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mesosulfuron-methyl (Ref: AE F130060)
** mesosulfuron ** 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 mesosulfuron-methyl

Description: A systemic herbicide used for post-emergence control of grasses and other weeds in cereals

Example pests controlled: Grasses including blackgrass; Broad-leaved weeds

Example applications: Cereals including spring wheat, winter wheat, durum wheat, winter rye

Efficacy & activity: -

Availability status: Current

Introduction & key dates: circa 2001

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

Status Approved
Dossier rapporteur/co-rapporteur France/Poland
Date inclusion expires 30/06/2032
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 C17H21N5O9S2
Canonical SMILES COC1=CC(=NC(=N1)NC(=O)NS(=O)(=O)C2=C(C=CC(=C2)CNS(=O)(=O)C)C(=O)OC)OC
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) NIFKBBMCXCMCAO-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C17H21N5O9S2/c1-29-13-8-14(30-2)20-16(19-13)21-17(24)22-33(27,28)12-7-10(9-18-32(4,25)26)5-6-11(12)15(23)31-3/h5-8,18H,9H2,1-4H3,(H2,19,20,21,22,24)/f/h21-22H
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 >955 g/kg
Known relevant impurities EU dossier: None disclosed
Substance origin Synthetic
Mode of action Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS
CAS RN 208465-21-8
EC number -
CIPAC number 663.201
US EPA chemical code 122009
PubChem CID 11409499
Molecular mass (g mol-1) 503.51
PIN (Preferred Identification Name) methyl 2-[(4,6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl]-a-(methanesulfonamido)-p-toluate
IUPAC name methyl 2-[(4,6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl]-a-(methanesulfonamido)-p-toluate
CAS name methyl 2-[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]-4-[[(methylsulfonyl)amino]methyl]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 Alopecurus myosuroides
Physical state Pale yellow 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
  • Bayer CropScience
  • Teliton
Example products using this active
  • Atlantis WG
  • Othello
  • Pacifica
  • Atlantis
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Often supplied as an oil suspension.


ENVIRONMENTAL FATE

for mesosulfuron-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) 483 A5 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 200 L3 - Hexane -
13660 L3 - Acetone -
2000 L3 - Ethyl acetate -
130 L3 - Toluene -
Melting point (oC) 195.4 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 190 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 3.31 X 10-01 Calculated -
Log P -0.48 A5 Low
Bulk density (g ml-1)/Specific gravity 1.48 A5 -
Dissociation constant (pKa) at 25oC 4.35 A5 -
Note:
Vapour pressure at 20oC (mPa) 1.10 X 10-05 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 3.65 X 10-12 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 3.34 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 4.53 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 203nm = 53566, 237nm = 22220, 291nm = 904 A5 -
Surface tension (mN m-1) 61.9 A5 at 20 degC, 19.27 mg l-1 -

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) 43.5 A5 Moderately persistent
DT50 (lab at 20oC) 43.5 A5 Moderately persistent
DT50 (field) 78 A5 Moderately persistent
DT90 (lab at 20oC) 345.5 A5 -
DT90 (field) 257 A5 -
DT50 modelling endpoint - - -
Note EU 2016 dossier Lab studies DT50 range 7.6-140.1 days, DT90 range 25.3- >1000 days, Soils=9
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 46 A5 Stable
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 253 A5 Persistent
Note pH and temperature sensitive: DT50 7.2 days at pH 5 and 20 degC, 3.5 days at pH 5 and 25 degC, 253 days at pH 7 and 25 deg C, 23 days at pH 7 and 40 degC, 318 days at pH 9 and 25 deg C, 27 dats at pH 9 and 40 degC
Water-sediment DT50 (days) 48.9 A5 Moderately fast
Water phase only DT50 (days) 44 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 1.27 A5 Moderately mobile
Kfoc 92
1/n 0.91
Notes and range EU dossier Kf 0.24-3.71 ml/g; Kfoc range 26-345 mL/g; 1/n range 0.85-0.93; Soils=9
pH sensitivity No

Key metabolites:

Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
2-amino-4,6-dimethoxypyrimidine (Ref: AE-F092944) This metabolite may cause environmental pollution, click here for further information Soil   0.101   Major fraction, Relevant
4,6-dimethoxypyrimidine-2-yl-urea (Ref: AE-F099095) This metabolite may cause environmental pollution, click here for further information Soil   0.292   Major fraction, Relevant
mesosulfuron (Ref: AE F154851) This metabolite may cause environmental pollution, click here for further information Soil   0.162   Major fraction, RelevancT

Other known metabolites:

Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
benzisothiazole
(Ref: AE F147447)
- Water (Hydrolysis); Water/sediment 0.374 -
O-desmethyl mesosulfuron
(Ref: AE F160459)
- a = Soil (Anaerobic); b = Water/sediment a=0.259 -


ECOTOXICOLOGY

for mesosulfuron-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) > 2000 A5 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) > 5000 mg kg feed-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) > 100 A5 Oncorhynchus mykiss Low
Fish - Chronic 21 day NOEC (mg l-1) 32.0 A5 Oncorhynchus mykiss Low
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 100 A5 Daphnia magna Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 1.8 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) 0.00062 C4 Lemna gibba High
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.2 A5 Raphidocelis 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) > 13 A5, 72 hr Moderate
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) 5.6 A5, 72 hr 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) > 100 R3 Bombus terrestris Low
-
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 C4 Eisenia foetida Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 150 A3 Eisenia foetida, 56 days, g ha-1 Low
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect 17.5 Mortality
Dose: 15 g ha-1
A5 Aphidius rhopalosiphi, adult
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 8.3 Mortality
Dose: 15 g ha-1
A5 Typhlodromus pyri, protonymph
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.075 kg ha-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for mesosulfuron-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) > 5000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 1.33 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 1.0 A5 Mouse, 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) 0.2 A5 Dog, SF=100 -
Dermal penetration studies (%) 9.3-13.9 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; B0; C0; 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
CLP classification 2013 Environment: H400
EC Risk Classification Click here to view information omn the EU risk phrases N - Dangerous for the environment: R50/53
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification NL - Not listed
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for mesosulfuron-methyl

Language Name
English mesosulfuron-methyl
French mesosulfuron-methyle
German Mesosulfuron
Danish mesosulfuron
Italian mesosulfuron-metile
Spanish mesosulfuron-metil
Greek -
Slovenian mesosulfuron metil
Polish mezosulfuron metylowy
Swedish mesosulfuronmetyl
Hungarian -
Dutch -

Record last updated: Tuesday 04 June 2019
Contact: aeru@herts.ac.uk
© University of Hertfordshire