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PhD Oportunity with Syngenta & the University of Hertfordshire

pirimicarb (Ref: OMS 1330)
** pyrimicarbe ** ENT 27766 ** PP-062 ** 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 pirimicarb

Description: An insecticide for aphid control in a wide range of crops

Example pests controlled: Aphids of various types including woolly aphid, green peach aphid and the cabbage aphid

Example applications: Wheat; Fruit including strawberries, apples, citrus; Vegetables; Potatoes; Beet crops; Cotton; OSR; Tobacco; Grasshouse crops

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1969, first reported; 1970, first marketed

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur UK/Sweden
Date inclusion expires 30/04/2019
EU Candidate for substitution (CfS) Yes - two 'Persistent-Bioaccumulative-Toxic' criteria
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 C11H18N4O2
Canonical SMILES CC1=C(N=C(N=C1OC(=O)N(C)C)N(C)C)C
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) YFGYUFNIOHWBOB-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C11H18N4O2/c1-7-8(2)12-10(14(3)4)13-9(7)17-11(16)15(5)6/h1-6H3
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
Substance group Carbamate
Minimum active substance purity 950 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Selective, systemic with contact, stomach and respiratory action. Acetylcholinesterase (AChE) inhibitor.
CAS RN 23103-98-2
EC number 245-430-1
CIPAC number 231
US EPA chemical code 106101
PubChem CID 31645
Molecular mass (g mol-1) 238.39
PIN (Preferred Identification Name) -
IUPAC name 2-dimethylamino-5,6-dimethylpyrimidin-4-yl dimethylcarbamate
CAS name 2-(dimethylamino)-5,6-dimethyl-4-pyrimidinyl dimethylcarbamate
Other status information Marine Pollutant; Potential groundwater contaminant
Relevant Environmental Water Quality Standards UK non-statutory standard for the protection of aquatic life: freshwater and saltwater annual average: 1.0 ug/L; max acceptable conc. 5 ug/L
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 1A
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Aphis gossypii
Aphis nasturtii
Myzus persicae
Nasonovia ribisnigri
Phorodon humuli
Physical state White solid
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
  • AgriGuard
  • Clayton
  • Standon
  • Syngenta
Example products using this active
  • Aphox
  • Dovetail
  • Pirimor
  • Pirikill
  • Pirimor
UK LERAP status None
Formulation and application details Often supplied as wettable granules that are mixed with water and used as a spray but also available in many other formulations.


ENVIRONMENTAL FATE

for pirimicarb

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) 3100 A5 High
Solubility - In organic solvents at 20oC (mg l-1) 235000 A5 - Xylene -
250000 A5 - Methanol -
250000 A5 - Acetone -
226000 A5 - Ethyl acetate -
Melting point (oC) 91.6 A5 -
Boiling point (oC) - - -
Degradation point (oC) - - -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 5.01 X 1001 Calculated -
Log P 1.7 B5 Low
Bulk density (g ml-1)/Specific gravity 1.18 L3 -
Dissociation constant (pKa) at 25oC 4.4 A5 -
Note: Weak base
Vapour pressure at 20oC (mPa) 0.43 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 3.30 X 10-05 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 2.73 Calculated Transition state
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 2.22 X 10-01 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-1 218.8nm = 5760, 244.7nm = 20900, 272.4nm = 855, 313.5nm = 3800 A5 -
Surface tension (mN m-1) 58.2 A5 at 20oC -

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) 86 A5 Moderately persistent
DT50 (lab at 20oC) 86 A5 Moderately persistent
DT50 (field) 9 A5 Non-persistent
DT90 (lab at 20oC) 314 A4 -
DT90 (field) 86 A5 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 29-143 days, DT90 range 256 ->372 days; field study DT50 range 5-13 days, DT90 range 22-190 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 4.9 R4 -
Note Published literature RL50 range 1.6-6.8 days, 9 field & under cover grown crops, various matrices, n=14; RL50 peppers in cold storage = 23.0 days
Aqueous photolysis DT50 (days) at pH 7 Value 6.0 A5 Moderately fast
Note DT50 0.5 days summer, 12 days winter
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 5 to pH 9 at 25 degC after 32 days
Water-sediment DT50 (days) 195 Q2 Slow
Water phase only DT50 (days) 33.3 A5 Stable

