Amitraz (Ref: ENT 27967)-Pesticide database

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Amitraz (Ref: ENT 27967)

(Also known as: amitraze; amitrazum ; BTS 27419; BAAM; U-36059)

Amitraz is an amidine acaricide and insecticide. It is volatile, almost insoluble in water and, based on its chemical properties, is only slightly mobile with a low potential for leaching to groundwater. It is not persistent in soil systems, degradation being very rapid and would also not be expected to persistent in surface water under normal conditions. Amitraz has a moderate mammalian toxicity and there is some concern regarding its potential for bioaccumulation. It is considered to be a neurotoxin. Amitraz has a high to moderate toxicity to most terrestrial and aquatic species, the main exception being algae for which amitraz has a low level of toxicity.

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	Ecotoxicity High alert: Fish chronic ecotoxicity: High; Daphnia acute ecotoxicity: High; Daphnia chronic ecotoxicity: High	Human health High alert: Neurotoxicant

GENERAL INFORMATION

An amidine acaricide and insecticide for use in top fruit, ornamentals and some vegetables. Also has veterinary treatment applications.

Example pests controlled

Bollworm; Budworm; Red spider mites; Leaf miners; Scale insects; Aphids; Ticks; Psyllids; Varroa mite

Example applications

Fruit including apples, pears and plums; Ornamentals; Some vegetables; Cotton; Livestock; Bees

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

C₁₉H₂₃N₃

Canonical SMILES

CC1=CC(=C(C=C1)N=CN(C)C=NC2=C(C=C(C=C2)C)C)C

Isomeric SMILES

International Chemical Identifier key (InChIKey)

QXAITBQSYVNQDR-UHFFFAOYSA-N

International Chemical Identifier (InChI)

InChI=1S/C19H23N3/c1-14-6-8-18(16(3)10-14)20-12-22(5)13-21-19-9-7-15(2)11-17(19)4/h6-13H,1-5H3/b20-12+,21-13+

2D structure diagram/image available?

Cambridge Crystallographic Data Centre diagrams

Common Name	Relationship	Link
amitraz	-

Insecticide, Acaricide, Veterinary substance

Substance groups

Amidine insecticide; Formamidine insecticide

Minimum active substance purity

Known relevant impurities

Substance origin

Non-systemic having contact and respiratory action. Acts on nervous system. Octopamine receptor agonist.

US EPA chemical code

CLP index number

PIN (Preferred Identification Name)

N'-(2,4-dimethylphenyl)-N-{[(2,4-dimethylphenyl)imino]methyl}-N-methylmethanimidamide

N,N'-[(methylimino)dimethylidyne]di-2,4-xylidine

N'-(2,4-dimethylphenyl)-N-[[(2,4-dimethylphenyl)imino]methyl]-N-methylmethanimidamide

Other status information

PAN Bad Actor Chemical; Cannot be used on horses

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

Panonychus citri, Tetranychus cinnabarinus, Tetranychus urticae, Boophilus microplus, Cacopsylla pyri

Straw coloured crystalline solid

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

FCC
Agropharm
Kingtai Chemicals
Makhteshim

Example products using this active

Mitac WP
Triazid
Amipaz
Zamir

Formulation and application details

Usually supplied as emulsifiable concentrates or wettable powders for crop use and solutions for livestock topical administration

ENVIRONMENTAL FATE

Source; quality score; and other information

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

W4 W = French database provided by ARVALIS-Institut du Végétal. Dataset no longer available.
4 = Verified data

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

Melting point (°C)

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

Boiling point (°C)

Decomposes before boiling

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

Degradation point (°C)

Flashpoint (°C)

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

3.16 X 10⁰⁵

G4 G = Extension Toxicology network database EXTOXNET. Available online but no longer updated. (click here )
4 = Verified data

Fat solubility of residues

Density (g ml⁻¹)

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

Dissociation constant pKa) at 25 °C

DW4 DW = Don Wauchope personal database for Pka data: Wauchope, R. D. and Edwards, J. Dissociation constants for pesticide active ingredients: a database and comparison with predicted values. Dataset is no longer available.
4 = Verified data

Vapour pressure at 20 °C (mPa)

G4 G = Extension Toxicology network database EXTOXNET. Available online but no longer updated. (click here )
4 = Verified data

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

H4 H = The US ARS pesticide properties database. Dataset is no longer available.
4 = Verified data

