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GET ADDITIONAL DATA HERE!
halosulfuron-methyl (Ref: CGA 288239)
** MON 12000 ** MON 12037 ** A-841101 ** 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 halosulfuron-methyl

Description: Sulfonylurea post-emergence herbicide used to control annual broad-leaved weeds and sedges in a range of crops, particularly rice but also turf, maize, grain sorghum and sugarcane

Example pests controlled: Sedges, Broad-leaved weeds

Example applications: Turf; Ornamental lawns; Woody ornamentals; Landscaped areas; Corn; Fallow ground; Sugarcane

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1991, first reported; 1994, first registered USA

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Italy
Date inclusion expires 30/09/2023
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 C13H15ClN6O7S
Canonical SMILES CN1C(=C(C(=N1)Cl)C(=O)OC)S(=O)(=O)NC(=O)NC2=NC(=CC(=N2)OC)OC
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) FMGZEUWROYGLAY-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C13H15ClN6O7S/c1-20-10(8(9(14)18-20)11(21)27-4)28(23,24)19-13(22)17-12-15-6(25-2)5-7(16-12)26-3/h5H,1-4H3,(H2,15,16,17,19,22)
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 Pyrazolium
Minimum active substance purity 790 g/kg
Known relevant impurities EU dossier - commercially confidential, not disclosed publically
Substance origin Synthetic
Mode of action Systemic, selective, acts by inhibiting biosynthesis of essential amino acids valine and isoleucine restricting plant growth. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS
CAS RN 100784-20-1
EC number -
CIPAC number 785.201
US EPA chemical code 128721
PubChem CID 91763
Molecular mass (g mol-1) 434.81
PIN (Preferred Identification Name) methyl 3-chloro-5-{[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}-1-methyl-1H-pyrazole-4-carboxylate
IUPAC name methyl 3-chloro-5-(4,6-dimethoxypyrimidin-2-ylcarbamoylsulfamoyl)-1-methylpyrazole-4-carboxylate
CAS name methyl 3-chloro-5-(((((4,6-dimethoxy-2-pyrimidinyl)amino)carbonyl)amino)sulfonyl)-1-methyl-1H-pyrazole-4-carboxylate
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 -
Physical state Fine white powder that is slightly crystalline in appearance
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
  • Nissan Chemical Industries Ltd.
  • Gowan Co
  • Fertiagro Pte. Ltd.
  • Syngenta Crop Protection
Example products using this active
  • Fermit
  • Yukon
  • Battalion
  • NC-31975 WG
  • Manage
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Available as a dry flowable formulation and as premeasured amounts in water soluble bags. Also available as wettable granules.


ENVIRONMENTAL FATE

for halosulfuron-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) 10.2 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 1616 A5 - Methanol -
127.8 A5 - Hexane -
3640 A5 - Toluene -
15260 A5 - Ethyl acetate -
Melting point (oC) 176 A5 -
Boiling point (oC) Decomposes before boiling A3 -
Degradation point (oC) 181.6 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 9.55 X 10-01 Calculated -
Log P -0.02 A5 Low
Bulk density (g ml-1)/Specific gravity 1.62 A5 -
Dissociation constant (pKa) at 25oC 3.44 V3 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 3.5 X 10-02 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) - - -
GUS leaching potential index Click here for a note on the limitations of the GUS index 6.88 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 4.27 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 Neutral soln: 245nm=20347, 203nm=34896; [Acidic soln: 244nm=19570, 203nm=39329; [Basic soln: 260nm=11492, 233nm=15312, 215.5nm=14869 A5 -
Surface tension (mN m-1) 70.5 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) 26.7 A4 Non-persistent
DT50 (lab at 20oC) 26.7 A4 Non-persistent
DT50 (field) 14 F3 Non-persistent
DT90 (lab at 20oC) 118.9 A4 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies data for paddy field soil
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 3.0 R4 -
Note Published literature RL50 range 0.9-5.3 days, maize & wheat, 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 14.4 A5 - @ 25DegC Non-persistent
Note DT50 pH sensitive: 26.9 days @ pH5; 18.6 hrs @ pH9 all at 25DegC
Water-sediment DT50 (days) 10.4 A5 Fast
Water phase only DT50 (days) 8.1 A5 Moderately fast

