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azinphos-ethyl (Ref: BAY 16259)
** azinphosethyl ** triazotion ** azinphos ethyl ** R1513 ** ethyl gusathion ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

SUMMARY

Azinphos-ethyl is an organophosphate insecticide that is not approved for use in the EU. It has a low aqueous solubility, relatively volatile and is not expected to leach to groundwater. It may be moderately persistent in some soil systems but is not expected to be persistent in water. It is toxic to mammals and there is also concern regarding its potential to bioaccumulate. It is a neurotoxicant and an acetyl cholinesterase inhibitor. Azinphos-ethyl is highly toxic to birds, fish and aquatic invertebrates. It is moderately toxic to honeybees.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for azinphos-ethyl

Description: A benzotriazine organothiophosphate insecticide and organothiophosphate acaricide for the control of sucking and chewing pests

Example pests controlled: Spider mites; Aphids; Caterpillers; Potato bugs including Colorado beetles; Oat mites; Tocks

Example applications: Cotton; Rice; Tobacco; Melons; Tomatoes; Potatoes; Hops; Beet crops; Citrus; Soybeans; Apples

Efficacy & activity: -

Availability status: Unknown

Introduction & key dates: 1955

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur Germany
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C12H16N3O3PS2
Canonical SMILES CCOP(=S)(OCC)SCN1C(=O)C2=CC=CC=C2N=N1
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) RQVGAIADHNPSME-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C12H16N3O3PS2/c1-3-17-19(20,18-4-2)21-9-15-12(16)10-7-5-6-8-11(10)13-14-15/h5-8H,3-4,9H2,1-2H3
2D structure diagram/image available? Yes

Click to access the Cambridge Crystallographic Data Centre (CCDC) website
Cambridge Crystallographic Data Centre diagrams:
Common Name Relationship Link
Azinphos-ethyl - Click here for the CCDC structure diagram

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Insecticide, Acaricide
Substance group Organophosphate
Minimum active substance purity -
Known relevant impurities -
Substance origin Synthetic
Mode of action Non-systemic, contact and stomach action. Cholinesterase inhibitor. Ovicidal.
CAS RN 2642-71-9
EC number 220-147-6
CIPAC number 485
US EPA chemical code 058002
PubChem CID 17531
Molecular mass (g mol-1) 345.38
PIN (Preferred Identification Name) O,O-diethyl S-[(4-oxo-1,2,3-benzotriazin-3(4H)-yl)methyl] phosphorodithioate
IUPAC name S-3,4-dihydro-4-oxo-1,2,3-benzotriazin-3-ylmethyl O,O-diethyl phosphorodithioate
CAS name O,O-diethyl S-((4-oxo-1,2,3-benzotriazin-3(4H)-yl)methyl) phosphorodithioate
Other status information Severe Marine Pollutant; Chemical subject to PIC regulations
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 1B
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Culex pipiens pipiens
Myzus persicae
Phorodon humuli
Physical state Colourless needle-like crystals
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
  • Bayer
  • Makhteshim-Agan
Example products using this active
  • Gusthion A
  • Gusthion H
  • Cotnion-ethyl
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Available in a variety of formulations including dusts, emulsifiable concentrates, ULVs and wettable powders.


ENVIRONMENTAL FATE

for azinphos-ethyl

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) 4.5 L3 Low
Solubility - In organic solvents at 20oC (mg l-1) 3500 L2 - n-Hexane -
35000 L2 - Isopropanol -
1000000 L3 - Dichloromethane -
1000000 L3 - Toluene -
Melting point (oC) 50 L3 -
Boiling point (oC) 111 V3 -
Degradation point (oC) - - -
Flashpoint (oC) Not expected to self ignite; Not highly flammable V3 -
Octanol-water partition coefficient at pH 7, 20oC P 1.51 X 1003 Calculated -
Log P 3.18 L3 High
Bulk density (g ml-1)/Specific gravity 1.28 L3 -
Dissociation constant (pKa) at 25oC - - -
Note:
Vapour pressure at 20oC (mPa) 0.32 L3 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 3.05 X 10-06 L3 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.40 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 3.46 X 10-02 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 High
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) 50 L2 Moderately persistent
DT50 (lab at 20oC) - - -
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note Best available data
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 10 R4 -
Note Apple fruit, n=1; Apples in store RL50 range 83-91 days, n=2
Aqueous photolysis DT50 (days) at pH 7 Value 0.4 K4 Fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 13 K4 Non-persistent
Note -
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 - P2 Slightly mobile
Koc 1500
Notes and range Other source Koc 1700 mL/g estimate (CA2)
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
desethyl azinphos-ethyl Soil   -   -
sulfonmethylbenzamid Soil   -   -


ECOTOXICOLOGY

for azinphos-ethyl

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) 101 Q2 Estimated Threshold for concern
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) 12 F4 Rat High
Mammals - Short term dietary NOEL (mg kg-1) - L2 Rat, 2 year -
(ppm diet) 2 -
Birds - Acute LD50 (mg kg-1) > 12.5 L3 Coturnix japonica High
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 0.08 L3 Oncorhynchus mykiss High
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.0002 L3 Daphnia magna High
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) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) - - -
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) > 1.39 R4 Moderate
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 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) - - -
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 - - -
% Effect - - -
Other arthropod (2) LR50 g ha-1 - - -
% Effect - - -
Soil micro-organisms - - -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for azinphos-ethyl

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) 12 F4 Rat High
Mammals - Dermal LD50 (mg kg-1 body weight) 500 L2 Rat, 24hr -
Mammals - Inhalation LC50 (mg l-1) 0.15 L3 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.03 Q3, as ug/day, India -
ARfD - Acute Reference Dose (mg kg-1bw day-1) - - -
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 List I; List II - -
Exposure Routes Public Consumer exposure should be low or non-existent since azinphos ethyl is no longer produced or used in most of the developed world
Occupational Occupational exposure should be low or non-existent since azinphos ethyl is no longer produced or used in most of the developed world
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

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

A3; B0; C0; D0; E0

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues No further information available
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: 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 IMDG Transport Code is 6.1
CLP classification 2013 Health: H300, H311
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases T+ - Very toxic: R28
T - Toxic: R24
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S1/2, S28, S45, S61, S36/37, S60
WHO Classification Ib - Highly hazardous
UN Number Active 2783, liquid products usually 3018
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for azinphos-ethyl

Language Name
English azinphos-ethyl
French azinphos-ethyl
German Azinphos-ethyl
Danish azinphos-ethyl
Italian azinfos-etile
Spanish azinfos-etil
Greek azinphos-ethyl
Slovenian azinfosetil
Polish azinofos etylowy
Swedish -
Hungarian azinphos-ethyl
Dutch azinfos-ethyl

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