Iodosulfuron-methyl-sodium (Ref: AE F115008)

Iodosulfuron-methyl-sodium (Ref: AE F115008)	Last updated: 08/11/2019
(Not known by any other names)

SUMMARY

Iodosulfuron-methyl-sodium is a sulfonylurea herbicide approved for use in the EU. It is highly soluble in aqueous solution and semi-volatile. It is not persistent in soil but may be in aquatic systems. It is highly toxic to mammals, a neurotoxin and a skin, eye and respiratory tract irritant. It is moderately toxic to birds, most aquatic organisms, honeybees and earthworms.

GENERAL INFORMATION

Description

A post-emergence herbicide used to control weeds in cereals and other crops

Example pests controlled

Grass; Broad-leaved weeds

Example applications

Cereals including wheat, barley, corn; Turf; Soybean

Efficacy & activity

Scientifically proven to be selective in cereals, acting against a broad spectrum of grass weeds and a range of dicot weeds.

Availability status

Current

Introduction & key dates

circa 2000

UK regulatory status

UK COPR regulatory status

Approved

Date COPR inclusion expires

31/03/2032

UK LERAP status

Buffer probably required in UK - see product label

EC Regulation 1107/2009 (repealing 91/414)

EC Regulation 1107/2009 status

Approved

Dossier rapporteur/co-rapporteur

Sweden/Finland

Date EC 1107/2009 inclusion expires

31/03/2032

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

Chemical structure

Isomerism

Chemical formula

C₁₄H₁₃IN₅NaO₆S

Canonical SMILES

CC1=NC(=NC(=N1)OC)NC(=O)[N-]S(=O)(=O)C2=C(C=CC(=C2)I)C(=O)OC.[Na+]

Isomeric SMILES

No data

International Chemical Identifier key (InChIKey)

JUJFQMPKBJPSFZ-UHFFFAOYSA-M

International Chemical Identifier (InChI)

InChI=1S/C14H14IN5O6S.Na/c1-7-16-12(19-14(17-7)26-3)18-13(22)20-27(23,24)10-6-8(15)4-5-9(10)11(21)25-2;/h4-6H,1-3H3,(H2,16,17,18,19,20,22);/q;+1/p-1/fC14H13IN5O6S.Na/h20H;/q-1;m

2D structure diagram/image available?

Yes

General status

Pesticide type

Herbicide

Substance group

Sulfonylurea

Minimum active substance purity

910 g kg⁻¹

Known relevant impurities

EU dossier - None declared

Substance origin

Synthetic

Mode of action

Selective to cereals. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS

CAS RN

144550-36-7

EC number

CIPAC number

634

US EPA chemical code

122021

PubChem CID

16760189

Molecular mass

529.24

PIN (Preferred Identification Name)

IUPAC name

sodium ({[5-iodo-2-(methoxycarbonyl)phenyl]sulfonyl}carbamoyl)(4-methoxy-6-methyl-1,3,5-triazin-2-yl)azanide

CAS name

sodium salt of methyl 4-iodo-2-(((((4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino)carbonyl)amino)sulfonyl)benzoate

Other status information

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

Many recorded cases, Avena fatua, Phalaris mino, Alopecurus myosuroides, Papaver rhoeas, Sinapis alba

Physical state

Beige coloured crystalline powder

Related substances & organisms

amidosulfuron

mesosulfuron-methyl

mefenpyr

iodosulfuron

Formulations

Property

Value

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

Atlantis WG
Chekkar
Hussar
Othello
Pacifica
Sekator

Example products using this active

Bayer CropScience

Formulation and application details

Often supplied as wettable granules that are mixed with water and used as a spray

ENVIRONMENTAL FATE

Property

Value

Source; quality score; and other information

Interpretation

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

25000

High

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

n-Heptane

n-Hexane

2100

Toluene

12000

Methanol

Melting point (°C)

152

Boiling point (°C)

Decomposes before boiling

Degradation point (°C)

155

Flashpoint (°C)

