Flumetylsulforim (Ref: ADF-16)

Flumetylsulforim (Ref: ADF-16)	Last updated: 09/01/2025
(Also known as: DAS-609)

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: Drainflow: Moderately mobile	Ecotoxicity Moderate alert: Fish acute ecotoxicity: Moderate; Daphnia acute ecotoxicity: Moderate; Daphnia chronic ecotoxicity: Moderate; Bees acute contact ecotoxicity: Moderate; Bees acute oral ecotoxicity: Moderate	Human health Low alert

GENERAL INFORMATION

Description

A novel fungicide to control foliar diseases in cereal crops.

Example pests controlled

Septoria blotch (Zymoseptoria tritici)

Example applications

Wheat

Efficacy & activity

Field trials have demonstrated the efficacy of Flumetylsulforim against Zymoseptoria tritici in wheat. No phytotoxicity symptoms have been observed.

Availability status

Novel

Introduction & key dates

2014, first patent by Dow

GB regulatory status

GB COPR regulatory status

Pending

Date COPR inclusion expires

GB LERAP status

No UK approval for use as a pesticide

EC Regulation 1107/2009 (repealing 91/414)

EC Regulation 1107/2009 status

Not apprroved

Dossier rapporteur/co-rapporteur

Not applicable

Date EC 1107/2009 inclusion expires

Not applicable

EU Candidate for substitution (CfS)

Not applicable

Listed in EU database

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

C₁₂H₁₂FN₃O₃S

Canonical SMILES

Isomeric SMILES

International Chemical Identifier key (InChIKey)

KVUHRPLZWABERU-UHFFFAOYSA-N

International Chemical Identifier (InChI)

InChI=1S/C12H12FN3O3S/c1-8-3-5-9(6-4-8)20(18,19)16-7-10(13)11(14)15(2)12(16)17/h3-7,14H,1-2H3

2D structure diagram/image available?

Yes

General status

Pesticide type

Fungicide

Substance groups

Pyrimidine fungicide

Minimum active substance purity

965 g kg⁻¹

Known relevant impurities

Substance origin

Synthetic

Mode of action

A systemic multi-site fungicide with foliar uptake

CAS RN

1616664-98-2

EC number

CIPAC number

None allocated

US EPA chemical code

PubChem CID

90259789

Molecular mass

297.31

PIN (Preferred Identification Name)

5-fluoro-4-imino-3-methyl-1-[4-methyl(benzene-1-sulfonyl)]-3,4-dihydropyrimidin-2(1H)-one

IUPAC name

5-fluoro-4-imino-3-methyl-1-[(4-methylphenyl)sulfonyl]-3,4-dihydropyrimidin-2(1H)-one

CAS name

5-fluoro-3,4-dihydro-4-imino-3-methyl-1-[(4-methylphenyl)sulfonyl]-2(1H)-pyrimidinone

Other status information

Relevant Environmental Water Quality Standards

Herbicide Resistance Class (HRAC MoA class)

Not applicable

Herbicide Resistance Class (WSSA MoA class)

Not applicable

Insecticide Resistance Class (IRAC MoA class)

Not applicable

Fungicide Resistance Class (FRAC MOA class)

Examples of recorded resistance

Physical state

Off-white coloured powdery solid

Formulations

Property

Value

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

Adama Makhteshim Ltd

Example products using this active

Formulation and application details

Usually formulated as a suspension concentrate for use as a foliar spray

ENVIRONMENTAL FATE

Property

Value

Source; quality score; and other information

Interpretation

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

31.9

Low

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

10000

n-Heptane

10000

Toluene

10000

Methanol

10000

Ethyl acetate

Melting point (°C)

Decomposes before melting

Boiling point (°C)

Decomposes before boiling

Degradation point (°C)

158.5

Flashpoint (°C)

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

1.38 X 10⁰²

Calculated

Log P

2.14

Low

Fat solubility of residues

Solubility

Data type

Density (g ml⁻¹)

Dissociation constant pKa) at 25 °C

Does not dissociate

Vapour pressure at 20 °C (mPa)

