German Metsulfuron-methyl
Danish metsulfuron-methyl
Italian metsulfuron-metile
Spanish metsulfuron-metil
Greek metsulfuron-methyl
Slovenian metsulfuron metil
Polish metsulfuron metylu
Swedish metsulfuronmetyl
Hungarian metsulphuron-methyl
Dutch metsulfuron methyl

Record last updated: Tuesday 25 June 2019
Contact: aeru@herts.ac.uk
© University of Hertfordshire