Not expected to self ignite; Not highly flammable

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

2.00 X 10^-01

Calculated

Log P

-0.70

Low

Bulk density (g ml⁻¹)

1.76

Dissociation constant pKa) at 25 °C

3.22

Strong acid

Vapour pressure at 20 °C (mPa)

2.6 X 10^-06

Low volatility

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

2.29 X 10^-11

Non-volatile

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

In methanol: 291nm = 1471
Methanol:NaOH (9:1): 291nm = 2073

Surface tension (mN m⁻¹)

72.0

at 20 °C 910 g/Kg

Degradation

Property

Value

Source; quality score; and other information

Interpretation

General biodegradability

Soil degradation (days) (aerobic)

DT₅₀ (typical)

2.7

Non-persistent

DT₅₀ (lab at 20 °C)

2.7

Non-persistent

DT₅₀ (field)

3.2

Non-persistent

DT₉₀ (lab at 20 °C)

22.5

Non-persistent

DT₉₀ (field)

DT₅₀ modelling endpoint

Note

EU 2016 dossier Lab studies DT₅₀ range 0.6-20.8 days, DT₉₀ range 2.6-110 days, Soils=15; field studies DT₅₀ 0.8-10.3 days, Soils=5

Dissipation rate RL₅₀ on plant matrix

Value

Note

Dissipation rate RL₅₀ on and in plant matrix

Value

4.8

Note

Wheat, whole plant, n=1

Aqueous photolysis DT₅₀ (days) at pH 7

Value

Slow

Note

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

Value

Stable

Note

pH sensitive: DT₅₀ 4 days at pH 4, 31 days at pH 5, 365 days at pH 6 and pH 7, 362 days at pH 9, all at 20 °C

Water-sediment DT₅₀ (days)

Fast

Water phase only DT₅₀ (days)

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

0.82

Mobile

K_foc

¹/_n

0.97

Notes and range

EU dossier K_f range 0.12-2.47 mL g⁻¹, K_foc range 0.8-152 mL g⁻¹, ¹/_n range 0.70-1.85, Soils=10

pH sensitivity

Fate indices

Property

Value

Source; quality score; and other information

Interpretation

GUS leaching potential index

1.19

Calculated

Low leachability

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

Value

2.67 X 10^-03

Calculated

Note

Potential for particle bound transport index

Low

Calculated

Potential for loss via drain flow

Mobile

Calculated

Key metabolites

Metabolite

Formation medium

Estimated maximum occurrence fraction

1107/2009 relevancy

2-amino-4-methoxy-6-methyl-1,3,5-triazine (Ref: IN-A4098)

Soil

0.409

Major fraction, Relevany unknown

methyl 2-(3- (4-hydroxy-6-methyl-1,3,5-triazin-2-yl)ureidosulfonyl) benzoate (Ref: AE-F161778)

Soil

0.145

Major fraction, Relevany unknown

metsulfuron-methyl (Ref: DPX T6376)

Soil

0.885

Major fraction, Relevany unknown

iodosulfuron

Soil

Major fraction

Other known metabolites

Metabolite name and reference

Aliases

Formation medium / Rate

Estimated maximum occurrence fraction

Metabolising enzymes

2-amino-4-methoxy-6-methyl-1,3,5-triazine (Ref: AE-F059411)

(a) Soil, (b) Mammals (c) Plant

a=0.409

methyl 4-hydroxy-2-{[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoyl]sulfamoyl}benzoate (Ref: AE-0002166)

(a) Water (Hydrolysis); =(b), Air (Photolysis)

a= 0.182; b=0.666

methyl 4-iodo-2-{[(4-methyl-6-oxo-1,6-dihydro-1,3,5-triazin-2-yl)carbamoyl]sulfamoyl}benzoate (Ref: AE F145741)

Plant; Soil; Sediment; Surface water

4-amino-6-(hydroxymethyl)-1,3,5-triazin-2-ol (Ref: AE 0031838)

Plant

4-amino-6-methyl-1,3,5-triazin-2-ol (Ref: AE F154781)

