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pirimiphos-methyl (Ref: OMS 1424)
** pyrimiphos-méthyl ** PP 511 ** Translations

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

GENERAL INFORMATION
for pirimiphos-methyl

Description: A fumigant insecticide used to control a wide range of insects and mites in stores, animal houses, domestic and industrial premisies

Introduction: -

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur UK
Date inclusion expires 30/09/2017

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

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Also registered in: Australia

General status:
Pesticide type Insecticide, Acaricide
Substance group Organophosphate
Substance origin Synthetic
Mode of action Broad-spectrum with contact and respiratory action. Acetylcholinesterase (AChE) inhibitor.
CAS RN 29232-93-7
EC number 249-528-5
CIPAC number 239
US EPA chemical code 108102
Chiral molecule No
Chemical formula C11H20N3O3PS
SMILES S=P(OC)(OC)Oc1nc(nc(c1)C)N(CC)CC
International Chemical Identifier key (InChIKey) QHOQHJPRIBSPCY-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C11H20N3O3PS/c1-6-14(7-2)11-12-9(3)8-10(13-11)17-18(19,15-4)16-5/h8H,6-7H2,1-5H3
Structure diagram/image available? Yes
Molecular mass (g mol-1) 305.33
PIN (Preferred Identification Name) -
IUPAC name O-2-diethylamino-6-methylpyrimidin-4-yl O,O-dimethyl phosphorothioate
CAS name O-[2-(diethylamino)-6-methyl-4-pyrimidinyl] O,O-dimethyl phosphorothioate
Other status information -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 1B
Fungicide Resistance Classification (FRAC) Not applicable
Physical state Straw coloured liquid
Related substances & organisms

Formulations:
Property Value
Example manufacturers & suppliers of products using this active
  • Certis
  • Syngenta
Example products using this active
  • Actellic 50EC
  • Actellic Smoke Generator no.20
  • Fumite Pirimiphos-Methyl Smoke
UK LERAP status None
Formulation and application details Available in a variety of formulations including emulsifiable conentrates and smoke generators.


ENVIRONMENTAL FATE

for pirimiphos-methyl

Property Value Source/Quality Score/Other Information Interpretation
Solubility - In water at 20oC (mg l-1) 11 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 250000 A5 - Xylene -
250000 A5 - Methanol -
250000 A5 - Acetone -
250000 A5 - Ethyl acetate -
Melting point (oC) 21 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 120 A5 -
Flashpoint (oC) 46 L3 -
Octanol-water partition coefficient at pH 7, 20oC P 7.94 X 1003 Calculated -
Log P 3.9 A5 High
Bulk density (g ml-1)/Specific gravity 1.17 A5 -
Dissociation constant (pKa) at 25oC 4.3 A5 -
Note: Weak acid
Vapour pressure at 25oC (mPa) 2.00 X 10-03 A5 Non-volatile
Henry's law constant at 25oC (Pa m3 mol-1) 6.08 X 10-05 A5 Non-volatile
Henry's law constant at 20oC (dimensionless) 3.80 X 10-04 K3 Volatile
GUS leaching potential index 2.82 Calculated High leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Value 4.12 X 10-02 Calculated -
Note -
Potential for particle bound transport index - Calculated Low
Maximum UV-vis absorption L mol-1 cm-1 301nm = 3690, 270nm = 142000, 247nm = 22400, 220nm = 3390 A5 -
Surface tension (mN m-1) 62.9 A5 at 20oC -

Degradation:
Property Value Source/Quality Score/Other Information Interpretation
Soil degradation (days) (aerobic) DT50 (typical) 39 B4 Moderately persistent
DT50 (lab at 20oC) 12 B4 Non-persistent
DT50 (field) 39 B4 Moderately persistent
DT90 (lab at 20oC) - - -
DT90 (field) - - -
Note Lab studies DT50 range 3-21 days, field studies range 18-67 days
Aqueous photolysis DT50 (days) at pH 7 Value 0.2 A4 Fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 117 A4 Persistent
Note -
Water-sediment DT50 (days) - - -
Water phase only DT50 (days) - - -

