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azinphos-methyl
** azinphosmethyl ** metiltriazotion ** cotnion methyl ** gusathion methyl ** Translations

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SUMMARY

Azinphos-methyl is an organophosphate insecticide that is not approved for use in the EU. It has a low aqueous solubility, is volatile and not expected to leach to groundwater. It is generally not persistent in soil or water systems. Azinphos-methyl is highly toxic to mammals but is not expected to bioaccumulate. It is a neurotoxicant and an acetyl cholinesterase inhibitor. It is highly toxic to birds, honeybees and most aquatic life. It is moderately toxic to earthworms.

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

Description: An organophosphorus insecticide for the control of sucking and chewing pests

Example pests controlled: Mites, Ticks, Aphids; Slugs; Snails

Example applications: Lowland rice; Fruit; vegetables; Tobacco; Nuts; Ornamentals

Efficacy & activity: -

Availability status: Current

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

Also used in: Australia, USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism None
Chemical formula C10H12N3O3PS2
Canonical SMILES COP(=S)(OC)SCN1C(=O)C2=CC=CC=C2N=N1
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) CJJOSEISRRTUQB-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C10H12N3O3PS2/c1-15-17(18,16-2)19-7-13-10(14)8-5-3-4-6-9(8)11-12-13/h3-6H,7H2,1-2H3
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, Mollusicide
Substance group Organophosphate
Minimum active substance purity -
Known relevant impurities -
Substance origin Synthetic
Mode of action Non-systemic, contact and stomach action. Cholinesterase inhibitor.
CAS RN 86-50-0
EC number 201-676-1
CIPAC number 37
US EPA chemical code 058001
PubChem CID 2268
Molecular mass (g mol-1) 317.32
PIN (Preferred Identification Name) O,O-dimethyl 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-dimethyl phosphorodithioate
CAS name O,O-dimethyl S-[(4-oxo-1,2,3-benzotriazin-3(4H)-yl)methyl] phosphorodithioate
Other status information Potential groundwater contaminant; Severe Marine Pollutant; Chemical subject to PIC regulations
Relevant Environmental Water Quality Standards UK statutory standard for protection of inland, coastal and territorial waters for aquatic life 0.01 ug/L as annual average
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 Predatory mites
Aphids
Lacewings
Codling moth
Leaf miners
plus others
Physical state White 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
  • Makhteshim Agan
  • General Quimica S.A.
  • Bayer
  • Mobay
Example products using this active
  • Gusathion M
  • Co-thion
  • Azinpaz
  • Carfene
  • Guthion
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually supplied as concentrate suspensions, liquids and wettable powders.


ENVIRONMENTAL FATE

for azinphos-methyl

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) 28 H4 Low
Solubility - In organic solvents at 20oC (mg l-1) 250000 L3 - Acetone -
250000 L3 - Ethyl acetate -
170000 L3 - Xylene -
1200 L3 - n-Heptane -
Melting point (oC) 73 L3 -
Boiling point (oC) Decomposes before boiling V3 -
Degradation point (oC) 200 L3 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable V3 -
Octanol-water partition coefficient at pH 7, 20oC P 9.12 X 1002 Calculated -
Log P 2.96 H4 Moderate
Bulk density (g ml-1)/Specific gravity 1.52 L3 -
Dissociation constant (pKa) at 25oC 5 Q3 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 5.00 X 10-04 L3 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 5.70 X 10-06 L3 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.42 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 3.40 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 Medium
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) 10 W4 Non-persistent
DT50 (lab at 20oC) 31 A3 Moderately persistent
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note: -
Dissipation rate RL50 on plant matrix Value 8.7 R4 -
Note Published literature RL50 range 1.0-30.0 days, 8 field crops, various matrices, n=11; Apples & lemons in cold storage RL50 range 46-122 days
Dissipation rate RL50 on and in plant matrix Value 8.8 R4 -
Note Published literature RL50 range 4.0-16.0 days, 6 field crops, various matrices, n=6
Aqueous photolysis DT50 (days) at pH 7 Value 3 E4 Moderately fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 50 L3 Moderately persistent
Note DT50 87 days at pH 4, 4 days at pH 9
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 10.9 A5 Slightly mobile
Koc 1112
Notes and range EU dossier Kd range 3.33-28.5 mL/g, Koc range 425-1282 mL/g, Soils=10
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity No


ECOTOXICOLOGY

for azinphos-methyl

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) 40 P4 Low potential
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) 9 L3 Rat High
Mammals - Short term dietary NOEL (mg kg-1) - L2 Rat, 2 year -
(ppm diet) 5 -
Birds - Acute LD50 (mg kg-1) 32 L3 Colinus virginianus High
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 0.02 L3 Oncorhynchus mykiss High
Fish - Chronic 21 day NOEC (mg l-1) 0.00017 J3 Pimephales promelas High
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.0011 J4 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.0004 F3 Daphnia magna, LOEC High
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.00022 F4 Americamysis bahia High
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) 7.15 L3 Raphidocelis subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) 0.42 R4 High
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) 59 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: 300 g ha-1
AA3 Typhlodromus pyri
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect Harmful Dose: 300 g ha-1
AA3 Chrysoperla carnea
-
Soil micro-organisms - - -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for azinphos-methyl

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) 9 L3 Rat High
Mammals - Dermal LD50 (mg kg-1 body weight) 175 L3 Rat -
Mammals - Inhalation LC50 (mg l-1) 0.15 L3 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.005 A5 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.1 JMPR 2007 -
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 Limits [UK LT TWA 8 hr: 0.2 mg/m3], [UK ST 15 mins: 0.6 mg/m3] Occupation Exposure -
Exposure Routes Public -
Occupational -
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 No further information available

: 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, H317, H330
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases T+ - Very toxic: R26/28
T - Toxic: R24
Xn - Harmful: R43
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
US EPA Classification (formulation) I - Danger - Highly toxic
UN Number Active 2783, liquid products usually 3018
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for azinphos-methyl

Language Name
English azinphos-methyl
French azinphos-methyle
German Azinphos-methyl
Danish azinphos-methyl
Italian azinfos-metile
Spanish azinfos-metil
Greek azinphos-methyl
Slovenian azinfosmetil
Polish azinofos metylowy
Swedish azinfosmetyl
Hungarian azinphos-metil
Dutch azinfos-methyl

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