Anilofos (Ref: HOE 30374)-Pesticide database

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Anilofos (Ref: HOE 30374)

(Also known as: HOE 574; anilophos; arozin)

Anilofos is an organophosphate herbicide used to control annual grass weeds and sedges. It has a low aqueous solubility and a low volatility. It may be moderately oersistent in soil systems depending on conditions. It moderately toxic to fish, aquatic invertebrates and honey bees but less so to birds. Anilofos is moderately toxic to mammals via the oral route. It is also a neurotoxin and a recognised irritant.

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: Slightly mobile; Potential for particle bound transport: Medium Warning: Significant data are missing	Ecotoxicity Moderate alert: Fish acute ecotoxicity: Moderate; Daphnia acute ecotoxicity: Moderate; Bees acute contact ecotoxicity: Moderate	Human health High alert: Acetyl cholinesterase inhibitor; Neurotoxicant Warning: Significant data are missing

GENERAL INFORMATION

Used for pre-emergence and early post-emergence control annual grass weeds and sedges in directly sown and transplanted rice crops

Example pests controlled

Indian goosegrass; Barnyard grass; Flatsedge; Yellow nutsedge; Cockspur

Example applications

Efficacy & activity

Availability status

Introduction & key dates

UK regulatory status

UK COPR regulatory status

Date COPR inclusion expires

UK LERAP status

No UK approval for use

EC Regulation 1107/2009 (repealing 91/414)

EC Regulation 1107/2009 status

Dossier rapporteur/co-rapporteur

Date EC 1107/2009 inclusion expires

EU Candidate for substitution (CfS)

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

Chemical structure

Chemical formula

C₁₃H₁₉ClNO₃PS₂

Canonical SMILES

CC(C)N(C1=CC=C(C=C1)Cl)C(=O)CSP(=S)(OC)OC

Isomeric SMILES

International Chemical Identifier key (InChIKey)

NXQDBZGWYSEGFL-UHFFFAOYSA-N

International Chemical Identifier (InChI)

InChI=1S/C16H20ClN5O2/c1-2-20(12-8-4-3-5-9-12)15(23)22-16(24)21(18-19-22)14-11-7-6-10-13(14)17/h6-7,10-12H,2-5,8-9H2,1H3

2D structure diagram/image available?

Substance groups

Organophosphate herbicide

Minimum active substance purity

Known relevant impurities

Substance origin

Selective, absorbed mainly through roots and works by inhibiting cell division, inhibition of VLCFAs.

US EPA chemical code

CLP index number

PIN (Preferred Identification Name)

S-{2-[(4-chlorophenyl)(propan-2-yl)amino]-2-oxoethyl} O,O-dimethyl phosphorodithioate

S-4-chloro-N-isopropylcarbaniloylmethyl O,O-dimethyl phosphorodithioate

S-(2-((4-chlorophenyl)(1-methylethyl)amino)-2-oxoethyl) O,O-dimethyl phosphorodithioate

Other status information

PAN Bad Actor Chemical

Relevant Environmental Water Quality Standards

Herbicide Resistance Classification (HRAC)

Herbicide Resistance Classification (WSSA)

Insecticide Resistance Classification (IRAC)

Fungicide Resistance Classification (FRAC)

Examples of recorded resistance

Colourless to light brown crystalline solid

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

Bayer CropScience
BOC Sciences

Example products using this active

Arrozin
Ricozin
Aniloguard
Anilo-Tox

Formulation and application details

Usually supplied as an emulsifiable concentrate, granules and dispersible powders

ENVIRONMENTAL FATE

Source; quality score; and other information

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

E3 E = Manufacturers safety data sheets
3 = Unverified data of known source

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

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

Melting point (°C)

E4 E = Manufacturers safety data sheets
4 = Verified data

Boiling point (°C)

E4 E = Manufacturers safety data sheets
4 = Verified data

Degradation point (°C)

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

Flashpoint (°C)

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

V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID )
3 = Unverified data of known source

Fat solubility of residues

Density (g ml⁻¹)

E4 E = Manufacturers safety data sheets
4 = Verified data

Dissociation constant pKa) at 25 °C

Q3 Q = Miscellaneous data from online sources
3 = Unverified data of known source

