| azinphos-methyl |
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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 
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
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 |
Approved for use (
) or known to be used (
) in the following European countries: 
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 |
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Also used in: Australia, USA
General status:
| 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 | |||
| Chiral molecule | No | |||
| Chemical formula | C10H12N3O3PS2 | |||
| SMILES | S=P(OC)(OC)SCN1\N=N/c2ccccc2C1=O | |||
| 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 | |||
| 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 | |||
| 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 |
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| Physical state | White crystals | |||
| Related substances & organisms | - | |||
Formulations:
| Property |
Value | |||
| Example manufacturers & suppliers of products using this active now or historically |
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| Example products using this active |
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| UK LERAP status | No UK approval for use or outside scope | |||
| Formulation and application details | Usually supplied as concentrate suspensions, liquids and wettable powders. | |||
ENVIRONMENTAL FATE
for azinphos-methyl
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| 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 25oC (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 | |
| Henry's law constant at 20oC (dimensionless) | 2.20 X 10-04 | K3 | Volatile | |
GUS leaching potential 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 |
Value | 3.40 X 10-02 | Calculated | - |
| Note | - | |||
| Potential for particle bound transport index |
- | Calculated | Medium | |
| Maximum UV-vis absorption L mol-1 cm-1 | - | - | - | |
| Surface tension (mN m-1) | - | - | - | |
Degradation:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| 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) | - | - | - | |
| Note: | - | |||
| Plant matrix DT50 (days) | Value | 13.6 | R4 | - |
| Note | DT50 range 0.9 - 122 days, 12 plants/crops, various matrices | |||
| 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 |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| 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 |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| 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 |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Threshold of Toxicological Concern (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 | - | |
| 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 | [LT TWA 8hr: 0.2 mg/m3], [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 MAC (μg l-1) | - | - | - | |
Health issues:
| Carcinogen | Mutagen | Endocrine disrupter | Reproduction / development effects | Cholinesterase inhibitor | Neurotoxicant | |||
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| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
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| 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 |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| General |
IMDG Transport Code is 6.1 | |||
| CLP classification 2013 | Health: H300, H311, H317, H330 Environment: H400, H410 |
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| EC Risk Classification |
T+ - Very toxic: R26/28 T - Toxic: R24 Xn - Harmful: R43 N - Dangerous for the environment: R50, R53 |
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| EC Safety Classification |
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 |
- | |||
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: Monday 15 August 2016
Contact: aeru@herts.ac.uk