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pyriofenone (Ref: IKF-309)
** 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 pyriofenone

Description: A novel preventative and curative fungicide for the control of powdery mildew

Example pests controlled: Powdery mildew

Example applications: Wheat; Barley; Grape vines; Curcubits

Efficacy & activity: -

Availability status: Current

Introduction & key dates: -

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur UK
Date inclusion expires 31/01/2024
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C18H20ClNO5
Canonical SMILES CC1=CC(=C(C(=C1C(=O)C2=C(C(=CN=C2OC)Cl)C)OC)OC)OC
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) NMVCBWZLCXANER-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C18H20ClNO5/c1-9-7-12(22-3)16(23-4)17(24-5)13(9)15(21)14-10(2)11(19)8-20-18(14)25-6/h7-8H,1-6H3
2D 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 Benzoylpyridine
Minimum active substance purity 965 g/kg
Known relevant impurities EU dossier - none declared
Substance origin Synthetic
Mode of action Inhibits the formation of appressoria and the subsequent penetration of the hyphae in the plant cells
CAS RN 688046-61-9
EC number -
CIPAC number 827
US EPA chemical code -
PubChem CID 23082663
Molecular mass (g mol-1) 365.81
PIN (Preferred Identification Name) (5-chloro-2-methoxy-4-methylpyridin-3-yl)(2,3,4-trimethoxy-6-methylphenyl)methanone
IUPAC name (5-chloro-2-methoxy-4-methyl-3-pyridyl)(4,5,6-trimethoxy-o-tolyl)methanone
CAS name (5-chloro-2-methoxy-4-methyl-3-pyridinyl)(2,3,4-trimethoxy-6-methylphenyl)methanone
Other status information Possible marine pollutant
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) U8
Examples of recorded resistance -
Physical state White crystalline powder
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
  • ISK Biosciences Europe NV
  • Belchim Crop Protection
Example products using this active
  • IKF-309 180SC
  • property
UK LERAP status None
Formulation and application details Usually formulated as a soluble concentrate.


ENVIRONMENTAL FATE

for pyriofenone

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) 1.56 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 9200 A5 - n-Heptane -
250000 A5 - Xylene -
250000 A5 - Acetone -
17800 A5 - n-Octanol -
Melting point (oC) 94 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 100 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.58 X 1003 Calculated -
Log P 3.2 A5 High
Bulk density (g ml-1)/Specific gravity - - -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.0019 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 0.00019 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.54 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 4.29 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 High
Maximum UV-vis absorption L mol-1 cm-1 Neutral: 298nm=495 A5 -
Surface tension (mN m-1) 72 A5 -

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) 72.6 A5 Moderately persistent
DT50 (lab at 20oC) 72.6 A5 Moderately persistent
DT50 (field) 19.0 A5 Non-persistent
DT90 (lab at 20oC) 355 A5 -
DT90 (field) 1330 A5 -
DT50 modelling endpoint - - -
Note EU dossier Lab studies DT50 range 50.9-189 days DT90 range 160-787 days, Field data DT50 10.5-32.8 days, DT90 413-2415 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 4.6 R4 -
Note Oriental melon fruit, n=1
Aqueous photolysis DT50 (days) at pH 7 Value 1.1 A5 - Purified water Moderately fast
Note 33 days in natural water
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH4 to pH9
Water-sediment DT50 (days) 8.4 A5 Fast
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 - - -
Koc -
Notes and range -
Freundlich Kf 21.9 A5 Slightly mobile
Kfoc 1485
1/n 0.91
Notes and range EU dossier Kf range 12.9-13.6 mL/g, Kfoc range 705-2720 mL/g, 1/n range 0.86-0.98, Soils=5
pH sensitivity Yes