No dissociation

Vapour pressure at 20 °C (mPa)

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

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

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

Surface tension (mN m⁻¹)

Source; quality score; and other information

General biodegradability

Soil degradation (days) (aerobic)

DT₅₀ (typical)

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

Moderately persistent

DT₅₀ (lab at 20 °C)

DT₅₀ (field)

DT₉₀ (lab at 20 °C)

DT₉₀ (field)

DT₅₀ modelling endpoint

General literature DT₅₀ values 30-45 days

Dissipation rate RL₅₀ on plant matrix

Dissipation rate RL₅₀ on and in plant matrix

R4 R = Peer reviewed scientific publications
4 = Verified data

Published literature RL₅₀ range 1.3-3.8 days, various matrices from rice, n=4

Aqueous photolysis DT₅₀ (days) at pH 7

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

Not sensitive to UV light

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

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

Stable pH 5 to pH 9

Water-sediment DT₅₀ (days)

Water phase only DT₅₀ (days)

Soil adsorption and mobility

Source; quality score; and other information

Notes and range

R4 R = Peer reviewed scientific publications
4 = Verified data

Slightly mobile

Notes and range

K_f range 3.35-11.73, K_foc range 771-1288 mL g⁻¹ soils =4

Source; quality score; and other information

GUS leaching potential index

Low leachability

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

Potential for particle bound transport index

Potential for loss via drain flow

Slightly mobile

Bio-concentration factor

BCF (l kg⁻¹)

CT₅₀ (days)

Known metabolites

None

Terrestrial ecotoxicology

Source; quality score; and other information

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data

Mammals - Short term dietary NOEL

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

Birds - Acute LD₅₀ (mg kg⁻¹)

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

Coturnix japonica

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)

Soil micro-organisms

Acute LC₅₀ (mg kg⁻¹)

Chronic NOEC (mg kg⁻¹)

Non-target plants

Honeybees (Apis spp.)

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

E3 E = Manufacturers safety data sheets
3 = Unverified data of known source

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)

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)

Beneficial insects (Predatory mites)

Beneficial insects (Ground beetles)

Aquatic ecotoxicology

Source; quality score; and other information

Fish - Acute 96 hour LC₅₀ (mg l⁻¹)

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

Oncorhynchus mykiss

Fish - Chronic 21 day NOEC (mg l⁻¹)

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

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

Daphnia magna

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

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)

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

Mesocosm study data

NOEAEC mg l⁻¹

NOEAEC mg l⁻¹

HUMAN HEALTH AND PROTECTION

Source; quality score; and other information

Threshold of Toxicological Concern (Cramer Class)

High (class III)

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data

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

V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID )
3 = Unverified data of known source

Mammals - Inhalation LC₅₀ (mg l⁻¹)

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

Other Mammal toxicity endpoints

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

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

List I; List II

Exposure Routes

EU MRL pesticide database

GB MRL Register

Drinking Water Standards

Drinking Water MAC (μg l⁻¹)

Mammalian dose elimination route and rate

Specific human health issues

Endocrine disruptor

A0 A = Chromosome aberration (EFSA database)
0 = No data

B0 B = DNA damage/repair (EFSA database)
0 = No data

C0 C = Gene mutation (EFSA database)
0 = No data

D0 D = Genome mutation (EFSA database)
0 = No data

E0 E = Unspecified genotoxicity type (miscellaneous data source)
0 = No data

Reproduction / development effects

Acetyl cholinesterase inhibitor

✓Yes, known to cause a problem

✓Yes, known to cause a problem

Respiratory tract irritant

Skin sensitiser

✓Yes, known to cause a problem

✓Yes, known to cause a problem

XNo, known not to cause a problem

General human health issues

No further information available

Handling issues

Value and interpretation

Not expected to autoignite; Flammable
IMDG Transport Hazard Class 6.1

CLP classification 2013

WHO Classification

II (Moderately hazardous)

Waste disposal & packaging

Shelf-life, storage, stability and reactivity

Limited shelf-life. Store 0-6 DegC

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