Oxasulfuron (Ref: CGA 277476 )

Oxasulfuron (Ref: CGA 277476 )	Last updated: 16/03/2024
(Not known by any other names)

SUMMARY

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 Moderate alert: GUS: Transition state; Drainflow: Moderately mobile	Ecotoxicity Moderate alert: Daphnia acute ecotoxicity: Moderate; Earthworms chronic ecotoxicity: Moderate	Human health High alert: Reproduction/development effects

GENERAL INFORMATION

Description

A post-emergence herbicide for grass and broad-leaved weed control

Example pests controlled

Abutilon theophrasti; Amarantus spp.; Chenopodium spp.; Echinochloa crus-galli; Sorghum halepense; Polygonum spp.

Example applications

Soybeans; Corn

Efficacy & activity

In tests target weeds yellowed and died in 1-3 weeks

Availability status

Current

Introduction & key dates

1996, introduced

GB regulatory status

GB COPR regulatory status

Not approved

Date COPR inclusion expires

Expired

GB LERAP status

No UK approval for use as a pesticide

EC Regulation 1107/2009 (repealing 91/414)

EC Regulation 1107/2009 status

Not approved

Dossier rapporteur/co-rapporteur

Italy/Austria

Date EC 1107/2009 inclusion expires

Expired

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

C₁₇H₁₈N₄O₆S

Canonical SMILES

CC1=CC(=NC(=N1)NC(=O)NS(=O)(=O)C2=CC=CC=C2C(=O)OC3COC3)C

Isomeric SMILES

No data

International Chemical Identifier key (InChIKey)

IOXAXYHXMLCCJJ-UHFFFAOYSA-N

International Chemical Identifier (InChI)

InChI=1S/C17H18N4O6S/c1-10-7-11(2)19-16(18-10)20-17(23)21-28(24,25)14-6-4-3-5-13(14)15(22)27-12-8-26-9-12/h3-7,12H,8-9H2,1-2H3,(H2,18,19,20,21,23)

2D structure diagram/image available?

Yes

General status

Pesticide type

Herbicide

Substance groups

Sulfonylurea herbicide; Pyrimidinylsulfonylurea herbicide

Minimum active substance purity

980 g kg⁻¹

Known relevant impurities

EU dossier - None declared

Substance origin

Synthetic

Mode of action

Absorbed by shoots and roots and translocatInhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS

CAS RN

144651-06-9

EC number

604-430-5

CIPAC number

626

US EPA chemical code

PubChem CID

86443

CLP index number

616-112-00-3

Molecular mass

406.41

PIN (Preferred Identification Name)

IUPAC name

oxetan-3-yl 2-[(4,6-dimethylpyrimidin-2-yl)carbamoylsulfamoyl]benzoate

CAS name

3-oxetanyl 2-[[[[(4,6-dimethyl-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]benzoate

Other status information

Chemical subject to PIC regulations: GB Part 2

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

Amaranthus quitensis, Helianthus annuus, Sorghum bicolor

Physical state

White powder

Formulations

Property

Value

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

Syngenta

Example products using this active

Chart
Dynam

Formulation and application details

Usually supplied as water dispersible granules

ENVIRONMENTAL FATE

Property

Value

Source; quality score; and other information

Interpretation

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

1700

High

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

2.2

n-Hexane

320

Toluene

1500

Methanol

9300

Acetone

Melting point (°C)

158

Boiling point (°C)

Decomposes before boiling

Degradation point (°C)

158

Flashpoint (°C)

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

1.20 X 10⁰¹

Calculated

Log P

1.08

Low

Fat solubility of residues

Solubility

Insoluble

Data type

Regulatory data

Density (g ml⁻¹)

1.41

Dissociation constant pKa) at 25 °C

5.1

Weak acid, pKa(2) <1.0

Vapour pressure at 20 °C (mPa)

0.0021

Low volatility

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

2.50 X 10^-03

Non-volatile

Volatilisation as max % of applied dose lost

From plant surface

From soil surface

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

232.7nm = 23719, no absorption between 300nm and 900nm

Surface tension (mN m⁻¹)

Degradation

Property

Value

Source; quality score; and other information

Interpretation

General biodegradability

Soil degradation (days) (aerobic)

DT₅₀ (typical)

11.1

Non-persistent

DT₅₀ (lab at 20 °C)

11.1

Non-persistent

DT₅₀ (field)

Non-persistent

DT₉₀ (lab at 20 °C)

34.2

Moderately persistent

DT₉₀ (field)

30.5

DT₅₀ modelling endpoint

Note

EU 2016 dossier Lab studies DT₅₀ range 4.6-49.6 days, DT₉₀ range 18.9-97.3 days, Soils=13, Field studies DT₅₀ range 3.2-3.9 days, Soils=2; EU 2002 dossier field studies DT₅₀ range 0.5-9 days (EU and USA), DT₉₀ range 6-65 days

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

3.5

Moderately fast

Note

DT₅₀ 3.5 days in daylight, 8.5 days in dark

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

Value

8.5

Non-persistent

Note

pH sensitive: DT₅₀ 6.5 days at pH 5, 8.5 days at pH 7 and pH 9, all at 25 °C

Water-sediment DT₅₀ (days)

