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pyrimethanil (Ref: SN 100309)
** ZK 100309 ** 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 pyrimethanil

Description: A fungicide used to control fungal pathogens on fruit, vegetables and ornamentals

Example pests controlled: Grey mould; Powdery mildew; Scab; Downym mildew; Phomopis leaf spot

Example applications: Almonds; Pistachios; Fruit including grapes, stone fruits (except cherries), pome fruits, strawberries; Potatoes and other tuberous and corm vegetables; Tomatoes.; ornamentals

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1998, USA

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Czech Republic/Austria
Date inclusion expires 30/04/2019
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 C12H13N3
Canonical SMILES CC1=CC(=NC(=N1)NC2=CC=CC=C2)C
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) ZLIBICFPKPWGIZ-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C12H13N3/c1-9-8-10(2)14-12(13-9)15-11-6-4-3-5-7-11/h3-8H,1-2H3,(H,13,14,15)
Structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Fungicide
Substance group Anilinopyrimidine
Minimum active substance purity 975 g/kg
Known relevant impurities EU dossier - cyanamide <0.5g/kg
Substance origin Synthetic
Mode of action Protective action with some curative properties. Inhibits methionine protein synthesis.
CAS RN 53112-28-0
EC number 414-220-3
CIPAC number 714
US EPA chemical code 288201
PubChem CID 91650
Molecular mass (g mol-1) 199.11
PIN (Preferred Identification Name) -
IUPAC name N-(4,6-dimethylpyrimidin-2-yl)aniline
CAS name 4,6-dimethyl-N-phenyl-2-pyrimidinamine
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) 9
Examples of recorded resistance -
Physical state Colourless crystals
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
  • BASF
Example products using this active
  • Scala
  • Walabi
  • Botrynil
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Often supplied as a soluble concentrate that is mixed with water and used as a spray.


ENVIRONMENTAL FATE

for pyrimethanil

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) 121 A5 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 23700 A5 - n-Hexane -
412300 A5 - Toluene -
388800 A5 - Acetone -
616900 A5 - Ethyl acetate -
Melting point (oC) 96.3 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 189.9 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 6.92 X 1002 Calculated -
Log P 2.84 A5 Moderate
Bulk density (g ml-1)/Specific gravity 1.19 A5 -
Dissociation constant (pKa) at 25oC 3.52 A5 -
Note: Weak base
Vapour pressure at 20oC (mPa) 1.1 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 3.60 X 10-03 B5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 2.65 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 1.90 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 Neutral solution: 205nm = 16280, 211nm = 13450, 229nm = 4870, 271nm = 27200; [Acidic solution: 205nm = 16450, 245nm = 12260, 260nm = 14620, 317nm = 5300 A5 -
Surface tension (mN m-1) 61.51 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) 55 A5 Moderately persistent
DT50 (lab at 20oC) 55 A5 Moderately persistent
DT50 (field) 29.5 A5 Non-persistent
DT90 (lab at 20oC) 174.5 A5 -
DT90 (field) 114 A5 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 27.9-71.8 days, DT90 range 93-238 days; field studies DT50 range 23-54 days, DT90 range 82-180 days
Dissipation rate RL50 on plant matrix Value 6.1 R4 -
Note Published literature RL50 range 2.7-12.0 days, 2 field & undercover grown crops, various matrices, n=4
Dissipation rate RL50 on and in plant matrix Value 15.1 R4 -
Note Published literature RL50 range 3.0-57.0 days, 5 field & undercover grown crops, various matrices, n=12
Aqueous photolysis DT50 (days) at pH 7 Value Stable A5 -
Note Not significant degradation route
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 5 to pH 9 at 22 degC
Water-sediment DT50 (days) 80 A5 Moderately fast
Water phase only DT50 (days) 16.5 A5 Slow

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 3.97 A5 Moderately mobile
Kfoc 301
1/n 0.868
Notes and range EU dossier kf range 2.51-7.83, Kfoc range 75-500 mL/g, 1/n range 0.85-0.9, Soils=5
pH sensitivity Slight tendency of increasing adsorption with decreasing pH

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
2-amino-4,6-dimethylpyrimidine (Ref: AE-F1312593) This metabolite may cause environmental pollution, click here for further information Soil   0.115   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
(2-(4-hydroxyanilino)-4,6-dimethylpyrimidine - Animal - -
2-anilino-4,6-dimethylpyrimidin-5-ol - Animal - -
2-amino-4,6-dimethyl-pyrimidine - Soil - -


ECOTOXICOLOGY

for pyrimethanil

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) Low risk A5 Based on LogP < 3 Low potential
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) 4150 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) > 139 B5 Rat Moderate
(ppm diet) > 900 -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) > 5200 mg kg feed-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 10.56 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 1.6 F4 Oncorhynchus mykiss, LOEC Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 2.9 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.94 A5 Daphnia magna Moderate
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) 4.0 A5 Chironomus riparius Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 7.8 F4 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 1.2 A5 Raphidocelis subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 100 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 100 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) 313 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 4.12 A5 Eisenia foetida, corr Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect 63
18
Mortality
Fecundity
Dose: 1 kg ha-1
A5 Aphidius rhopalosiphi, adult
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 38
52
Mortality
Fecundity
Dose: 1.04 kg ha-1
A5 Typhlodromus pyri
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect [Dose: 1.08 mg kg-1 soil]
Carbon mineralisation: No significant adverse effect [Dose: 10.8 mg kg-1 soil]
A5 -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for pyrimethanil

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) 4150 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 5000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 1.98 A5 Rat (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.17 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) None allocated A5 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.12 A5 Rat, SF=100 -
Dermal penetration studies (%) 1.0-20.0 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public No unacceptable risks to bystanders identified
Occupational No unacceptable risks to operators or other workers identified
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 Possible liver, kidney, adrenals, bladder and thyroid toxicant
USEPA - possible 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
CLP classification 2013 Environment: H411
EC Risk Classification Click here to view information omn the EU risk phrases N - Dangerous for the environment: R51, R53
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification III - Slightly hazardous
US EPA Classification (formulation) IV - Caution - Not acutely toxic
UN Number 3082
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for pyrimethanil

Language Name
English pyrimethanil
French pyrimethanil
German Pyrimethanil
Danish pyrimethanil
Italian pirimetanil
Spanish pirimetanil
Greek -
Slovenian pirimetanil
Polish pyrimetanil
Swedish pyrimetanil
Hungarian pirimetanil
Dutch pyrimethanil

Record last updated: Wednesday 31 October 2018
Contact: aeru@herts.ac.uk