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 1.67 A5 Moderately mobile
Koc 109
Notes and range EU dossier Kd range 0.36-3.98 mL/g, Koc range 31.1-199.22 mL/g, soils=4; Other literature values range 31-199 mL/g; Manufacturer safety sheet 75 mL/g (Q3)
Freundlich Kf 1.51 A4 -
Kfoc Not calculated
1/n 0.825
Notes and range EU dossier Kf range 0.32-3.56 mL/g, Kfoc - not determined in dossier, 1/n range 0.61-1.08, Soils=4
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
halosulfuron methyl rearrangement This metabolite may cause environmental pollution, click here for further information Soil   0.483   Major fraction; Not relevant for soil
halosulfuron rearrangement This metabolite may cause environmental pollution, click here for further information Soil   0.240   Major fraction; Not relevant for soil
3-chlorosulfonamide ester This metabolite may cause environmental pollution, click here for further information Soil   0.203   Major fraction; Not relevant for soil
chlorosulfonamide acid (Ref: MON 5783) This metabolite may cause environmental pollution, click here for further information Soil   0.237   Major fraction; Not relevant for soil

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
O-demethyl halosulfuron methyl ODHSM Soil; Water; Sediment; Plant; Animal - -
4,6-dihydroxy halosulfuron methyl - Animal - -
5-hydroxy halosulfuron methyl 5-hydroxy NC-319 Animal - -
5-hydroxy-demethyl-halosulfuron methyl 5-hydroxy demthyl NC-319 Animal - -
aminopyrimidine - Soil; Surface water; Sediment; Plant - -
2-pyrimidinamine demethyl aminopyrimidine Animal - -
halosulfuron
(Ref: )
Note: Major fraction; Not relevant for soil
- Soil - -
- Component Pd3 Soil (anaerobic); Groundwater - -
N-demethyl chlorosulfonamide - Soil; Plant - -
N-demethyl chlorosulfonamide acid - Soil; Plant - -
hydroxymethyl chlorosulfonamide acid - Plant - -
chlorosulfonamide glycerate - Plant - -
chlorosulfonamide acid glycerate - Plant - -
N-demethyl chlorosulfonamide glycerate - Plant - -
N-conjugate chlorosulfonamide - Plant - -
N-conjugate chlorosulfonamide acid - Plant - -
N-demethyl halosulfuron-methyl - Animal - -


ECOTOXICOLOGY

for halosulfuron-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) 7758 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) > 5620 mg kg feed-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) > 118 A5 Lepomis macrochirus Low
Fish - Chronic 21 day NOEC (mg l-1) 34 A4 Colinus virginianus, 87 day Low
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 107 A5 Daphnia magna Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) > 6.9 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 109.0 A5 Mysidopsis bahia Low
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) 10 A5 Chironomus riparius Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) 5 A5 Chironomus riparius Moderate
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 0.0002 A5 Lemna gibba High
Non-target plants 0.22 A5 Radish
Vegetative vigour, ER50
as g/ha
-
0.12 A5 Lettuce
Seedling emergence, ER50
as g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) 0.0053 A5 Pseudokirchneriella subcapitata High
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 A5 Apis mellifera Low
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 100 A5 Apis mellifera Low
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 Eisenia foetida Low
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-1 300 >
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 300 >
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.2 kg ha-1, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for halosulfuron-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) 7758 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 6.0 A5 Rat, 4 hr (whole body) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.063 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.5 A5 Rabbit, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.063 A5 Rat, SF=100 -
Dermal penetration studies (%) 100 A3 default -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public Negligible risk to consumers from food residues
Occupational Acceptable for intedned 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; B0; C3; D0; E3

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues May cause lethagy
Harmful if swallowed
May cause haematological changes
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, H410
EC Risk Classification Click here to view information omn the EU risk phrases None allocated at this time
EC Safety Classification Click here to view information omn the EU safety phrases S2, S7, S13, S20/21, S36/37, S60, S61
WHO Classification NL - Not listed
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for halosulfuron-methyl

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

Record last updated: Wednesday 06 November 2019
Contact: aeru@herts.ac.uk