Foramsulfuron (Ref: AE F130360)

Foramsulfuron (Ref: AE F130360)	Last updated: 01/02/2021
(Not known by any other names)

GENERAL INFORMATION

Description

A selective post-emergence herbicide for grass and broad-leaved weed control mainly in corn and turf

Example pests controlled

Broad-leaved weeds, Perennial rye grass (Lolium perenne), Winter grass (Poa annua), Crowsfoot grass (Eleusine indica)

Example applications

Corn; Golf courses; Lawns; Athletic fields; Recreational areas

Efficacy & activity

Availability status

Current

Introduction & key dates

1995, first synthesised; 2001, first reported

UK regulatory status

UK COPR regulatory status

Approved

Date COPR inclusion expires

31/05/2035

UK LERAP status

EC Regulation 1107/2009 (repealing 91/414)

EC Regulation 1107/2009 status

Approved

Dossier rapporteur/co-rapporteur

Finland/Slovakia

Date EC 1107/2009 inclusion expires

31/05/2035

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
✓		✓	✓	✓	✓	✓	✓	✓

Also used in

Australia, Canada, Russia,

Chemical structure

Isomerism

Chemical formula

C₁₇H₂₀N₆O₇S

Canonical SMILES

CN(C)C(=O)C1=C(C=C(C=C1)NC=O)S(=O)(=O)NC(=O)NC2=NC(=CC(=N2)OC)OC

Isomeric SMILES

No data

International Chemical Identifier key (InChIKey)

PXDNXJSDGQBLKS-UHFFFAOYSA-N

International Chemical Identifier (InChI)

InChI=1S/C17H20N6O7S/c1-23(2)15(25)11-6-5-10(18-9-24)7-12(11)31(27,28)22-17(26)21-16-19-13(29-3)8-14(20-16)30-4/h5-9H,1-4H3,(H,18,24)(H2,19,20,21,22,26)/f/h18,21-22H

2D structure diagram/image available?

Yes

General status

Pesticide type

Herbicide

Substance group

Pyrimidinylsulfonylurea

Minimum active substance purity

973 g kg⁻¹

Known relevant impurities

EU dossier - None declared

Substance origin

Synthetic

Mode of action

Acetolactate synthase (ALS) inhibitor stunting growth and causing death.

CAS RN

173159-57-4

EC number

CIPAC number

659

US EPA chemical code

122020

PubChem CID

11419598

Molecular mass

452.44

PIN (Preferred Identification Name)

IUPAC name

1-(4,6-dimethoxypyrimidin-2-yl)-3-[2-(dimethylcarbamoyl)-5-formamidophenylsulfonyl]urea

CAS name

2-[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]-4-(formylamino)-N,N-dimethylbenzamide

Other status information

Marine pollutant

Relevant Environmental Water Quality Standards

Herbicide Resistance Classification (HRAC)

Herbicide Resistance Classification (WSSA)

Insecticide Resistance Classification (IRAC)

Not applicable

Fungicide Resistance Classification (FRAC)

Not applicable

Examples of recorded resistance

Setaria faberi

Physical state

White powder

Related substances & organisms

iodosulfuron-methyl-sodium

Formulations

Property

Value

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

Option
Revolver
Tribute
Equip OD

Example products using this active

Aventis
Bayer CropScience

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)

3293

High

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

1925

Acetone

362

Ethyl acetate

Heptane

1660

Methanol

Melting point (°C)

194.5

Boiling point (°C)

Decomposes before boiling

Degradation point (°C)

190

Flashpoint (°C)

Not expected to self ignite; Not highly flammable

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

1.66 X 10^-01

Calculated

Log P

-0.78

Low

Bulk density (g ml⁻¹)

1.44

Dissociation constant pKa) at 25 °C

4.6

Weak acid

Vapour pressure at 20 °C (mPa)

4.20 X 10^-09

Low volatility

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

5.80 X 10^-12

Non-volatile

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

291nm = 3300, 252nm = 33300, 219nm = 31900

Surface tension (mN m⁻¹)

65.1

Degradation

Property

Value

Source; quality score; and other information

Interpretation

General biodegradability

Soil degradation (days) (aerobic)

DT₅₀ (typical)

25.4

Non-persistent

DT₅₀ (lab at 20 °C)

25.3

Non-persistent

DT₅₀ (field)

DT₉₀ (lab at 20 °C)

77.1

Moderately persistent

DT₉₀ (field)

DT₅₀ modelling endpoint

Note

EU dossier (2016) lab studies DT₅₀ range 1.8-82.0 days, DT₉₀ range 10.3-222.4 days, Soils=12; Other sources: DT₅₀ 15 days (DW4)

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

Stable

Note

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

Value

128

Persistent

Note

pH sensitive: DT₅₀ 3.7 days at pH 4, 10 days at pH 5, 132 days at pH 9, all at 25 °C

Water-sediment DT₅₀ (days)

32.9

Moderately fast

Water phase only DT₅₀ (days)

