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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 Click here for an explantaion of the general chemical status 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, triticale; Non-cropped areas such as animal houses, domestic and industrial premises

Efficacy & activity: Efficiacy deminstrated via extensive use in the EU andfield trials

Availability status: Current

Introduction & key dates: -

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur UK/France
Date inclusion expires 31/07/2019
EU Candidate for substitution (CfS) No
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C11H20N3O3PS
Canonical SMILES CCN(CC)C1=NC(=CC(=N1)OP(=S)(OC)OC)C
Isomeric SMILES No data
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

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 880 g/kg
Known relevant impurities EU dossier - various metabolites
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
PubChem CID 34526
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
Relevant Environmental Water Quality Standards UK non-statutory standard for the protection of aquatic life: freshwater and saltwater annual average; 0.015 ug/L; max acceptable conc: 0.05 ug/L
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 Clear to straw coloured liquid
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
  • 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 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) 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) 20.8 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 162 A5 -
Flashpoint (oC) 46 L3 -
Octanol-water partition coefficient at pH 7, 20oC P 1.58 X 1004 Calculated -
Log P 4.2 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 20oC (mPa) 2.00 X 10-03 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 6.08 X 10-05 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.03 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 1.59 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 301nm = 3690, 270nm = 142000, 247nm = 22400, 220nm = 3390 A5 -
Surface tension (mN m-1) 58.5 A5 at 21oC -

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) 39 B4 Moderately persistent
DT50 (lab at 20oC) 12 B4 Non-persistent
DT50 (field) 39 B4 Moderately persistent
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note Lab studies DT50 range 3-21 days, field studies range 18-67 days
Dissipation rate RL50 on plant matrix Value 2.9 R4 -
Note Published literature RL50 range 0.7-4.8 days, 2 undercover crops, various matrices, n=4
Dissipation rate RL50 on and in plant matrix Value 2.2 R4 -
Note Published literature RL50 range 1.7-3.1 days,2 field & undercover grown crops, various matrices, n=5; Maize grain in store RL50=90.5 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 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 - B4 Slightly mobile
Koc 1100
Notes and range -
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
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 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) 741 Q2 Estimated Threshold for concern
CT50 (days) Not available -
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) 0.2 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.023 Q2 Oncorhynchus mykiss Moderate
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 High
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 -
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 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) 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, 4 hr (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) 0.1 A5 Rat, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) No data - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.01 A5 Rat, SF=100 -
Dermal penetration studies (%) 25-75 A5 concentration dependant -
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 PPE/PPC recommended
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 May cause contact dermatitis

: 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 Not explosive or oxidising
IMDG Transport Code is usually 3
CLP classification 2013 Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R22
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases 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 Click here for a description of UN packaging marks 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: Friday 09 November 2018
Contact: aeru@herts.ac.uk