Ethoprophos

Ethoprophos	Last updated: 19/01/2021
(Also known as: ethoprop; phosethoprop; mocap)

GENERAL INFORMATION

Description

A broad-spectrum nematicide and insecticide used pre-planting to control nematodes and soil dwelling insects

Example pests controlled

Free-form nematodes; Millipedes; Centipedes; Weevils; Wireworms; Cutworms; Noctuids larvae; Symphylids; Caterpillars; White grubs

Example applications

Ornamentals; Fruit including bananas, pineapples; Tobacco; Potatoes; Vegetables; Sugarcane

Efficacy & activity

Research and testing has shown ethoprophos to offer effective control for soil nematodes and insects when used according to label guidelines.

Availability status

Current

Introduction & key dates

1966, first reported

UK regulatory status

UK COPR regulatory status

Not approved

Date COPR inclusion expires

UK LERAP status

None

EC Regulation 1107/2009 (repealing 91/414)

EC Regulation 1107/2009 status

Not approved

Dossier rapporteur/co-rapporteur

Italy/Ireland

Date EC 1107/2009 inclusion expires

EU Candidate for substitution (CfS)

Yes - low ADI / ARfD / AOEL

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

C₈H₁₉O₂PS₂

Canonical SMILES

CCCSP(=O)(OCC)SCCC

Isomeric SMILES

No data

International Chemical Identifier key (InChIKey)

VJYFKVYYMZPMAB-UHFFFAOYSA-N

International Chemical Identifier (InChI)

InChI=1S/C8H19O2PS2/c1-4-7-12-11(9,10-6-3)13-8-5-2/h4-8H2,1-3H3

2D structure diagram/image available?

Yes

General status

Pesticide type

Insecticide, Nematicide

Substance group

Organophosphate

Minimum active substance purity

940 g kg⁻¹

Known relevant impurities

EU dossier - None declared

Substance origin

Synthetic

Mode of action

Non-systemic with contact action. Acetylcholinesterase (AChE) inhibitor.

CAS RN

13194-48-4

EC number

236-152-1

CIPAC number

218

US EPA chemical code

041101

PubChem CID

3289

Molecular mass

242.3

PIN (Preferred Identification Name)

O-ethyl S,S-dipropyl phosphorodithioate

IUPAC name

O-ethyl S,S-dipropyl phosphorodithioate

CAS name

O-ethyl S,S-dipropyl phosphorodithioate

Other status information

Marine Pollutant

Relevant Environmental Water Quality Standards

Herbicide Resistance Classification (HRAC)

Not applicable

Herbicide Resistance Classification (WSSA)

Not applicable

Insecticide Resistance Classification (IRAC)

Fungicide Resistance Classification (FRAC)

Not applicable

Examples of recorded resistance

None identified

Physical state

Clear to pale yellow liquid

Formulations

Property

Value

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

Mocap 10G
Mocap 15G
Sanimul
Prophos

Example products using this active

Bayer CropScience
Mobil Chemicals
Rhone-Poulenc

Formulation and application details

Often supplied as granules that are applied directly to the soil or incorporated. It is also available as an emulsifiable concentrate

ENVIRONMENTAL FATE

Property

Value

Source; quality score; and other information

Interpretation

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

1300

High

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

500000

Acetone

500000

Methanol

500000

Ethyl acetate

500000

Toluene

Melting point (°C)

Boiling point (°C)

244.3

Degradation point (°C)

244.3

Flashpoint (°C)

141

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

9.77 X 10⁰²

Calculated

Log P

2.99

Moderate

Bulk density (g ml⁻¹)

1.09

Dissociation constant pKa) at 25 °C

Not applicable

No dissociation

Vapour pressure at 20 °C (mPa)

78.0

Highly volatile

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

1.35 X 10^-02

Non-volatile

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

Neutral soln: 231.0nm=725
Acid soln: 269.0nm=1724
Basic soln: 268.0nm=3815

Surface tension (mN m⁻¹)

45.1

at 20°C

Degradation

Property

Value

Source; quality score; and other information

Interpretation

General biodegradability

Soil degradation (days) (aerobic)

DT₅₀ (typical)

13.6

Non-persistent

DT₅₀ (lab at 20 °C)

13.6

Non-persistent

DT₅₀ (field)

1.3

Non-persistent

DT₉₀ (lab at 20 °C)

63.0

Moderately persistent

DT₉₀ (field)

15.1

DT₅₀ modelling endpoint

13.6

normalised geometric mean

Note

EU 2017 dossier Lab studies DT₅₀ range 4.8-21.1 days, DT₉₀ range 26.2-89.9 days, Soils = 5; Field study DT₅₀ range 0.61-2.1 days, DT₉₀ range 9.3-20.8 days, Soils =2

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

Stable

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

Value

Stable

Note

Stable pH 5 to pH 7, DT₅₀ 83 days at pH 9, 25 °C

Water-sediment DT₅₀ (days)

Moderately fast

Water phase only DT₅₀ (days)

