Tritosulfuron

Tritosulfuron	Last updated: 17/03/2024
(Not known by any other names)

SUMMARY

A herbicide used to control a wide range of broad-leaved weeds. It is moderately soluble in water and has a low volatility. It is not expected to be persistent in soil or water systems. Tritosulfuron tends to have a low to moderate toxicity to most fauna and flora. It has a low oral mammalian toxicity and may also be an irritant.

Data alerts

The following alerts are based on the data in the tables below. An absence of an alert does not imply the substance has no implications for human health, biodiversity or the environment but just that we do not have the data to form a judgement.

Environmental fate	Ecotoxicity	Human health
Environmental fate High alert: Drainflow: Very mobile	Ecotoxicity Moderate alert: Earthworms chronic ecotoxicity: Moderate	Human health Moderate alert: Reproduction/development effects

GENERAL INFORMATION

Description

A herbicide used to control a wide range of broad-leaved weeds in cereals and other crops

Example pests controlled

Wild bishop; Milk thistle; Cocklebur; Nightshade; Annual dicots

Example applications

Cereals including wheat, barley, oat; Maize

Efficacy & activity

Efficacy demonstrated via field trials and extensive use

Availability status

Current

Introduction & key dates

2002, introduced

GB regulatory status

GB COPR regulatory status

Approved

Date COPR inclusion expires

30/11/2024

GB LERAP status

No data

EC Regulation 1107/2009 (repealing 91/414)

EC Regulation 1107/2009 status

Approved

Dossier rapporteur/co-rapporteur

Slovenia/Austria

Date EC 1107/2009 inclusion expires

15/07/2025

EU Candidate for substitution (CfS)

Listed in EU database

Yes

Approved for use (✓) under EC 1107/2009 in the following EU Member States

ATAustria	BEBelgium	BGBulgaria	CYCyprus	CZCzech Republic	DEGermany	DKDenmark	EEEstonia	ELGreece
✓	✓	✓	✓	✓	✓		✓	✓
ESSpain	FIFinland	FRFrance	HRCroatia	HUHungary	IEIreland	ITItaly	LTLithuania	LULuxembourg
✓	✓	✓	✓	✓	✓	✓	✓	✓
LVLatvia	MTMalta	NLNetherlands	PLPoland	PTPortugal	RORomania	SESweden	SISlovenia	SKSlovakia
✓		✓	✓	✓	✓	✓	✓	✓

Approved for use (✓) under EC 1107/2009 by Mutual Recognition of Authorisation and/or national regulations in the following EEA countries

ISIceland	NONorway

Additional information

Also used in

Chemical structure

Isomerism

None

Chemical formula

C₁₃H₉F₆N₅O₄S

Canonical SMILES

COC1=NC(=NC(=N1)NC(=O)NS(=O)(=O)C2=CC=CC=C2C(F)(F)F)C(F)(F)F

Isomeric SMILES

International Chemical Identifier key (InChIKey)

KVEQCVKVIFQSGC-UHFFFAOYSA-N

International Chemical Identifier (InChI)

InChI=1S/C13H9F6N5O4S/c1-28-11-21-8(13(17,18)19)20-9(23-11)22-10(25)24-29(26,27)7-5-3-2-4-6(7)12(14,15)16/h2-5H,1H3,(H2,20,21,22,23,24,25)/f/h22,24H

2D structure diagram/image available?

Yes

General status

Pesticide type

Herbicide

Substance groups

Sulfonylurea herbicide; Triazinylsulfonylurea herbicide

Minimum active substance purity

992 g/Kg

Known relevant impurities

EU dossier: AMTT <0.2 g/Kg

Substance origin

Synthetic

Mode of action

Inhibits amino acid sysnthesis. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS

CAS RN

142469-14-5

EC number

604-291-0

CIPAC number

735

US EPA chemical code

PubChem CID

11657899

CLP index number

613-271-00-0

Molecular mass

445.30

Chemical name

N-((4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl)carbamoyl)-2-(trifluoromethyl)benzene-1-sulfonamide

PIN (Preferred Identification Name)

N-((4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl)carbamoyl)-2-(trifluoromethyl)benzene-1-sulfonamide

IUPAC name

1-(4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl)-3-[2-(trifluoromethyl)benzenesulfonyl]urea

CAS name

N-(((4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl)amino)carbonyl)-2-(trifluoromethyl)benzenesulfonamide

Other status information

Relevant Environmental Water Quality Standards

Herbicide Resistance Class (HRAC MoA class)

Herbicide Resistance Class (WSSA MoA class)

Insecticide Resistance Class (IRAC MoA class)

Not applicable

Fungicide Resistance Class (FRAC MOA class)

Not applicable

Examples of recorded resistance

Physical state

White crystalline solid

Formulations

Property

Value

Example manufacturers & suppliers of products using this active now or historically