9.5 X 10^-04

Low volatility

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

8.85 X 10^-06

Non-volatile

Volatilisation as max % of applied dose lost

From plant surface

From soil surface

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

Neutral soln: 229nm=15862, 239.5nm=14879, 251nm=15558, 290nm=607
Acidic soln: 237nm=16904, 256.5nm=8396, 277.5nm=13966, 290nm=10643
Basic soln: 256nm=10386, 290nm=<0

Surface tension (mN m⁻¹)

61.7

at 20.3 °C

Degradation

Property

Value

Source; quality score; and other information

Interpretation

General biodegradability

Not readily biodegradable

Soil degradation (days) (aerobic)

DT₅₀ (typical)

0.73

Non-persistent

DT₅₀ (lab at 20 °C)

1.15

Non-persistent

DT₅₀ (field)

DT₉₀ (lab at 20 °C)

4.69

Non-persistent

DT₉₀ (field)

DT₅₀ modelling endpoint

Note

GB HSE Soil DT₅₀ (normalised) range 0.24-233 days, DT₉₀ (measured) range 0.795-7.74 days, Soils=8

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

14.0

Slow

Note

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

Value

4.0

Non-persistent

Note

Water-sediment DT₅₀ (days)

3.7

Fast

Water phase only DT₅₀ (days)

4.5

Moderately fast

Sediment phase only DT₅₀ (days)

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)

1.4

Moderately mobile

K_oc (mL g⁻¹)

128.5

Notes and range

GB HSE 2023 K_d range 1.3-1.4 mL g⁻¹, K_oc range 85.3-234.8 mL g⁻¹, Soils=4

Freundlich

K_f (mL g⁻¹)

K_foc (mL g⁻¹)

¹/_n

Notes and range

pH sensitivity

Fate indices

Property

Value

Source; quality score; and other information

Interpretation

GUS leaching potential index

0.11

Calculated

Low leachability

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

Value

6.02 X 10^-04

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

Bio-concentration factor

BCF (l kg⁻¹)

CT₅₀ (days)

Known soil metabolites

Metabolite

Major/Minor fraction

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

Estimated maximum occurrence fraction

Notes

3-methyl-5-fluorocytosine (Ref: ADF16/001)

Major frction

0.737

p-toluene-sulfonic acid (Ref: ADF16/007)

Major frction

0.481

4-methylbenzenesulfonamide (Ref: ADF16/024)

Minor fraction

0.051

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)

3-methyl-5-fluorocytosine (Ref: ADF16/001)

Not relevant

p-toluene-sulfonic acid (Ref: ADF16/007)

Not relevant

4-methylbenzenesulfonamide (Ref: ADF16/024)

Not relevant

Other known metabolites

Metabolite name and reference

Aliases

Formation medium / Rate

Estimated maximum occurrence fraction

3-methyl-5-fluorocytosine (Ref: ADF16/001)
Note: GB HSE 2023

ADF16/001

Surface water; Sediment; Rat; Plant

p-toluene-sulfonic acid (Ref: ADF16/007)
Note: GB HSE 2023

ADF16/007

Surface water; Sediment; Rat; Animal; Plant

n-methyl urea
Note: GB HSE 2023

ADF16/017

Surface water; Sediment;

2-methylimidodicarbonic diamide
Note: GB HSE 2023

ADF16/023

Surface water

(E)-2-fluoro-N-methyl-3-((4-methylphenyl)sulfonamido)acrylimidamide
Note: GB HSE 2023

ADF16/025

Surface water; Sediment

2-hydroxy-3-ureidoacrylic acid
Note: GB HSE 2023

ADF16/027

Surface water; Sediment

4-methylbenzenesulfonamide (Ref: ADF16/024)
Note: GB HSE 2023

ADF16/024

Surface water; Sediment

p-toluene-sulphinic acid
Note: GB HSE 2023

ADF16/008

Rat; Animal; Plant

4-(hydroxymethyl)-benzene sulfinic acid
Note: GB HSE 2023

ADF16/009

Rat; Plant

4-sulfinobenzoic acid
Note: GB HSE 2023

ADF16/010

Rat; Animal; Plant

4-sulfobenzoic acid
Note: GB HSE 2023

ADF16/014

Animal; Plant

4-hydroxymethylhydroxymethylbenzenesulfonic
Note: GB HSE 2023

ADF16/015

Rat; Animal; Plant

3-methyl-1-(4-methylbenzenesulfonyl)
Note: GB HSE 2023

ADF16/018

Animal

5-fluoro-4-imino-3-methyl-1-[(4-hydroxymethylphenyl)sulfonyl]-3,4-dihydropyrimidin-2(1H)-one
Note: GB HSE 2023