Surface water; Sediment

1-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea (Ref: AE 0000119)

Surface water; Sediment

methyl 2-{[(Ncarbamoylcarbamimidoyl)carbamoylcarbamimidoyl)benzoate (Ref: BCS-CW81253)

Soil; Surface water; Sediment

-(4-methyl-6-oxo-1,6-dihydro-1,3,5-triazin-2-yl)urea (Ref: AE 0034855)

Surface water; Sediment

1,2-benzothiazol-3(2H)-one 1,1-dioxide (Ref: AE F159737)

Surface water; Sediment

2-sulfamoylbenzoic acid (Ref: AE 1234964)

Soil; Surface water

methyl 2-(aminosulfonyl)-4-iodobenzoate (Ref: AE F114368)

Mammal

6-iodo-1,2-benzisothiazol-3(2H)-one 1,1-dioxide (Ref: AE F143133)

Mammal

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)

2448

Rat

Low

Mammals - Short term dietary NOEL

(mg kg⁻¹)

Dog

High

(ppm diet)

200

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

255

Unknown species 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)

Colinius virginianus NOEL

Moderate

Fish - Acute 96 hour LC₅₀ (mg l⁻¹)

> 100

Lepomis macrochirus

Low

Fish - Chronic 21 day NOEC (mg l⁻¹)

Oncorhynchus mykiss

Moderate

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

> 100

Daphnia magna

Low

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

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)

0.00083

Lemna gibba

High

Non-target plants

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

0.07

Pseudokirchneriella subcapitata

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)

> 150

Apis mellifera

Low

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

> 80

Apis mellifera

Moderate

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)

> 100

Bombus terrestris

Low

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

Eisenia foetida

Low

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

9.3

Eisenia foetida

Moderate

Other soil macro-organisms

Acute LC₅₀ (mg kg⁻¹)

Chronic NOEC (mg kg⁻¹)

316

Folsomia candida

Other arthropod (1)

LR₅₀ g ha⁻¹

% Effect

0 / 16

Mortality / Fertility [Dose: 0.01 kg ha⁻¹]
Aphidius rhopalosiphi adult

Other arthropod (2)

LR₅₀ g ha⁻¹

% Effect

3.4 / 29

Mortality / Fertility [Dose: 0.01 kg ha⁻¹]
Typhlodromus pyri protonymph

Soil micro-organisms

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

Dose: 0.05 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)

2448

Rat

Low

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

2000

Rat

Mammals - Inhalation LC₅₀ (mg l⁻¹)

> 2.81

Rat 4 hr (nose only aerosol)

Other Mammal toxicity endpoints

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

0.03

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)

0.05

Dog 90 day SF=100

Dermal penetration studies (%)

Dangerous Substances Directive 76/464

Exposure Routes

Public

No unacceptable risks to bystanders or residents identified

Occupational

No unacceptable risks to operators or other workers identified

European MRLs

EU MRL pesticide database

Drinking Water Standards

Drinking Water MAC (μg l⁻¹)

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

No further information available

Handling issues

Property

Value and interpretation

General

Not explosive or oxidising
IMDG Transport Code is usually 9

CLP classification 2013

Environment: H400, H410

EC Risk Classification

N - Dangerous for the environment: R50, R53

EC Safety Classification

S60, S61

WHO Classification

NL (Not listed)

UN Number

Usually 3077

Waste disposal & packaging

Packaging Group III (minor danger)

TRANSLATIONS

Language

Name

English

iodosulfuron-methyl-sodium

French

iodosulfuron

German

Iodosulfuron-methyl-Natrium

Danish

iodosulfuron-methyl-natrium

Italian

iodosulfuron-metil-sodio

Spanish

iodosulfuron-metil-sodio

Greek

Polish

jodosulfuron metylosodowy

Swedish

jodsulfuronmetyl-natrium

Hungarian

jodosulphuron-methyl-sodium

Dutch

joodsulfuronmethylnatrium

Record last updated:	08/11/2019
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