BASF

Example products using this active

Arrat

Formulation and application details

ENVIRONMENTAL FATE

Property

Value

Source; quality score; and other information

Interpretation

Solubility - In water at 20 °C (mg l⁻¹)

78.3

at pH 10.2

Moderate

Solubility - In organic solvents at 20 °C (mg l⁻¹)

10000

Toluene

25000

Dichloromethane

23000

Methanol

85000

Ethyl acetate

Melting point (°C)

166.5

Boiling point (°C)

Decomposes before boiling

Degradation point (°C)

200

Flashpoint (°C)

Octanol-water partition coefficient at pH 7, 20 °C

4.17 X 10⁰⁰

Calculated

Log P

0.62

Low

Fat solubility of residues

Solubility

Insoluble

Data type

Regulatory data

Density (g ml⁻¹)

1.678

Dissociation constant pKa) at 25 °C

4.69

Vapour pressure at 20 °C (mPa)

9.3 X 10^-05

Low volatility

Henry's law constant at 25 °C (Pa m³ mol⁻¹)

7.8 X 10^-10

Non-volatile

Volatilisation as max % of applied dose lost

From plant surface

24 hr

Volatilisation is not considered critical for air pollution

From soil surface

24 hr

Volatilisation is not considered critical for air pollution

Maximum UV-vis absorption L mol⁻¹ cm⁻¹

pH 0.5: 202nm = 24440; 212nm = 21412; 226nm = 25172nm; 254nm = 7037; 303nm = 212
pH 6.7: 202nm = 18331; 215nm = 18515; 237nm = 21494; 260nm = 13021; 300nm = 144
pH 13.3: 219nm = 18151; 235nm = 15825; 260nm = 11908; 300nm = 1890

Surface tension (mN m⁻¹)

71.0

20 °C 0.5% aqueous solution

Degradation

Property

Value

Source; quality score; and other information

Interpretation

General biodegradability

Not readily biodegradable

Soil degradation (days) (aerobic)

DT₅₀ (typical)

18.1

Non-persistent

DT₅₀ (lab at 20 °C)

18.1

Non-persistent

DT₅₀ (field)

8.2

Non-persistent

DT₉₀ (lab at 20 °C)

82.83

Moderately persistent

DT₉₀ (field)

47.5

DT₅₀ modelling endpoint

Note

EU 2021 dossier Lab studies DT₅₀ (normalised) range 110.4-29.6 days, DT₉₀ (actual) range 48.8-132.6 days, Soils=6, Field studies DT₅₀ (normalised) range 3.1-36.5 days, DT₉₀ (actual) range 6.2-174.2 days, Soils=15

Dissipation rate RL₅₀ (days) on plant matrix

Value

Note

Dissipation rate RL₅₀ (days) on and in plant matrix

Value

Note

Aqueous photolysis DT₅₀ (days) at pH 7

Value

Stable

Note

Stable at all environmentally relevant pHs

Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7

Value

Moderately persistent

Note

pH sensitive: pH4: DT₅₀ 56 days, pH9: DT₅₀ 20 days

Water-sediment DT₅₀ (days)

56.5

Moderately fast

Water phase only DT₅₀ (days)

49.5

Stable

Air degradation

As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below.

Decay in stored produce DT₅₀

Soil adsorption and mobility

Property

Value

Source; quality score; and other information

Interpretation

Linear

K_d (mL g⁻¹)

K_oc (mL g⁻¹)

Notes and range

Freundlich

K_f (mL g⁻¹)

0.1

Very mobile

K_foc (mL g⁻¹)

8.9

¹/_n

0.94

Notes and range

EU 2018 dossier K_f range 0.05-0.204 mL g⁻¹, K_foc range 3.94-15.4 mL g⁻¹, ¹/_n range 0.86-0.99, Soils=5

pH sensitivity

Fate indices

Property

Value

Source; quality score; and other information

Interpretation

GUS leaching potential index

2.79

Calculated

Transition state

SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate

Value

3.89 X 10^-02

Calculated

Note

Potential for particle bound transport index

Low

Calculated

Potential for loss via drain flow

Very mobile

Calculated

Photochemical oxidative DT₅₀ (hrs) as indicator of long-range air transport risk

5.2

Calculated using the Atkinson method. Assumed 1.5E+06 OH/cm³, 12 hr

Below the level of concern for long-range air transport

Bio-concentration factor

BCF (l kg⁻¹)

Low risk

Based on LogP < 3

Low risk

CT₅₀ (days)

No data

Known soil metabolites

Metabolite

Major/Minor fraction

$Click here for further information on Major/Minor fraction$

Estimated maximum occurrence fraction

Notes

1-(carbamoylamidino)-3-(2-trifluoromethyl-benzenesulfonyl) urea (Ref: BH 635-4)