Slow

Soil adsorption and mobility

Property

Value

Source; quality score; and other information

Interpretation

Linear

K_d

Mobile

K_oc

70.0

Notes and range

Freundlich

K_f

2.0

Moderately mobile

K_foc

111

¹/_n

0.894

Notes and range

EU dossier kf range 0.56-5.60, K_foc range 38-186 mL g⁻¹,¹/_n range 0.82-0.96, Soils=11

pH sensitivity

Fate indices

Property

Value

Source; quality score; and other information

Interpretation

GUS leaching potential index

0.22

Calculated

Low leachability

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

Value

7.46 X 10^-04

Calculated

Note

Potential for particle bound transport index

Low

Calculated

Potential for loss via drain flow

Mobile

Calculated

Other known metabolites

Metabolite name and reference

Aliases

Formation medium / Rate

Estimated maximum occurrence fraction

Metabolising enzymes

ethyl phosphate

Plant; Animal

O-ethyl-S-propyl-phosphorothioate
Note: Rat LD50 246 mg/kg bw

EPPA

Plant; Animal

O-ethyl-S-methyl-S-propyl-phosphorothioate
Note: Rat LD50 41.0 mg/kg bw

SME

Plant

O-ethyl-O-methyl-S-propyl-phosphorothioate
Note: Rat LD50 19.2 mg/kg bw

OME

Plant

O-ethyl-S-propylphosphorothioic acid

AE 0592496

Soil (Aerobic, Anaerobic)

N-propyl mercaptan

Rat

ECOTOXICOLOGY

Property

Value

Source; quality score; and other information

Interpretation

Bio-concentration factor

BCF (l kg⁻¹)

225

Estimated

Threshold for concern

CT₅₀ (days)

Not available

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

Rat

High

Mammals - Short term dietary NOEL

(mg kg⁻¹)

0.1

Rat

High

(ppm diet)

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

15.7

Rat Reproductive NOAEL

Moderate

Birds - Acute LD₅₀ (mg kg⁻¹)

6.04

Colinus virginianus

High

Birds - Short term dietary (LC₅₀/LD₅₀)

6.51 mg kg bw⁻¹ day⁻¹

Colinus virginianus

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

0.088

Colinius virginianus NOAEL

High

Fish - Acute 96 hour LC₅₀ (mg l⁻¹)

0.32

Lepomis macrochirus

Moderate

Fish - Chronic 21 day NOEC (mg l⁻¹)

0.064

Oncorhynchus mykiss

Moderate

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

0.2

Daphnia magna

Moderate

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

0.0023

Daphnia magna

High

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

0.015

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)

28.3

Unknown species

Low

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

3.2

Unknown species

Low

Honeybees (Apis spp.)

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

> 15.6

Apis mellifera

Moderate

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

4.07

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)

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)

39.6

Eisenia foetida

Moderate

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

< 0.835

Eisenia foetida 56 days

Moderate

Other soil macro-organisms

Acute LC₅₀ (mg kg⁻¹)

Chronic NOEC (mg kg⁻¹)

0.004

Folsomia candida 28d corr

Other arthropod (1)

LR₅₀ g ha⁻¹

% Effect

100

Mortality [Dose: 7 kg ha⁻¹]
Poecilus cupreus adult

Other arthropod (2)

LR₅₀ g ha⁻¹

% Effect

100

Mortality [Dose: 10 kg ha⁻¹]
Aleochara bilineata adult

Soil micro-organisms

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

Dose: 33.3 mg kg⁻¹ soil 44 days

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)

Rat

High

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

7.9

Rabbit

Mammals - Inhalation LC₅₀ (mg l⁻¹)

0.123

Rat 4 hr (nose only)

Other Mammal toxicity endpoints

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

0.0004

Rat SF=100

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

0.01

Rat SF=100

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

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

0.001

Dog SF=100

Dermal penetration studies (%)

Dangerous Substances Directive 76/464

List I; List II

Exposure Routes

Public

No unacceptable risks to bystanders identified

Occupational

Exposure possible but acceptable under label recommendations for use concerning personal protection clothing and equipment
Dermal exposure likely to be low

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

; ; ; ;

Reproduction / development effects

Acetyl cholinesterase inhibitor

Neurotoxicant

No data found

Respiratory tract irritant

Skin irritant

Skin sensitiser

No data found

Eye irritant

Phototoxicant

General human health issues

Very toxic by inhalation and dermal absorption
USEPA - probable human carcinogen

Handling issues

Property

Value and interpretation

General

Not explosive
IMDG Transport Code is usually 6.1

CLP classification 2013

Health: H301, H310, H317, H330
Environment: H400, H410

EC Risk Classification

T+ - Very toxic: R26/27
T - Toxic: R25
Xn - Harmful: R43
N - Dangerous for the environment: R50, R53

EC Safety Classification

S1/2, S27/28, S36/37/39, S45, S60, S61

WHO Classification

Ia (Extremely hazardous)

UN Number

3018

Waste disposal & packaging

Packaging Group II (medium danger)

TRANSLATIONS

Language

Name

English

ethoprophos

French

ethoprophos

German

Ethoprophos

Danish

ethoprophos

Italian

etoprofos

Spanish

etoprofos; etoprop

Greek

ethoprophos

Polish

etoprofos

Swedish

Hungarian

Dutch

ethoprofos

Record last updated:	19/01/2021
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