Fenoxycarb (Ref: OMS 3010)

Fenoxycarb (Ref: OMS 3010)	Last updated: 19/01/2021
(Also known as: CGA 114597)

GENERAL INFORMATION

Description

An insect specific growth regulator used to control moths, scale insects and other insects on fruit, vines and ornamentals

Example pests controlled

Fire ants; Fleas; Mosquitoes; Coachroach; Lepidoptera moths; Scale insects

Example applications

Olives; Vines; Cotton; Various fruits; Stored produce; Ornamentals; Turf

Efficacy & activity

Availability status

Current

Introduction & key dates

1981, first reported; 1985, first marketed

UK regulatory status

UK COPR regulatory status

Not approved

Date COPR inclusion expires

Not applicable

UK LERAP status

Not applicable

EC Regulation 1107/2009 (repealing 91/414)

EC Regulation 1107/2009 status

Approved

Dossier rapporteur/co-rapporteur

Netherlands/Spain

Date EC 1107/2009 inclusion expires

31/05/2021

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, USA

Chemical structure

Isomerism

Chemical formula

C₁₇H₁₉NO₄

Canonical SMILES

CCOC(=O)NCCOC1=CC=C(C=C1)OC2=CC=CC=C2

Isomeric SMILES

No data

International Chemical Identifier key (InChIKey)

HJUFTIJOISQSKQ-UHFFFAOYSA-N

International Chemical Identifier (InChI)

InChI=1S/C17H19NO4/c1-2-20-17(19)18-12-13-21-14-8-10-16(11-9-14)22-15-6-4-3-5-7-15/h3-11H,2,12-13H2,1H3,(H,18,19)

2D structure diagram/image available?

Yes

Cambridge Crystallographic Data Centre diagrams

Common Name	Relationship	Link
fenoxycarb	-

General status

Pesticide type

Insecticide

Substance group

Carbamate

Minimum active substance purity

960 g kg⁻¹

Known relevant impurities

EU dossier - Toluene <1g kg⁻¹

Substance origin

Synthetic

Mode of action

Non-neurotoxic with contact and stomach action, acts by mimicing the action of the juvenile hormone keeping the insect in an immature state

CAS RN

79127-80-3

EC number

276-696-7

CIPAC number

425

US EPA chemical code

125301

PubChem CID

51605

Molecular mass

301.34

PIN (Preferred Identification Name)

ethyl [2-(4-phenoxyphenoxy)ethyl]carbamate

IUPAC name

ethyl 2-(4-phenoxyphenoxy)ethylcarbamate

CAS name

ethyl (2-(4-phenoxyphenoxy)ethyl)carbamate

Other status information

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

Cydia pomonella

Physical state

White flaky powder

Formulations

Property

Value

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

Insegar
Logic
Torus
Pictyl
Varikill

Example products using this active

Syngenta
Maag

Formulation and application details

Supplied as wettable granules, micro-emulsions, emulsifiable concentrates, granules and dusts

ENVIRONMENTAL FATE

Property

Value

Source; quality score; and other information

Interpretation

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

7.9

Low

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

500000

Ethyl acetate

500000

Acetone

500000

Toluene

4600

n-Hexane

Melting point (°C)

53.6

Boiling point (°C)

100.4

Degradation point (°C)

248

Flashpoint (°C)

Not expected to self ignite; Not highly flammable

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

1.17 X 10⁰⁴

Calculated

Log P

4.07

High

Bulk density (g ml⁻¹)

1.23

Dissociation constant pKa) at 25 °C

Not applicable

No dissociation

Vapour pressure at 20 °C (mPa)

8.67 X 10^-04

Low volatility

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

3.3 X 10^-05

Non-volatile

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

Neutral solution: 228nm = 15219, 278nm = 2453, 300nm = 745
Acidic solution: 228nm = 15062, 278nm = 2357, 300nm = 643
Basic solution: 228nm = 14879, 278nm = 2374, 300nm = 664

Surface tension (mN m⁻¹)

56.7-57.6

at 20°C

Degradation

Property

Value

Source; quality score; and other information

Interpretation

General biodegradability

Soil degradation (days) (aerobic)

DT₅₀ (typical)

1.55

Non-persistent

DT₅₀ (lab at 20 °C)

1.55

Non-persistent

DT₅₀ (field)

5.94

Non-persistent

DT₉₀ (lab at 20 °C)

26.1

Non-persistent

DT₉₀ (field)

22.4

DT₅₀ modelling endpoint

Note

EU dossier lab studies DT₅₀ range 0.75-2.27 days, DT₉₀ range 4.87-66.5 days; field studies DT₅₀ range 4.08-8.89 days, DT₉₀ range 13.55-29.53

Dissipation rate RL₅₀ on plant matrix

Value

Note

Dissipation rate RL₅₀ on and in plant matrix

Value

12.0

Note

Published literature RL₅₀ range 5.0-26.0 days, 3 field crops, various matrices, n=3

Aqueous photolysis DT₅₀ (days) at pH 7

Value

16.1

Slow

Note

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

Value

Stable

Note

Stable pH 3 to pH 9 up to 50 °C

Water-sediment DT₅₀ (days)

Fast

Water phase only DT₅₀ (days)

