Chinomethionat (Ref: ENT 25606)

Chinomethionat (Ref: ENT 25606)	Last updated: 05/01/2021
(Also known as: oxythioquinox; quinomethionate; chinomethionate; Bayer 36205; Bayer SAS2074)

SUMMARY

Chinomethionat is a multi-use pest control substance that does not have EU approval for use. It has a low aqueous solubiltiy, a low volatility and, based on its chemical properties, would not normally be expected to leach to groundwater. It does not normally persist in soil or aquatic systems. Whilst chinomethionat is a skin and eye irritant, it is not highly toxic and no serious health issues have been identified. It is highly toxic to fish and algae but moderately toxic to most other species.

GENERAL INFORMATION

Description

A quinoxaline fungicide, miticide and acaricide used to control various pests and diseases

Example pests controlled

Spidermites; Powder mildew; Pear psylla; Mite eggs; Whiteflies; Aphids

Example applications

Fruit including, citrus, apples, pears, plums, peaches; Vegetables; Walnuts; ornamentals

Efficacy & activity

Availability status

Current

Introduction & key dates

1960, first reported; 1968, first registered USA

UK regulatory status

UK COPR regulatory status

Not approved

Date COPR inclusion expires

Expired

UK LERAP status

No UK approval for use

EC Regulation 1107/2009 (repealing 91/414)

EC Regulation 1107/2009 status

Not approved

Dossier rapporteur/co-rapporteur

Germany

Date EC 1107/2009 inclusion expires

Expired

EU Candidate for substitution (CfS)

Not applicable

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

None

Chemical formula

C₁₀H₆N₂OS₂

Canonical SMILES

CC1=CC2=C(C=C1)N=C3C(=N2)SC(=O)S3

Isomeric SMILES

No data

International Chemical Identifier key (InChIKey)

FBQQHUGEACOBDN-UHFFFAOYSA-N

International Chemical Identifier (InChI)

InChI=1S/C10H6N2OS2/c1-5-2-3-6-7(4-5)12-9-8(11-6)14-10(13)15-9/h2-4H,1H3

2D structure diagram/image available?

Yes

General status

Pesticide type

Fungicide, Acaricide, Miticide, Insecticide

Substance group

Carbamate

Minimum active substance purity

Known relevant impurities

Substance origin

Synthetic

Mode of action

Selective, non-systemic contact action with protective and curative properties. Multi-site activity.

CAS RN

2439-01-2

EC number

219-455-3

CIPAC number

172

US EPA chemical code

054101

PubChem CID

17109

Molecular mass

234.30

PIN (Preferred Identification Name)

6-methyl-2H-[1,3]dithiolo[4,5-b]quinoxalin-2-one

IUPAC name

6-methyl-1,3-dithiolo[4,5-b]quinoxalin-2-one

CAS name

6-methyl-1,3-dithiolo[4,5-b]quinoxalin-2-one

Other status information

Phytotoxic to specific varieties of top fruit, currants and some ornamentals; Chemical subject to PIC regulations

Relevant Environmental Water Quality Standards

Herbicide Resistance Classification (HRAC)

Not applicable

Herbicide Resistance Classification (WSSA)

Not applicable

Insecticide Resistance Classification (IRAC)

UN - uncertain mode of action

Fungicide Resistance Classification (FRAC)

M10

Examples of recorded resistance

Physical state

Yellow crystals

Related substances & organisms

triadimefon

triadimenol

Formulations

Property

Value

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

Morestan
Joust

Example products using this active

Bayer CropScience
Mobay

Formulation and application details

Available in a variety of formulations including dustable powders, suspension concentrates and wettable powders.

ENVIRONMENTAL FATE

Property

Value

Source; quality score; and other information

Interpretation

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

Low

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

25000

Toluene

40000

Dichloromethane

1800

Hexane

900

Cyclohexanone

Melting point (°C)

170

Boiling point (°C)

Degradation point (°C)

Flashpoint (°C)

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

6.03 X 10⁰³

Calculated

Log P

3.78

High

Bulk density (g ml⁻¹)

1.56

Dissociation constant pKa) at 25 °C

Vapour pressure at 20 °C (mPa)

0.026

Low volatility

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

6.09 X 10^-03

Non-volatile

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

Surface tension (mN m⁻¹)

Degradation

Property

Value

Source; quality score; and other information

Interpretation

General biodegradability

Soil degradation (days) (aerobic)

DT₅₀ (typical)

Non-persistent

DT₅₀ (lab at 20 °C)

DT₅₀ (field)