ADF16/021

Animal

5-fluoro-3-methyl-1-tosylpyrimidine-2,4(1H,3H)-dione
Note: GB HSE 2023

ADF16/022

Animal

N-(4-methylbenzene-1-sulfonyl)formamide
Note: GB HSE 2023

ADF16/026

Animal; Surface water

N-methyl-p-toluenesulfonamide
Note: GB HSE 2023

ADF16/028

Plant

p-(3-methylureidosulfonyl)phenyl]methanol
Note: GB HSE 2023

ADF16/030

Plant

ribose-3-methyl-5-fluoro-uracil
Note: GB HSE 2023

ADF16/037

Animal

ECOTOXICOLOGY

Terrestrial ecotoxicology

Property

Value

Source; quality score; and other information

Interpretation

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

> 2000

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

Colinus virginianus

Low

Birds - Short term dietary (LC₅₀/LD₅₀)

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

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

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

154.4

Eisenia foetida corr

Low

Soil micro-organisms

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

Dose: 10.0 mg kg⁻¹ d.w. soil 28 days

Collembola

Acute LC₅₀ (mg kg⁻¹)

Chronic NOEC (mg kg⁻¹)

Non-target plants

> 213..3

10 species
Emergence, ER₅₀
as g ha⁻¹

> 213.3

10 species
Vegetative vigour, ER₅₀
as g ha⁻¹

Honeybees (Apis spp.)

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

> 50

Apis mellifera

Moderate

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

> 3.27

Apis mellifera

Moderate

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

Chronic

Notes

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 LR₅₀ mortality g ha⁻¹

> 213.3

Aphidius rhopalosiphi

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

> 213.3

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)

5.41

Oncorhynchus mykiss

Moderate

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

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

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

> 10.0

Daphnia magna

Moderate

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

0.32

Daphnia magna

Moderate

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

0.128

Danio rerio

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)

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

> 10.0

Pseudokirchneriella subcapitata

Low

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

0.305

Pseudokirchneriella subcapitata

Moderate

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)

> 2000

Rat

Low

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

2000

Rat

Mammals - Inhalation LC₅₀ (mg l⁻¹)

> 5.0

Rat

Other Mammal toxicity endpoints

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

0.05

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)

Dermal penetration studies (%)

Dangerous Substances Directive 76/464

Exposure Routes

Public

Negligible risks to residents and bystanders

Occupational

Low risk for operators and other farm workers

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 excretion mainly via urine within 24 hrs

Health issues

Specific human health issues

Carcinogen

Genotoxic

Endocrine disruptor

; ; ; ;

Reproduction / development effects

Acetyl cholinesterase inhibitor

Neurotoxicant

No data found

Respiratory tract irritant

Skin irritant

Skin sensitiser

No data found

Eye irritant

Phototoxicant

No data found

General human health issues

No information available

Handling issues

Property

Value and interpretation

General

Not highly flammable; May auto-ignite >150 DegC
Not explosive or oxidising
IMDG Transport Hazard Code 9

CLP classification 2013

Environment: H411

WHO Classification

Not listed (Not listed)

UN Number

UN3077

Waste disposal & packaging

Packaging group III (minor danger)

Shelf-life, storage, stability and reactivity

Store in a cool, dry place. Stable under ambient conditions

TRANSLATIONS

Language

Name

English

flumetylsulforim

French

flumétylsulforime

German

Danish

Italian

Spanish

Greek

Polish

Swedish

Hungarian

Dutch

Norwegian

Record last updated:	09/01/2025
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