21.9

Fast

Water phase only DT₅₀ (days)

Moderately fast

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)

Moderately mobile

K_oc (mL g⁻¹)

Notes and range

EU 2002 dossier K_oc range 5-162 mL g⁻¹

Freundlich

K_f (mL g⁻¹)

0.235

Mobile

K_foc (mL g⁻¹)

22.5

¹/_n

1.04

Notes and range

EU 2016 dossier K_f raange 0.12-0.33 mL g⁻¹, K_foc range 17-30 mL g⁻¹, ¹/_n range 0.86-1.36, Soils=4

pH sensitivity

Stronger adsorption with decreasing pH

Fate indices

Property

Value

Source; quality score; and other information

Interpretation

GUS leaching potential index

2.06

Calculated

Transition state

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

Value

5.12 X 10^-03

Calculated

Note

Potential for particle bound transport index

Low

Calculated

Potential for loss via drain flow

Moderately mobile

Calculated

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

15.0

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

1,2-benzisothiazol-3(2H)-one,1,1-dioxide (Ref: IN 00581)

Major fraction

0.985

2-amino-4,6-dimethylpyrimidine (Ref: AE-F1312593)

Major fraction

0.547

C17 H16 N4 O3 S (Ref: M3 (transient) )

Major fraction

0.250

DT50(soil) = 117 days

1,3-dihydroxypropan-2-yl 2-({[4-(hydroxymethyl)-6-methylpyrimidin-2-yl]carbamoyl}sulfamoyl)benzoate (Ref: M5; CGA 171895)

Major fraction

0.102

1-(4,6-dimethylpyrimidin-2-yl)urea (Ref: CGA 179710)

Major fraction

0.275

2-sulfamoylbenzoic acid (Ref: CGA 177288)

Major fraction

0.201

Known groundwater metabolites

None

Other known metabolites

Metabolite name and reference

Aliases

Formation medium / Rate

Estimated maximum occurrence fraction

3-guanidine-1-butene

Water (Photolysis)

0.240

guanidine

Water (Photolysis)

0.330

oxetanol (Ref: CGA 297691)

Water (Abiotic, Photolysis)

(2-amino-6-methylpyrimidin-4-yl)methanol (Ref: CGA 340355)

Plant; Poultry; Animal

oxetan-3-yl 2-sulfamoylbenzoate (Ref: CGA 277514)

Plant

ECOTOXICOLOGY

Terrestrial ecotoxicology

Property

Value

Source; quality score; and other information

Interpretation

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

> 5000

Rat

Low

Mammals - Short term dietary NOEL

(mg kg⁻¹)

Rat

(ppm diet)

> 5000

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

Birds - Acute LD₅₀ (mg kg⁻¹)

> 2250

Anas platyrhynchos

Low

Birds - Short term dietary (LC₅₀/LD₅₀)

> 5620 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)

2.0

Eisenia foetida 56 day

Moderate

Soil micro-organisms

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

Dose: 0.9 kg ha⁻¹ 28 Day

Collembola

Acute LC₅₀ (mg kg⁻¹)

Chronic NOEC (mg kg⁻¹)

Non-target plants

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)

> 100

Apis mellifera

Low

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

Chronic

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

> 75.0

Aphidius rhopalosiphi

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

3.23

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)

> 111

Lepomis macrochirus

Low

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

> 114

Pimephales promelas 35 day

Low

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

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

> 89.4

Daphnia magna

Moderate

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

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)

> 0.097

Lemna gibba

Moderate

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

0.145

Raphidocelis subcapitata

Moderate

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

Mesocosm study data

NOEAEC mg l⁻¹

Marine bivalves

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)

> 5000

Rat

Low

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

2000

Rat

Mammals - Inhalation LC₅₀ (mg l⁻¹)

5.1

Rat (nose only)

Other Mammal toxicity endpoints

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

0.013

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

None allocated

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

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

0.013

Dermal penetration studies (%)

1.0

Dangerous Substances Directive 76/464

Exposure Routes

Public

No unacceptable risks to bystanders identified

Occupational

No unacceptable risks to operators or other workers identified

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

Health issues

Specific human health issues

Carcinogen

Genotoxic

Endocrine disruptor

; ; ; ;

No data found

Reproduction / development effects

Acetyl cholinesterase inhibitor

Neurotoxicant

Respiratory tract irritant

Skin irritant

Skin sensitiser

Eye irritant

Phototoxicant

General human health issues

Possible liver, spleen & bladder toxicant

Handling issues

Property

Value and interpretation

General

Not explosive or oxidising
Not expected to auto-ignite; Not highly flammable
IMDG Transport Hazard Class 9

CLP classification 2013

Health: H373
Environment: H400, H410

WHO Classification

Not listed (Not listed)

UN Number

UN3077

Waste disposal & packaging

Packaging Group III (minor danger)

Shelf-life, storage, stability and reactivity

TRANSLATIONS

Language

Name

English

oxasulfuron

French

oxasulfuron

German

Oxasulfuron

Danish

oxasulfuron

Italian

oxasulfuron

Spanish

oxasulfuron

Greek

oxasulfuron

Polish

oksasulfuron

Swedish

Hungarian

Dutch

oxasulfuron

Norwegian

Record last updated:	16/03/2024
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