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bensulfuron-methyl (Ref: DPX F5384)
** methyl bensulfuron ** DPX 84 ** F 5384 ** Translations

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

SUMMARY

Bensulfuron-methyl is a herbicide approved for use in the EU. It is moderately soluble in water, non-volatile and moderately mobile. It would not be expected to persistent in soil but could be persistent in water systems under certain conditions. It is not highly toxic to mammals. It also shows a low toxicity to birds and earthworms but is more of a concern to aquatic plants, algae and honeybees

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

Description: A pyrimidinylsulfonylurea herbicide used to control annual and perennial weeds and sedges

Example pests controlled: Pigweed; Chickweed; Wild mustard; Stinkgrass; Barnyardgrass; Rice flatsedge; Dwarf umbrella grass; Nut-grass; Creeping water primrose

Example applications: Cereals especially wheat; Rice

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1985

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Italy/Spain
Date inclusion expires 31/10/2022
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, USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C16H18N4O7S
Canonical SMILES COC1=CC(=NC(=N1)NC(=O)NS(=O)(=O)CC2=CC=CC=C2C(=O)OC)OC
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) XMQFTWRPUQYINF-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C16H18N4O7S/c1-25-12-8-13(26-2)18-15(17-12)19-16(22)20-28(23,24)9-10-6-4-5-7-11(10)14(21)27-3/h4-8H,9H2,1-3H3,(H2,17,18,19,20,22)
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 -
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Selective, systemic action being absorbed through foliage and roots. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS
CAS RN 83055-99-6
EC number 401-340-6
CIPAC number 502
US EPA chemical code 128820
PubChem CID 54960
Molecular mass (g mol-1) 410.4
PIN (Preferred Identification Name) methyl 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}methyl)benzoate
IUPAC name methyl α-[(4,6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl]-o-toluate
CAS name methyl 2-[[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]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 Alisma plantago-aquatica
Bacopa rotundifolia
Physical state White to straw coloured 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
  • United Phosphorus
  • DuPont
Example products using this active
  • Londax
  • Sectar
  • Testar
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually supplied as water dispersible granules that are mixed with water and used as a spray.


ENVIRONMENTAL FATE

for bensulfuron-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) 67 A5 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 5100 A5 - Acetone -
18400 A5 - Dichloromethane -
1750 A5 - Ethyl acetate -
229 A5 - o-Xylene -
Melting point (oC) 179.4 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 245 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 6.17 X 1000 Calculated -
Log P 0.79 A5 Low
Bulk density (g ml-1)/Specific gravity 1.41 L3 -
Dissociation constant (pKa) at 25oC 5.2 A5 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 2.80 X 10-09 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 2.00 X 10-11 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 2.62 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 1.89 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 - - -
Surface tension (mN m-1) 74.9 A5 at 20oC -

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) 24 H4 Non-persistent
DT50 (lab at 20oC) 77 A5 Moderately persistent
DT50 (field) 8.2 A5 Non-persistent
DT90 (lab at 20oC) 287.6 A5 -
DT90 (field) 16.7 A5 -
DT50 modelling endpoint - - -
Note EU dossier range lab studies DT50 25-102 days, DT90 range 214-339 days; field studies DT50 range 6-14 days, DT90 range 6.2-48 days
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 43 A3 Stable
Note DT50: 10 days irradiated pond water, 90 days irradiated creek water, 29 days irradiated pure water and stable in pure dark water
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Sensitive to pH: DT50 6.1 days at pH 4, 141 days at pH 9
Water-sediment DT50 (days) 48 A5 Moderately fast
Water phase only DT50 (days) 18.5 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 - - -
Koc -
Notes and range -
Freundlich Kf 6.6 A5 Moderately mobile
Kfoc 409
1/n 0.92
Notes and range EU dossier kf range 2.5-8.4 mL/g, Kfoc range 205-684 mL/g, 1/n range 0.88-1.08, Soils=7
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
bensulfuron (Ref: IN-R9419) This metabolite may cause environmental pollution, click here for further information Soil   0.277   Major fraction, Relevant
2-((aminosulfonyl)methyl)benzoic acid (Ref: IN-D1R84) This metabolite may cause environmental pollution, click here for further information Soil   0.182   Major fraction, Relevant
2-amino-4,6-dimethoxypyrimidine (Ref: AE-F092944) This metabolite may cause environmental pollution, click here for further information Soil   0.460   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
{[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}acetic acid
(Ref: IN-DAT97)
- a = Water/sediment; b = Groundwater a=0.099 -
methyl 2-({[(4-hydroxy-6-methoxypyrimidin-2-yl)carbamoyl]sulfamoyl}methyl)benzoate
(Ref: IN-F7880)
Note: Med-high mobility
- a = Water/sediment; b = Rice a=0.097 -
4,6-dimethoxypyrimidin-2-amine
(Ref: IN-J0290)
Note: Low mobility
- a = Soil; b = Rat; c = Water a=0460 -
methyl 2-(sulfamoylmethyl)benzoate
(Ref: IN-N5297)
- a = Water/sediment; b = Animal (faeces, urine) a=0.317 -
(4,6-dimethoxypyrimidin-2-yl)urea
(Ref: IN-T5831)
- a = Water (Photolysis); b = Groundwater a=0.137 -


ECOTOXICOLOGY

for bensulfuron-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) 1.6 A5 Low potential
CT50 (days) 327 -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) 21.4 A5 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2510 A5 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) > 1690 mg kg bw-1 day-1 A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) > 66 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 1.5 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 130 L3 Daphnia magna Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 12 A5 Daphnia magna Low
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 130 F3 Americamysis bahia Low
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) 125.0 A4 Chironomus tentans Low
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) 0.0008 A5 Lemna gibba High
Non-target plants > 2.41 A5 Oilseed rape
Seedling emergence, ER50
as g/ha
-
> 2.08 A5 Soybean
Vegetative vigour, ER50
as g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) 0.02 L3 Raphidocelis 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) > 51.4 A5 Moderate
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) - - -
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 600 > 48 hour
A5 Aphidius rhopalosiphi
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 600 > 7 day
A5 Typhlodromus pyri
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 5 x field rate
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for bensulfuron-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) 7.5 A5 Rat, 4 hr -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.2 A5 Dog, 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) 0.12 A5 Dog, SF=167 -
Dermal penetration studies (%) 5.9-7.2 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public No unacceptable risks identified for proposed uses
Occupational Risk of exposure acceptable under label recommendations for use for personal protection clothing and equipment
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) 0.1 EU Dir 89/778/EC limit; A5 Calc MAC=600 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 Possible liver toxicant

: 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 None allocated at this time
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R43
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S24, S37, 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 bensulfuron-methyl

Language Name
English bensulfuron-methyl
French bensulfuron-methyle
German Bensulfuron-methyl
Danish bensulfuron-methyl
Italian bensulfuron-metile
Spanish bensulfuron-metil
Greek -
Slovenian bensulfuron-metil
Polish bensulfuron metylowy
Swedish -
Hungarian benszulforon-metil
Dutch -

Record last updated: Monday 06 August 2018
Contact: aeru@herts.ac.uk