Major fraction

0.564

BASF Verified

2-trifluoromethyl-benzenesulfonamide (Ref: BH 635-2)

Major fraction

0.231

BASF Verified

1-amidino-3-(2-trifluoromethyl-benzenesulfonyl) urea (Ref: BH 635-3)

Major fraction

0.148

BASF Verified

2-amino-4-methoxy-6-(trifluoromethyl)-1,3,5-triazine (Ref: BH 635-5)

Minor fraction

0.063

BASF Verified

2-hydroxy-4-(trifluoromethyl)-6-{[({[2(trifluoromethyl)phenyl]-sulfonyl}amino)carbonyl]amino}-1,3,5-triazine

Known groundwater metabolites

Metabolite

EC SANCO/221/2000 relevancy

ADI (mg kg⁻¹ bodyweight day⁻¹)

WHO drinking water guidance value (μg L⁻¹ day⁻¹)

1-amidino-3-(2-trifluoromethyl-benzenesulfonyl) urea (Ref: BH 635-3)

Not relevant

1.2

7200

2-trifluoromethyl-benzenesulfonamide (Ref: BH 635-2)

Not relevant

0.0058

34.8

2-amino-4-methoxy-6-(trifluoromethyl)-1,3,5-triazine (Ref: BH 635-5)

Relevant

0.0012

7.2

1-(carbamoylamidino)-3-(2-trifluoromethyl-benzenesulfonyl) urea (Ref: BH 635-4)

Not relevant

0.34

2040

Other known metabolites

Metabolite name and reference

Aliases

Formation medium / Rate

Estimated maximum occurrence fraction

3-hydoxy-6- trifluoromethylbenzenesulfonamide

635M06

Plant

5-(hexopyranosyloxy)-2-(trifluoromethyl)benzene-sulfonamide

635M07

Plant

N-(methoxycarbonyl)-2-trifluoromethyl-benzenesulfonamide

635M08

Rat

N-[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]urea

635M09

Animal

amino{[amino(imino)methyl]amino}oxomethane

635M010

Plant

2-amino-4-hydroxy-6-trifluoromethyl-

635M11

Rat; Surface water

3-{[({[[(aminocarbonyl)amino]-(imino)methyl]amino}carbonyl)-amino]sulfonyl}-4-(trifluoromethyl)-phenyl hexopyranoside

635M12

Plant

3-{[({[4-methoxy-6-(trifluoro-methyl)-1,3,5-triazin-2-yl]amino}-carbonyl)amino]sulfonyl}-4-(trifluoromethyl)phenylhexopyranoside

635M13

Plant

1-[(4-methoxy-6-trifluoromethyl)-1,3,5-triazin-2-yl]-3-(5-hydroxy-2-trifluoromethyl-benzenesulfonyl) urea

635M17

Rat; Plant; Surface water

2-(trifluoromethyl)benzene sulfonic acid

635M23

Rat; Plant

635M24

Rat

635M25

Rat

4-{[({[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino}carbonyl)amino]sulfonyl}-3-(trifluoromethyl)phenyl hydrogen sulfate

635M32

Rat

635M34

Rat

1-{[({[[(aminocarbonyl)amino]-(imino)methyl]amino}carbonyl)-amino]sulfonyl}-4-hydroxy-2-(trifluoromethyl) benzene

635M16

Rat

[3-{[({[[(aminocarbonyl)amino](imino)methyl]amino}-carbonyl)amino]sulfonyl}-4-(trifluoromethyl)phenyl] cysteine

635M28

Rat

[3-{[({[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino}carbonyl)amino]sulfonyl}-4-(trifluoromethyl)phenyl] cysteine

635M29

Rat

635M30

Rat

2-methoxy-4-{[({[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino}carbonyl)amino]sulfonyl}-5-(trifluoromethyl)phenyl hydrogen sulfate

635M31

Rat

1-{[(aminocarbonyl)amino]-sulfonyl}-2-(trifluoromethyl) benzene

635M18

Rat; Plant

2-hydroxy-4-(trifluoromethyl)-6-{[({[2(trifluoromethyl)phenyl]-sulfonyl}amino)carbonyl]amino}-1,3,5-triazine

635M19

Rat; Surface water

1-[(4-amino-6-trifluoromethyl)-1,3,5-triazin-2-yl]-3-(2-trifluoro-methylbenzenesulfonyl)

635M21

Rat

3-{[({[4-methoxy-6-(trifluoro-methyl)-1,3,5-triazin-2-yl]amino}-carbonyl)amino]sulfonyl}-4-(trifluoromethyl)phenylhexopyranoside

635M15

Rat

ECOTOXICOLOGY

Terrestrial ecotoxicology

Property

Value

Source; quality score; and other information

Interpretation

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

3870

Rat

Low

Mammals - Short term dietary NOEL

(mg kg⁻¹)