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
(5-chloro-2-methoxy-4-methyl-3-pyridinyl)(3,4-dihydroxy-2-methoxy-6-methylphenyl)methanone (Ref: 2MDPM) This metabolite may cause environmental pollution, click here for further information Soil   0.225   Major fraction, No relevant
(5-chloro-2-methoxy-4-methyl-3-pyridinyl)(3-hydroxy-2,4-dimethoxy-6-methylphenyl)methanone (Ref: 3HDPM) This metabolite may cause environmental pollution, click here for further information Soil   0.320   Major fraction, Not relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
(5-chloro-2-methoxy-4-methyl-3-pyridyl)(4-(6-O-malonyl-beta-D-glucopyranosyloxy)-2,3-dimethoxy-6-methylphenyl)ketone
(Ref: None)
4MGDPM Plant - -
(5-chloro-2-methoxy-4-methyl-3-pyridyl)(3-hydroxy-2,4-dimethoxy-6-methylphenyl)ketone
(Ref: None)
3HDHP Plant - -
2-(5-chloro-2-methoxy-4-methyl-nictotinoyl)-3,4,5-trimethoxybenzaldehyde
(Ref: None)
PTBA Plant - -
(5-chloro-2-methoxy-4-methyl-3-pyridyl)(3-hydroxy-2,4-dimethoxy-6-methylphenyl)ketone
(Ref: None)
3HDPM Animal (Faeces); Plant; Soil; Surface water; Sediment - -
(5-chloro-2-methoxy-4-methyl-3-pyridyl)(2,3-dihydroxy-4-methoxy-6-methylphenyl)ketone
(Ref: None)
4MDPM Plant - -
(5-chloro-2-methoxy-4-methyl-3-pyridyl)(2,4-dimethoxy-6-methyl-3-(beta-D-glucopyranosyloxy)phenyl)ketone
(Ref: None)
3GDPM Plant - -
(5-chloro-2-methoxy-4-methyl-3-pyridyl)(2,3-dimethoxy-6-methyl-4-(beta-D-glucopyranosyloxy)phenyl)ketone
(Ref: None)
4GDPM Plant - -


ECOTOXICOLOGY

for pyriofenone

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) 160 A5 Threshold for concern
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) > 2000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Collinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 980 mg kg-1 BW/day A5 -
Fish - Acute 96 hour LC50 (mg l-1) > 1.44 A5 Oncorhynchus mkkiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 1.27 A5 Pimephales promelas Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 1.55 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.0899 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) 1.6 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) - - -
Non-target plants 1000 A5 Range of tested species
Seedling emergence, NOEC
as mg/kg soil
-
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 1.77 A5 Pseudokirchneriella subcapitata, growth Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees (Apis spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 100 A5 Low
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 100 A5 Low
Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Bumblebees (Bombus spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Mason bees (Osmia spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Other pollinators (1) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Other pollinators (2) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Earthworms - Acute 14 day LC50 (mg kg-1) > 1000 A5 Eisenia foetida Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 32.0 A5 Eisenia foetida Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 1000 >
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 1035 >
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 1.33mg kg-1 soil, 28days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for pyriofenone

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) > 2000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.18 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.07 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) 0.15 A5 Dog, SF=100 -
Dermal penetration studies (%) 0.2-12% A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Low for the proposed uses
Occupational Low for the proposed uses
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 and blood toxicant
USEPA - not likley to be 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 or oxidising; Release of toxic and corrosive gases/vapours may occur on combustion; IMDG Transport Code is usually 9
CLP classification 2013 Health: H351
Environment: H410
EC Risk Classification Click here to view information omn the EU risk phrases Carcinogen category 3: R40
N - Dangerous for the environment: R51, R52, R53
EC Safety Classification Click here to view information omn the EU safety phrases S13, S35, S36, S37, S57
WHO Classification NL - Not listed
US EPA Classification (formulation) - -
UN Number 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for pyriofenone

Language Name
English pyriofenone
French pyriofenone
German -
Danish -
Italian -
Spanish -
Greek -
Slovenian -
Polish -
Swedish -
Hungarian -
Dutch -

Record last updated: Tuesday 04 December 2018
Contact: aeru@herts.ac.uk