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primisulfuron methyl (Ref: CGA 136872)
** 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 primisulfuron methyl

Description: An urea herbicide used on crop and non-crop areas for the control of grass and many broad-leaved weeds

Example pests controlled: Grasses including Kentucky bluegrass, Broad-leaved weeds

Example applications: Corn; Non-cropped areas

Efficacy & activity: -

Availability status: Unknown

Introduction & key dates: 1990

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur Not applicable
Date inclusion expires Expired
EU Candidate for substitution (CfS) Not applicable
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C15H12F4N4O7S
Canonical SMILES COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC2=NC(=CC(=N2)OC(F)F)OC(F)F
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) ZTYVMAQSHCZXLF-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C15H12F4N4O7S/c1-28-11(24)7-4-2-3-5-8(7)31(26,27)23-15(25)22-14-20-9(29-12(16)17)6-10(21-14)30-13(18)19/h2-6,12-13H,1H3,(H2,20,21,22,23,25)/f/h22-23H
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 -
Substance origin Synthetic
Mode of action Selective, systemic, absorbed through roots and foliage. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS
CAS RN 86209-51-0
EC number -
CIPAC number -
US EPA chemical code 128973
PubChem CID 101525
Molecular mass (g mol-1) 468.34
PIN (Preferred Identification Name) methyl 2-({[4,6-bis(difluoromethoxy)pyrimidin-2-yl]carbamoyl}sulfamoyl)benzoate
IUPAC name methyl 2-[4,6-bis(difluoromethoxy)pyrimidin-2-ylcarbamoylsulfamoyl]benzoate
CAS name methyl 2-[[[[[4,6-bis(difluoromethoxy)-2-pyrimidinyl]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 Amaranthus hybridus
Amaranthus rudis
Sorghum bicolor
Physical state White powdery 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
  • Syngenta
Example products using this active
  • Exceed
  • Spirit
  • Northstar
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Available as wettable powders and water dispersible granules in water-soluble packets.


ENVIRONMENTAL FATE

for primisulfuron 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) 390 L3 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 45000 L3 - Acetone -
5790 L3 - Toluene -
130 L3 - n-Octanol -
1 L3 - n-Hexane -
Melting point (oC) 196 L3 -
Boiling point (oC) - - -
Degradation point (oC) - - -
Flashpoint (oC) - - -
Octanol-water partition coefficient at pH 7, 20oC P 1.58 X 1000 Calculated -
Log P 0.2 L3 Low
Bulk density (g ml-1)/Specific gravity 1.64 L3 -
Dissociation constant (pKa) at 25oC 3.47 L3 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 5.0 X 10-03 L3 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 0.04 L3 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index - - -
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 - - -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - - -
Maximum UV-vis absorption L mol-1 cm-1 - - -
Surface tension (mN m-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) 17 L3 Non-persistent
DT50 (lab at 20oC) - - -
DT50 (field) 30 G4 Moderately persistent
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note General literature gives field DT50 as between 4-60 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 - - -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value - - -
Note -
Water-sediment DT50 (days) - - -
Water phase only DT50 (days) - - -

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 - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity -

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
primisulfuron Soil   -   -


ECOTOXICOLOGY

for primisulfuron 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 Q3 Based on LogP < 3 Low potential
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) > 5050 L3 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2150 L3 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) > 29 L3 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 11.0 P3 Pimephales promelas, 20 day Low
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 260 L3 Daphnia magna Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.41 P3 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) 0.00027 P3 Lemna gibba, 14 day High
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) > 24 L3 Pseudokirchneriella subcapitata Low
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) > 100 L3 Low
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) 100 L3 Moderate
Earthworms - Chronic NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms Acute LC50 (mg kg-1) - - -
Chronic NOEC (mg kg-1) - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect - - -
Other arthropod (2) LR50 g ha-1 - - -
% Effect - - -
Soil micro-organisms - - -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for primisulfuron 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) > 5050 L3 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2010 G3 Rat -
Mammals - Inhalation LC50 (mg l-1) 4.8 L3 Rat, 4 hr -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.13 L3 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) - - -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) - - -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 List II - -
Exposure Routes Public -
Occupational Occupational exposure may occur through dermal contact
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 Possible liver and kidney toxicant at high doses
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 No information available
CLP classification 2013 -
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 None
WHO Classification U - Unlikely to present an acute hazard
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for primisulfuron methyl

Language Name
English primisulfuron methyl
French primisulfuron-methyl
German Primisulfuron-methyl
Danish primisulfuron-methyl
Italian primisulfuron-metile
Spanish primisulfuron-metil
Greek -
Slovenian primisulfuron-metil
Polish primisulfuron metylowy
Swedish -
Hungarian -
Dutch -

Record last updated: Monday 09 December 2019
Contact: aeru@herts.ac.uk