Moderately volatile

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)

H4 H = The US ARS pesticide properties database. Dataset is no longer available.
4 = Verified data

DT₅₀ (lab at 20 °C)

H4 H = The US ARS pesticide properties database. Dataset is no longer available.
4 = Verified data

DT₅₀ (field)

H4 H = The US ARS pesticide properties database. Dataset is no longer available.
4 = Verified data

DT₉₀ (lab at 20 °C)

DT₉₀ (field)

DT₅₀ modelling endpoint

Literature DT₅₀ studies range 0.1-2 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 5.0-7.3 days, 2 field crops, various matrices, n=2

Aqueous photolysis DT₅₀ (days) at pH 7

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

Stable in 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

pH sensitive: DT₅₀ 2hrs at pH 5, 1.1 days at pH 9, rapid hydrolysis

Water-sediment DT₅₀ (days)

Water phase only DT₅₀ (days)

Soil adsorption and mobility

Source; quality score; and other information

W3 W = French database provided by ARVALIS-Institut du Végétal. Dataset no longer available.
3 = Unverified data of known source

Slightly mobile

Notes and range

Notes and range

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)

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

Threshold for concern

CT₅₀ (days)

Known soil metabolites

Major/Minor fraction

Estimated maximum occurrence fraction

semiamitraz hydrochloride (Ref: BTS-27271)

2,4-dimethylformanilide (Ref: BTS 27919)

2,4-dimethylbenzenamine

2,4-dimethylaniline

N'-(2,4-dimethylphenyl)-N-methyl-methanimidamide

N-(2,4-dimethylphenyl)formamide

Known groundwater metabolites

None

Other 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

G3 G = Extension Toxicology network database EXTOXNET. Available online but no longer updated. (click here )
3 = Unverified data of known source

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

Colinus virginianus

Birds - Short term dietary (LC₅₀/LD₅₀)

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

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

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

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)

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

Apis mellifera

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)

Moderately harmful at dose 360 g ha⁻¹

AA3 AA = IOBC Database on classification of side effects to beneficial organisms, 2005
3 = Unverified data of known source

Chrysoperla carnea

Beneficial insects (Parasitic wasps)

Beneficial insects (Predatory mites)

Harmful at dose 360 g ha⁻¹

AA3 AA = IOBC Database on classification of side effects to beneficial organisms, 2005
3 = Unverified data of known source

Typhlodromus pyri

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)

F3 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 )
3 = Unverified data of known source

Pimephales promelas

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)

F3 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 )
3 = Unverified data of known source

Daphnia magna LOEC

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

F3 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 )
3 = Unverified data of known source

Americamysis bahia

Sediment dwelling organisms - Acute 96 hour LC₅₀ (mg l⁻¹)

R3 R = Peer reviewed scientific publications
3 = Unverified data of known source

Chironomus riparius 48hr

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)

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

Raphidocelis subcapitata

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)

L3 L = Pesticide manuals and hard copy reference books / other sources
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

Intraperitoneal LD₅₀ = 800 mg kg⁻¹

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

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

A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications )
5 = Verified data used for regulatory purposes

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

A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications )
5 = Verified data used for regulatory purposes

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

Occupational exposure may occur through inhalation and dermal contact

EU MRL pesticide database

GB MRL Register

Drinking Water Standards

Drinking Water MAC (μg l⁻¹)

Mammalian dose elimination route and rate

In mammals urine is the major route of excretion. 55-74% of the dose was excreted after dosing within first 24hrs

P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data

Specific human health issues

Endocrine disruptor

XNo, known not to cause a problem

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

E3 E = Unspecified genotoxicity type (miscellaneous data source)
3 = Negative

?Possibly, status not identified

Reproduction / development effects

Acetyl cholinesterase inhibitor

?Possibly, status not identified

✓Yes, known to cause a problem

Respiratory tract irritant

Skin sensitiser

XNo, known not to cause a problem

✓Yes, known to cause a problem

✓Yes, known to cause a problem

XNo, known not to cause a problem

General human health issues

Ingestion may cause slow heart beat, low blood pressure, sedation and low body temperature

Handling issues

Value and interpretation

Not expected to autoignite; Not highly flammable

CLP classification 2013

Health: H302, H317, H373
Environment: H400, H410

WHO Classification

II (Moderately hazardous)

Waste disposal & packaging

Shelf-life, storage, stability and reactivity

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