Moderately persistent

DT₉₀ (lab at 20 °C)

DT₉₀ (field)

DT₅₀ modelling endpoint

Note

Other data: field DT₅₀ 2.0-3.6 days (H3)

Dissipation rate RL₅₀ on plant matrix

Value

Note

Dissipation rate RL₅₀ on and in plant matrix

Value

4.0

Note

Strawberry fruit, n=1

Aqueous photolysis DT₅₀ (days) at pH 7

Value

Moderately fast

Note

Other source: 0.5 days (H3)

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

Value

3.3

Non-persistent

Note

pH sensitive: DT₅₀ 10 days at pH 4, 3.75 hours at pH 9 all at 22 °C

Water-sediment DT₅₀ (days)

Water phase only DT₅₀ (days)

Soil adsorption and mobility

Property

Value

Source; quality score; and other information

Interpretation

Linear

K_d

Mobile

K_oc

Notes and range

Other data source: 2300 mL g⁻¹ (US3); 28235 (H3)

Freundlich

K_f

K_foc

¹/_n

Notes and range

pH sensitivity

Fate indices

Property

Value

Source; quality score; and other information

Interpretation

GUS leaching potential index

3.57

Calculated

High leachability

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

Value

5.34 X 10^-01

Calculated

Note

Potential for particle bound transport index

Low

Calculated

Potential for loss via drain flow

Mobile

Calculated

ECOTOXICOLOGY

Property

Value

Source; quality score; and other information

Interpretation

Bio-concentration factor

BCF (l kg⁻¹)

3000

Estimated

Threshold for concern

CT₅₀ (days)

Not available

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

> 5000

Rat

Low

Mammals - Short term dietary NOEL

(mg kg⁻¹)

Rat 2 year

(ppm diet)

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

Birds - Acute LD₅₀ (mg kg⁻¹)

196

Colinus virginianus

Moderate

Birds - Short term dietary (LC₅₀/LD₅₀)

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

Fish - Acute 96 hour LC₅₀ (mg l⁻¹)

0.0334

Lepomis macrochirus

High

Fish - Chronic 21 day NOEC (mg l⁻¹)

> 0.002

Oncorhynchus mykiss 96 day

High

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

0.12

Daphnia magna

Moderate

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

0.01

daphnia magna

Moderate

Aquatic crustaceans - Acute 96 hour LC₅₀ (mg l⁻¹)

0.0085

Americamysis bahia

High

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)

Non-target plants

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

0.0069

Scenedemus subspicatus

High

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)

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

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

100

Moderate

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)

1000

Moderate

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

Other soil macro-organisms

Acute LC₅₀ (mg kg⁻¹)

Chronic NOEC (mg kg⁻¹)

Other arthropod (1)

LR₅₀ g ha⁻¹

% Effect

Harmful

[Dose: 150 g ha⁻¹]
Typhlodromus pyri

Other arthropod (2)

LR₅₀ g ha⁻¹

% Effect

Harmful

[Dose: 150 g ha⁻¹]
Chrysoperla carnea

Soil micro-organisms

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)

5000

Rat

Mammals - Inhalation LC₅₀ (mg l⁻¹)

2.2

Rat

Other Mammal toxicity endpoints

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

0.006

JMPR 1987

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

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

Some bystanders may experience a skin reaction

Occupational

Occupational exposure may occur through inhalation and dermal contact

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

; ; ; ;

No data found

Reproduction / development effects

Acetyl cholinesterase inhibitor

Neurotoxicant

Respiratory tract irritant

Skin irritant

Skin sensitiser

No data found

Eye irritant

Phototoxicant

No data found

General human health issues

Potential for serious eye damage

Handling issues

Property

Value and interpretation

General

No information available

CLP classification 2013

Health: H302, H312, H317, H319, H332, H361f, H373
Environment: H400, H410

EC Risk Classification

Reproduction risk category 3: R62
Xn - Harmful: R20/21/22, R43, R48/22
Xi - Irritant: R36
N - Dangerous for the environment: R50, R53

EC Safety Classification

S2, S24, S37, S45, S60, S61

WHO Classification

III (Slightly hazardous)

UN Number

Waste disposal & packaging

TRANSLATIONS

Language

Name

English

chinomethionat

French

chinométhionate

German

Chinomethionat

Danish

chinomethionat

Italian

chinometionato

Spanish

chinometionato

Greek

chinomethionat

Polish

chinometionat

Swedish

Hungarian

Dutch

chinomethionat

Record last updated:	05/01/2021
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