Select Option
Home
A to Z
Search
Terms & Conditions
Support Information
Purchasing & Other Services
Video User Guides

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: An organophosphate fumigant insecticide used to control a wide range of insects and mites

Example pests controlled: Grain weevils; Common flour mite; Warehouse moth; Mill moth; Flour beetles; Rust-red grain beetle; Food mite; Stored grain pests,

Example applications: Stored gains - barley, wheat, oats; Non-cropped areas such as animal houses, domestic and industrial premises

Availability status: Current

Introduction & key dates: -

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

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Also used in: Australia

General status:
Pesticide type Insecticide, Acaricide
Substance group Organophosphate
Minimum active substance purity 880 g/kg
Known relevant impurities EU dossier - None declared
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 PAN listed Highly Hazardous Chemical
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 Acarus chaetoxysilus
Acarus farris
Blattella germanica
Ephestia cautella
Meligethes aeneus
many others
Physical state Straw coloured liquid
Related substances & organisms

Formulations:
Property Value
Example manufacturers & suppliers of products using this active now or historically
  • 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 1.91 Calculated Transition state
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
Foliar DT50 (days) Value 0.7 R4 -
Note Other literature DT50 3.0-3.2 days on tomato leaves & fruit; DT50 range 3.67-175.0 days across a variety of fruit and vegetables and their foliage (R4)
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 (l kg-1) 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) - - -
Non-target plants - - -
- - -
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
Threshold of Toxicological Concern (Cramer Class) High (class III) - -
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 -
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 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: Thursday 04 February 2016
Contact: aeru@herts.ac.uk