25.2

Slow

Soil adsorption and mobility

Property

Value

Source; quality score; and other information

Interpretation

Linear

K_d

K_oc

Notes and range

Freundlich

K_f

1.08

Moderately mobile

K_foc

78.4

¹/_n

0.87

Notes and range

EU dossier (2002 & 2016) K_f range 0.31-2.61 mL g⁻¹, K_foc range 38-151 mL g⁻¹, ¹/_n range 0.82-0.96, Soils=5

pH sensitivity

Fate indices

Property

Value

Source; quality score; and other information

Interpretation

GUS leaching potential index

2.95

Calculated

High leachability

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

Value

2.33 X 10^-01

Calculated

Note

Potential for particle bound transport index

Low

Calculated

Potential for loss via drain flow

Moderately mobile

Calculated

Key metabolites

Metabolite

Formation medium

Estimated maximum occurrence fraction

1107/2009 relevancy

4-amino-2-(3-(4,6-dimethoxypyrimidin-2-yl)ureidosulfonyl)-N, N-dimethylbenzamide (Ref: AE-F130619)

Soil

0.291

Major fraction, Not relevant

2-amino-4,6-dimethoxypyrimidine (Ref: AE-F092944)

Soil

0.178

Major fraction, Not relevant

Other known metabolites

Metabolite name and reference

Aliases

Formation medium / Rate

Estimated maximum occurrence fraction

Metabolising enzymes

N-dimethyl-2-sulfamoylbenzamide-4-formylamino-N (Ref: AE-F153745)

foramsulfuron sulfonamide

Water (Hydrolysis); Water; Sediment; Plant

6-formamido-1,2-benzisothiazol-3(2H)-one 1,1 dioxide (Ref: AE-0014940)

Water (Hydrolysis, Aerobic)

Ref: AE-0338795

Water; Sediment

6-amino-1,2-benzisothiazol-3(2H)-one 1,1 dioxide (Ref: AE-0001082)

Water (Hydrolysis)

ECOTOXICOLOGY

Property

Value

Source; quality score; and other information

Interpretation

Bio-concentration factor

BCF (l kg⁻¹)

Low risk

Based on LogP < 3

Low risk

CT₅₀ (days)

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

> 5000

Rat

Low

Mammals - Short term dietary NOEL

(mg kg⁻¹)

(ppm diet)

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

1038

Rat Reproductive NOAEL

Low

Birds - Acute LD₅₀ (mg kg⁻¹)

> 2000

Colinus virginianus

Low

Birds - Short term dietary (LC₅₀/LD₅₀)

> 5000 mg kg feed⁻¹

Colinus virginianus

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

104

Colinius virginianus NOEL

Moderate

Fish - Acute 96 hour LC₅₀ (mg l⁻¹)

> 100

Oncorhynchus mykiss

Low

Fish - Chronic 21 day NOEC (mg l⁻¹)

10.5

Pimephales promelas

Low

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

100

Daphnia magna

Moderate

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

> 100

Daphnia magna

Low

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)

0.001

Lemna gibba

High

Non-target plants

38.8

Lactuca sativa
Seedling emergence, ER₅₀
as g ha⁻¹

1.88

Raphanus sativus
Vegetative vigour, ER₅₀
as g ha⁻¹

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

8.1

Anabaena flos-aquae

Moderate

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

Apis meliifera

Low

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

> 110.1

Apis meliifera

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)

453

Eisenia foetida as product

Moderate

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

>= 2.75

Eisenia foetida

Moderate

Other soil macro-organisms

Acute LC₅₀ (mg kg⁻¹)

Chronic NOEC (mg kg⁻¹)

178

Folsomia candida

Other arthropod (1)

LR₅₀ g ha⁻¹

62.2

Typhlodromus pyri

% Effect

100

Mortality [Dose: 0.045 kg ha⁻¹]
Aphidius rhopalosiphi

Other arthropod (2)

LR₅₀ g ha⁻¹

5.6

Aphidius rhopalosiphi

% Effect

55 / 34

Mortality / Fertility [Dose: 0.06 kg ha⁻¹]
Typhlodromus pyri

Soil micro-organisms

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

Dose: 0.45 kg ha⁻¹

Mesocosm study data

NOEAEC 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)

> 5000

Rat

Low

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

2000

Rat

Mammals - Inhalation LC₅₀ (mg l⁻¹)

> 5.04

Rat 4 hr (nose only)

Other Mammal toxicity endpoints

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

0.25

Rat SF=100

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)

0.1

Rabbit SF=500

Dermal penetration studies (%)

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

Notes

Drinking Water Standards

Drinking Water MAC (μg l⁻¹)

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

Some data sources suggest substance causes serious eye irritation

Handling issues

Property

Value and interpretation

General

Avoid dust generation - under certain conditions explosion may occur
Not oxidising

CLP classification 2013

Environment: H412

EC Risk Classification

Xn - Harmful: R65
Xi - Irritant: R38
N - Dangerous for the environment: R50/53

EC Safety Classification

WHO Classification

NL (Not listed)

UN Number

3082

Waste disposal & packaging

Packging Group III (minor danager)

TRANSLATIONS

Language

Name

English

foramsulfuron

French

foramsulfuron

German

Foramsulfuron

Danish

foramsulfuron

Italian

foramsulfuron

Spanish

foramsulfuron

Greek

Polish

foramsulfuron

Swedish

foramsulfuron

Hungarian

foramsulphuron

Dutch

Record last updated:	01/02/2021
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