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amitraz (Ref: ENT 27967)
** amitraze ** amitrazum ** BTS-27419 ** BAAM ** U-36059 ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
Further data may be found in the VSDB

SUMMARY

Amitraz is an amidine acaricide and insecticide that is currently not approved for use in the EU but is still used in some parts of the world. 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.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for amitraz

Description: 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: Current

Introduction & key dates: circa 1972

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur Austria
Date inclusion expires Expired
EU Candidate for substitution (CfS) -
Listed in EU database Yes

Approved for use () or known to be used () in the following European countries: Click to access a note on the approvals information on this site

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Also used in: Australia, USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
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 No data
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+
Structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Insecticide, Acaricide, Veterinary substance
Substance group Amidine
Minimum active substance purity -
Known relevant impurities -
Substance origin Synthetic
Mode of action Non-systemic having contact and respiratory action. Octopaminergic (nervous system) agonist.
CAS RN 33089-61-1
EC number 251-375-4
CIPAC number 362
US EPA chemical code 106201
PubChem CID 36324
Molecular mass (g mol-1) 293.41
PIN (Preferred Identification Name) N'-(2,4-dimethylphenyl)-N-{[(2,4-dimethylphenyl)imino]methyl}-N-methylmethanimidamide
IUPAC name N,N'-[(methylimino)dimethylidyne]di-2,4-xylidine
CAS name N'-(2,4-dimethylphenyl)-N-[[(2,4-dimethylphenyl)imino]methyl]-N-methylmethanimidamide
Other status information Cannot be used on horses
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 19
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Panonychus citri
Tetranychus cinnabarinus
Tetranychus urticae
Boophilus microplus
Cacopsylla pyri
Physical state Straw coloured crystalline solid
Related substances & organisms

Formulations:
Property Click here for information on the general product and branding information used on this site Value
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
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually supplied as emulsifiable concentrates or wettable powders for crop use and solutions for livestock topical administration.


ENVIRONMENTAL FATE

for amitraz

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
Solubility - In water at 20oC (mg l-1) 0.1 W4 Low
Solubility - In organic solvents at 20oC (mg l-1) - - -
Melting point (oC) 87 L3 -
Boiling point (oC) Decomposes before boiling V3 -
Degradation point (oC) - - -
Flashpoint (oC) Not expected to self ignite; Not highly flammable V3 -
Octanol-water partition coefficient at pH 7, 20oC P 3.16 X 1005 Calculated -
Log P 5.5 G4 High
Bulk density (g ml-1)/Specific gravity 1.13 L3 -
Dissociation constant (pKa) at 25oC 9.8 DW4 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 0.051 G4 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.06 H4 Moderately volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -0.70 Calculated Low leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Click here for a note on the limitations of the SCI-GROW index Value 1.01 X 10-05 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated Low
Maximum UV-vis absorption L mol-1 cm-1 - - -
Surface tension (mN m-1) - - -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 0.2 Click here to see a warning relating to modelling and this active substance H4 Non-persistent
DT50 (lab at 20oC) 0.2 H4 Non-persistent
DT50 (field) 1 H4 Non-persistent
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note Literature DT50 studies range 0.1-2 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 6.2 R4 -
Note Published literature RL50 range 5.0-7.3 days, 2 field crops, various matrices, n=2
Aqueous photolysis DT50 (days) at pH 7 Value - L3 -
Note Stable in UV light
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 1 L3 Non-persistent
Note 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:
Property Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
Linear Kd - W3 Slightly mobile
Koc 1000
Notes and range -
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity -

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
semiamitraz hydrochloride (Ref: BTS-27271) Soil   -   Major
2,4-dimethylformanilide (Ref: BTS 27919) Soil   -   Minor

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
2,4-dimethylaniline - Soil (Aerobic) - -
2,4-dimethylformanilide - Soil (Hydrolysis) - -
N'-(2,4-dimethylphenyl)-N-methyl-methanimidamide - Soil (Aerobic) - -
2,4-dimethylbenzenamine - Soil (Aerobic) - -
N-(2,4-dimethylphenyl)formamide - Soil (Anaerobic) - -
2,4-dimethylbenzenamine - Soil (Anaerobic) - -


ECOTOXICOLOGY

for amitraz

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) 1838 F4 Threshold for concern
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) 800 F4 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) - G3 Rat, 2 year -
(ppm diet) 50 -
Birds - Acute LD50 (mg kg-1) 788 L3 Colinus virginianus Moderate
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 0.74 L3 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.035 L3 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.002 F3 Daphnia magna, LOEC High
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 4.7 F3 Americamysis bahia Moderate
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) 12 L3 Raphidocelis subcapitata Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) 50 L3 Moderate
Oral acute 48 hour LD50 (μg bee-1) - - -
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) 1000 L3 Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect Harmful Dose: 360 g ha-1
AA3 Typhlodromus pyri
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect Moderately harmful Dose: 360 g l-1
AA3 Chrysoperla carnea
-
Soil micro-organisms - - -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for amitraz

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the Cramer class High (class III) - -
Mammals - Acute oral LD50 (mg kg-1) 800 F4 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 200 L3 Rabbit -
Mammals - Inhalation LC50 (mg l-1) 65.0 L3 Rat -
Other Mammal toxicity endpoints Intraperitoneal LD50 = 800 mg kg-1 V3 Rat -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.003 A5 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.01 A5 / JMPR 1998 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) - - -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public -
Occupational Occupational exposure may occur through inhalation and dermal contact
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

General human health issues Ingestion may cause slow heart beat, low blood pressure, sedation and low body temperature

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes No information available
CLP classification 2013 Health: H302, H317, H373
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R22, R43, R48/22
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S22, S24, S61, S36/37, S60
WHO Classification II - Moderately hazardous
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for amitraz

Language Name
English amitraz
French amitraze
German Amitraz
Danish amitraz
Italian amitraz
Spanish amitraz
Greek amitraz
Slovenian amitraz
Polish amitraz
Swedish -
Hungarian amitraz
Dutch amitraz

Record last updated: Tuesday 30 October 2018
Contact: aeru@herts.ac.uk