4.13

Moderately fast

Soil adsorption and mobility

Property

Value

Source; quality score; and other information

Interpretation

Linear

K_d

K_oc

Notes and range

Freundlich

K_f

24.5

Slightly mobile

K_foc

1816

¹/_n

0.89

Notes and range

EU dossier kf range 4.4-46.7 mL g⁻¹, K_foc range 1251-2599 mL g⁻¹, ¹/_n range 0.84-0.96, Soils=5; Other literature studies: Mean of 4 soils. Sandy loam K_f=18-77; Loam K_f=77

pH sensitivity

Fate indices

Property

Value

Source; quality score; and other information

Interpretation

GUS leaching potential index

0.57

Calculated

Low leachability

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

Value

5.02 X 10^-03

Calculated

Note

Potential for particle bound transport index

Medium

Calculated

Potential for loss via drain flow

Slightly mobile

Calculated

Other known metabolites

Metabolite name and reference

Aliases

Formation medium / Rate

Estimated maximum occurrence fraction

Metabolising enzymes

ethyl [2-(p-(p-hydroxy phenoxy)ethyl) carbamate]

Soil (Aerobic)

Ref: CGA 294847

Water (Photolysis)

0.169

Ref: CGA 294850
Note: Minor metabolite

Ro-16-8797

Soil

Ref: CGA 294851

Ro-16-3192

Rat (Liver)

ethyl [2-(p-(p-hydroxy phenoxy)phenoxy)ethyl) carbamate)

Soil (Aerobic)

[2-[4,4-glucoronoxy-phenoxy)-phenoxyl]-ethyl]carbamic acid ethyl ester (Ref: CGA 294848)

Rat (Urinary, Faeces); Soil (Aerobic)

ECOTOXICOLOGY

Property

Value

Source; quality score; and other information

Interpretation

Bio-concentration factor

BCF (l kg⁻¹)

215

Whole fish

Threshold for concern

CT₅₀ (days)

0.86

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

> 10000

Rat

Low

Mammals - Short term dietary NOEL

(mg kg⁻¹)

> 40

Rat

High

(ppm diet)

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

119

Rat Reproductive NOAEL

Moderate

Birds - Acute LD₅₀ (mg kg⁻¹)

> 3000

Anas platyrhynchos

Low

Birds - Short term dietary (LC₅₀/LD₅₀)

> 5885 mg kg bw⁻¹ day⁻¹

Anas platyrhynchos

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

17.7

Anas platyrhynchos NOEC

Moderate

Fish - Acute 96 hour LC₅₀ (mg l⁻¹)

0.66

Oncorhynchus mykiss

Moderate

Fish - Chronic 21 day NOEC (mg l⁻¹)

0.048

Oncorhynchus mykiss

Moderate

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

0.5

Daphnia magna

Moderate

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

0.0000016

Daphnia magna

High

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)

0.00075

Chironomus riparius

High

Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg⁻¹)

Aquatic plants - Acute 7 day EC₅₀, biomass (mg l⁻¹)

Non-target plants

> 450

Maize Wild oat OSR Soybean
Vegetative vigour, ER₅₀
as g ha⁻¹

> 450

Maize Wild oat OSR Soybean
Seedling emergence, ER₅₀
as g ha⁻¹

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

0.38

Pseudokirchneriella subcapitata as product

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)

> 204

Low

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

> 204

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)

> 425

Eisenia foetida

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

463

>
Aphidius rhopalosiphi adult

% Effect

Other arthropod (2)

LR₅₀ g ha⁻¹

463

>
Typhlodromus pyri protonymph

% Effect

Soil micro-organisms

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

Dose: 3.0 mg kg⁻¹ 28days

Mesocosm study data

NOEAEC mg l⁻¹

0.00032

Fish and aquatic invertebrates

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)

> 10000

Rat

Low

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

2000

Rat

Mammals - Inhalation LC₅₀ (mg l⁻¹)

> 4.4

Rat 4 hr (nose only)

Other Mammal toxicity endpoints

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

0.053

Mouse SF=100

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

2.0

Rabbit 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)

0.1

Rat SF=100

Dermal penetration studies (%)

0.2-28.0

concentration dependent

Dangerous Substances Directive 76/464

Exposure Routes

Public

Negligible risk to bystanders

Occupational

Negligible risk to operators and workers

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

Respiratory tract irritant

Skin irritant

Skin sensitiser

No data found

Eye irritant

Phototoxicant

No data found

General human health issues

Possible liver, thyroid and kidney toxicant
USEPA - probable human carcinogen
Endocrine issues - Interference with testosterone metabolism

Handling issues

Property

Value and interpretation

General

Emits toxic fumes in a fire
Not explosive or oxidising
IMDG Transport Code is usually 9

CLP classification 2013

Health: H351
Environment: H400, H410

EC Risk Classification

Carcinogen category 3: R40
N - Dangerous for the environment: R50, R53

EC Safety Classification

WHO Classification

U (Unlikely to present an acute hazard)

UN Number

Usually 3077

Waste disposal & packaging

Packaging Group III (minor danger)

TRANSLATIONS

Language

Name

English

fenoxycarb

French

fenoxycarbe

German

Fenoxycarb

Danish

fenoxycarb

Italian

fenoxicarb

Spanish

fenoxicarb

Greek

Polish

fenoksykarb

Swedish

Hungarian

fenoxikarb

Dutch

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