(ppm diet)

Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)

Birds - Acute LD₅₀ (mg kg⁻¹)

> 2000

Anas platyrhynchos

Low

Birds - Short term dietary (LC₅₀/LD₅₀)

> 5000 mg kg feed⁻¹

Anas platyrhynchos

Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)

Earthworms - Acute 14 day LC₅₀ (mg kg⁻¹)

> 1000

Eisenia foetida

Low

Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)

7.5

Eisenia foetida

Moderate

Soil micro-organisms

Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect

Dose up to 0.35 kg BAS 635 00 H + 6.25 L BAS 152 00 S

Collembola

Acute LC₅₀ (mg kg⁻¹)

Chronic NOEC (mg kg⁻¹)

Non-target plants

5.75

Tomato
Vegetative vigour, ER₅₀
as g ha⁻¹

12.4

Tomato
Seedling emergence, ER₅₀
as g ha⁻¹

Honeybees (Apis spp.)

Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

> 200

Apis mellifera

Low

Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

> 200

Apis mellifera

Low

Unknown mode acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

Chronic as 10-day LDD₅₀ µg bee⁻¹ day⁻¹

286.7

Apis mellifera corr

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 bee species (1)

Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)

Mode of exposure

Other bee species (2)

Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)

Mode of exposure

Beneficial insects (Ladybirds)

Beneficial insects (Lacewings)

Beneficial insects (Parasitic wasps) as Mortality LR₅₀ g ha⁻¹

Aphidius rhopalosiphi

Beneficial insects (Predatory mites) as Mortality LR₅₀ g ha⁻¹

28.6

Typhlodromus pyri

Beneficial insects (Ground beetles)

Aquatic ecotoxicology

Property

Value

Source; quality score; and other information

Interpretation

Temperate Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)

> 100

Oncorhynchus mykiss

Low

Temperate Freshwater Fish - Chronic 21 day NOEC (mg l⁻¹)

21.5

Oncorhynchus mykiss

Low

Tropical Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)

Temperate Freshwater Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)

> 100

Daphnia magna

Low

Temperate Freshwater Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)

100

Daphnia magna

Low

Tropical Freshwater Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)

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)

0.026

Lemna gibba

Moderate

Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)

0.23

Pseudokirchneriella subcapitata

Moderate

Algae - Chronic 96 hour NOEC, growth (mg l⁻¹)

Mesocosm study data

NOEAEC mg l⁻¹

Marine bivalves – Acute EC₅₀ development (mg l⁻¹)

HUMAN HEALTH AND PROTECTION

General

Property

Value

Source; quality score; and other information

Interpretation

Threshold of Toxicological Concern (Cramer Class)

High (class III)

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

3870

Rat

Low

Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)

2000

Rat

Mammals - Inhalation LC₅₀ (mg l⁻¹)

> 5.4

Rat 4 hr (dust aerosol)

Other Mammal toxicity endpoints

ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)

0.06

ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)

None allocated

AAOEL - Acute Acceptable Operator Exposure Level (mg kg⁻¹ bw day⁻¹)

0.15

Dog SF=100

AOEL - Acceptable Operator Exposure Level - Systemic (mg kg⁻¹ bw day⁻¹)

0.15

Dermal penetration studies (%)

10-50

conceneation dependent

Dangerous Substances Directive 76/464

List II

Exposure Routes

Public

Risks acceptable for intended uses

Occupational

Risks acceptable for intended uses

MRLs

European

EU MRL pesticide database

Great Britain

GB MRL Register

Notes

Drinking Water Standards

Drinking Water MAC (μg l⁻¹)

Mammalian dose elimination route and rate

Rapid and extensive elimination mainly via the urine (56-82%) within 24hrs

Health issues

Specific human health issues

Carcinogen

Genotoxic

Endocrine disruptor

; ; ; ;

Reproduction / development effects

Acetyl cholinesterase inhibitor

Neurotoxicant

Respiratory tract irritant

Skin irritant

Skin sensitiser

Eye irritant

Phototoxicant

General human health issues

Possible liver and kidney toxicant
Skin sensitiser

Handling issues

Property

Value and interpretation

General

Not explosive or oxidising
Not expected to auto-ignite; Not highly flammable

CLP classification 2013

Health: H317
Environment: H400, H410

WHO Classification

Not listed (Not listed)

UN Number

Waste disposal & packaging

Shelf-life, storage, stability and reactivity

TRANSLATIONS

Language

Name

English

tritosulfuron

French

tritosulfuron

German

Tritosulfuron

Danish

tritosulfuron

Italian

tritosulfuron

Spanish

tritosulfuron

Greek

Polish

tritosulfuron

Swedish

Hungarian

Dutch

Norwegian

Record last updated:	17/03/2024
Contact:	aeru@herts.ac.uk
Please cite as:	Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242