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 - - -
Koc -
Notes and range -
Freundlich Kf 8.29 A5 Moderately mobile
Kfoc 388
1/n 0.87
Notes and range EU dossier Kf range 0.35-26.0 mL/g, Kfoc range 45.0-730 mL/g; 1/n range 0.83-0.91, Soils=4
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
2-dimethylamino-5,6-dimethylpyrimidin-4-ol (Ref: R31805) This metabolite may cause environmental pollution, click here for further information Soil   0.265   Major fraction, Relevant
5,6-dimethyl-2-(methylamino)pyrimidin-4-ol (Ref: R34865) This metabolite may cause environmental pollution, click here for further information Soil   0.312   Major fraction, Relevant
5,6-dimethyl-2-(methylformamido)pyrimidin-4-yl dimethylcarbamate (Ref: R34885) This metabolite may cause environmental pollution, click here for further information Soil   0.124   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
1,1-dimethylguanidine
(Ref: R16210)
- Soil (Photolysis) - -
5,6-dimethyl-2-(methylamino)pyrimidin-4-yl dimethylcarbamate
(Ref: R34836)
Note: Potential groundwater pollutant
- Soil (Aerobic, Photolysis) - -
desmethylformamido pirimicarb
(Ref: R34885)
Note: Plant DT50 Lettuce leaves 0.94-1.29 days, R4
- Plant residue - -
2-amino-5,6-dimethylpyrimidin-4-yl dimethylcarbamate
(Ref: R35140)
- Plant; Soil - -


ECOTOXICOLOGY

for pirimicarb

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) 24 A5 (Other literature Log BCF range 1.5-1.7 (R3)) Low potential
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) 142 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) > 37.5 B5 Rat High
(ppm diet) > 750 -
Birds - Acute LD50 (mg kg-1) 20.9 E4 Colinus virginianus High
Birds - Short term dietary (LC50/LD50) 394 mg kg-1 BW/day A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) > 100 A5 Pimephales promelas Low
Fish - Chronic 21 day NOEC (mg l-1) < 18 A5 Oncorhynchus mykiss Low
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.017 A5 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.0009 A5 Daphnia magna High
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) > 10 A5 Chironomus riparius Low
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) 140 A5 Pseudokirchneriella subcapitata Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) 50 Q2 Unknown species Low
Honeybees Contact acute 48 hour LD50 (μg bee-1) 53.1 A4, 24hr Moderate
Oral acute 48 hour LD50 (μg bee-1) 4.0 A5, 24hr Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 60 A5 Eisenia foetida 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-1 620 48 hour
A5 Aphidius rhopalosiphi
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 835 7 day
A5 Typhlodromus pyri
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 5.0 mg kg-1 soil
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for pirimicarb

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) 142 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 0.86 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.035 A5 Dog, 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) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.035 A5 Dog, SF=100 -
Dermal penetration studies (%) 0.1-13.0 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public No unacceptable risks to bystanders identified
Occupational Risk of exposure acceptable under label recommendations for use for personal protection clothing and equipment
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 Highly toxic, may be fatal if inhaled, swallowed or absorbed through skin
USEPA - probable human carcinogen

: 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
IMDG Transport Code is usually 6.1
CLP classification 2013 Health: H301
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases T - Toxic: R25, N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S1/2, S22, S37, S45, S60, S61
WHO Classification II - Moderately hazardous
US EPA Classification (formulation) II - Warning - Moderately toxic
UN Number 2757 for active, products usually 2811
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for pirimicarb

Language Name
English pirimicarb
French pyrimicarbe
German Pirimicarb
Danish pirimicarb
Italian pirimicarb
Spanish pirimicarb
Greek pirimicarb
Slovenian pirimikarb
Polish pirimikarb
Swedish pirimikarb
Hungarian pirimicarbe
Dutch pirimicarb

Record last updated: Friday 15 June 2018
Contact: aeru@herts.ac.uk