Soil adsorption and mobility:
Property Value Source/Quality Score/Other Information Interpretation
Linear Kd - B4 Slightly mobile
Koc 1100
Notes and range -
Freundlich Kf 3.63 R4 Moderately mobile
Kfoc 170
1/n 0.73
Notes and range Literature data Kf range 0.48-10.4 mL/g, Kfoc range 170-171 mL/g, 1/n range 0.61-0.79, soils=5
pH sensitivity -

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
O-2-ethylamino-6-methylpyrimidin-4-yl O-methyl phosphorothioate desethyl-R402186 Animal - -
2-amino-4-hydroxy-6-methylpyrimidine
(Ref: R00403)
- Animal - -
2-ethylamino-6-methyl-pyrimidin-4-ol
(Ref: R035510)
- Animal; Human (Urinary); Plant - -
O-2-ethylamino-6-methylpyrimidin-4-yl O,O-dimethylphosphorothioate
(Ref: R036341)
- Stored grain - -
2-diethylamino-4-hydroxy-6-methylpyrimidine
(Ref: R046382)
- Stored grain; Animal; Rat; Human (Urinary); Plant - -


ECOTOXICOLOGY

for pirimiphos-methyl

Property Value Source/Quality Score/Other Information Interpretation
Bio-concentration factor BCF 741 Q2 Estimated Threshold for concern
CT50 (days) Not available -
Bioaccumulation potential - Calculated Moderate
Mammals - Acute oral LD50 (mg kg-1) 1414 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) 0.5 A5 Dog, 12 week High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 1695 B5 Anas platyrhynchos Moderate
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 0.404 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.023 Q2 Oncorhynchus mykiss -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.00021 A5 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.00008 L2 Daphnia magna -
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) 0.039 F3 Chironomus riparius 1 day High
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) 1.0 A5 Rhapidocelis subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) - - -
Oral acute 48 hour LD50 (μg bee-1) > 0.22 B5 High
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) - - -
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 AA2 Chrysoperla carnea Harmful
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 pirimiphos-methyl

General:
Property Value Source/Quality Score/Other Information Interpretation
Mammals - Acute oral LD50 (mg kg-1) 1414 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 4.7 A5 Rat (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.004 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.15 A5 Rat, SF=100 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.02 A5 Rat, SF=100 -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 List I; List II - -
Exposure Limits - - -
Exposure Routes Public Bystanders are unlikely to become exposed due to patterns of use
Occupational -
Examples of European MRLs (mg kg-1) Value Cereal grains: 5.0; Brussel sprouts, mandarins, grapes and kiwifruit: 2.0; Broccoli, cauliflowers, melons (not watermelons), sweet peppers, tomatoes, carrots and other citrus: 1.0; Cucumbers: 0.1; Other vegetables and other fruit: 0.05
Note Current May 2007.
For the EU pesticides database click here
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant Respiratory tract irritant Skin irritant Eye irritant

-

-

-

-

General human health issues May cause contact dermatitis

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

Handling issues:
Property Value Source/Quality Score/Other Information Interpretation
General Not explosive
IMDG Transport Code is usually 3
CLP classification 2013 -
EC Risk Classification Xn - Harmful: R22
N - Dangerous for the environment: R50, R53
EC Safety Classification S2, S60, S61
WHO Classification II - Moderately hazardous
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number Active 2783, liquid products usually 3018
Waste disposal & packaging Packaging Group III (minor danger)


TRANSLATIONS

for pirimiphos-methyl

Language Name
English pirimiphos-methyl
French pyrimiphos-methyle
German Pirimiphos-methyl
Danish pirimiphos-methyl
Italian pirimifos-metile
Spanish pirimifos-metil
Greek pirimiphos-methyl
Slovenian pirimifos-metil
Polish pirimifos metylu
Swedish -
Hungarian pirimifosz-metil
Dutch pirimifos-methyl

Record last updated: Monday 22 July 2013
Contact: aeru@herts.ac.uk