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pydiflumetofen (Ref: SYN 545794)
** adepidyn ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

SUMMARY

Pydiflumetofen is a new fungicide currently being assessed for safety and efficacy in the EU. It has a low aquesous solubility and a low volatility. It may be persistent in both soil and water systems depending upon local conditions. It is not highly toxic to mammals but it may be a liver and/or thyroid toxicant. It is highly toxic to most aquatic species.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for pydiflumetofen

Description: A new broad spectrum fungicide for use on various field crops

Example pests controlled: Powdery mildew (Uncinula necator); Septoria, Cercospora leaf spot; Alternaria; Scab (venturia pyrina); Grey mould (Botrytis cinerea)

Example applications: Soybeans; Cereals; Vegetables; Corn; Peanut; Curcubits; Potato; Top fruit; Grapes; Melon; Yam

Efficacy & activity: Syngenta claims it provides long-lasting disease control and crop enhancement benefits to enable higher potential yield.

Availability status: Novel

Introduction & key dates: 2016

EC Regulation 1107/2009 (repealing 91/414):
Status Pending
Dossier rapporteur/co-rapporteur France/Austria
Date inclusion expires Not applicable
EU Candidate for substitution (CfS) -
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: Argentina, Uruguay

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism Two enantiomers marketed as a racemate mixture
Chemical formula C16H16Cl3F2N3O2
Canonical SMILES CC(CC1=C(C=C(C=C1Cl)Cl)Cl)N(C(=O)C2=CN(N=C2C(F)F)C)OC
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) DGOAXBPOVUPPEB-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C16H16Cl3F2N3O2/c1-8(4-10-12(18)5-9(17)6-13(10)19)24(26-3)16(25)11-7-23(2)22-14(11)15(20)21/h5-8,15H,4H2,1-3H3
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 Carboxamide
Minimum active substance purity 980 g/kg
Known relevant impurities EU dossier: None declared
Substance origin Synthetic
Mode of action Succinate dehydrogenase inhibitor
CAS RN 1228284-64-7
EC number -
CIPAC number -
US EPA chemical code -
PubChem CID 56933411
Molecular mass (g mol-1) 426.67
PIN (Preferred Identification Name) 3-(difluoromethyl)-N-methoxy-1-methyl-N-((2E)-1-(2,4,6-trichlorophenyl)propan-2-yl)-1H-pyrazole-4-carboxamide
IUPAC name 3-(difluoromethyl)-N-methoxy-1-methyl-N-((RS)-1-methyl-2-(2,4,6-trichlorophenyl)ethyl)pyrazole-4-carboxamide
CAS name 3-(difluoromethyl)-N-methoxy-1-methyl-N-(1-methyl-2-(2,4,6-trichlorophenyl)ethyl)-1H-pyrazole-4-carboxamide
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) C2
Examples of recorded resistance -
Physical state Off-white coloured powdery 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
  • Syngenta
Example products using this active
  • Miravis
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually formulated as a suspension concentrate and applied as a foliar spray.


ENVIRONMENTAL FATE

for pydiflumetofen

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) 1.5 A5 - @ 25 DegC Low
Solubility - In organic solvents at 20oC (mg l-1) 220000 A5 - Acetone -
130000 A5 - Ethyl acetate -
26000 A5 - methanol -
7200 A5 - Octanol -
Melting point (oC) 113 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) - - -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 6.31 X 1003 Calculated -
Log P 3.8 A5 - @ 25 DegC High
Bulk density (g ml-1)/Specific gravity - - -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 1.84 X 10-04 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.05 X 10-04 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 2.57 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 1.51 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 High
Maximum UV-vis absorption L mol-1 cm-1 Acidic soln: 230nm=18267 A4 -
Surface tension (mN m-1) 71.5 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 Not readily biodegradeable
Soil degradation (days) (aerobic) DT50 (typical) 2416 A5 Very persistent
DT50 (lab at 20oC) 2416 A5 Very persistent
DT50 (field) - - -
DT90 (lab at 20oC) 7300 A5 -
DT90 (field) - - -
DT50 modelling endpoint 1440 A5 geometric mean -
Note EU 2017 dossier Lab studies DT50 range 469-4170 days,, DT90 range 1560 - >10000 days, Soils=5
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value - - -
Note -
Aqueous photolysis DT50 (days) at pH 7 Value 89 A5 Stable
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable at all environmentally relevant pH values
Water-sediment DT50 (days) 662 A5 Stable
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 25.2 A5 Slightly mobile
Kfoc 1738
1/n 0.88
Notes and range EU 2017 dossier Kf range 11.76-36.1 mK/g, Kfoc range 1165-2206 mL/g, 1/n range 0.84-0.89, Soils=6
pH sensitivity None

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
2,4,6-trichlorphenol - Rat: Animal - -
3-difluoromethyl-1-methyl-1H-pyrazole-4- carboxylic acid
(Ref: NOA449410)
- Rat; Water - -
3-difluoromethyl-1-methyl-1H-pyrazole-4- carboxylic acid amide
(Ref: SYN508272)
- Animal; Rat - -
3-(difluoromethyl)-1-methyl-N-(1-methyl-2- (2,4,6-trichlorophenyl) ethyl) pyrazole-4-carboxamide
(Ref: SYN545547)
- Plant; Water - -
3-difluoromethyl-1-methyl-1H-pyrazole-4- carboxylic acid methoxy-(1-methyl-2- (2,4,6-trichloro-3-hydroxy-phenyl)-ethyl)- amide
(Ref: SYN547897)
- Animal commodities; Rat - -
2-((3-(difluoromethyl)-1-methyl-pyrazole-4- carbonyl)-methoxy-amino)propanoic acid
(Ref: SYN548263)
- Rat; Animal - -
2-((3-(difluoromethyl)-1-methyl-pyrazole-4- carbonyl) amino)propanoic acid
(Ref: SYN548264)
- Milk; Animal - -


ECOTOXICOLOGY

for pydiflumetofen

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) - - -
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) > 500 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) 3776 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 0.18 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.42 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) - - -
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.16 A5 Americamysis bahia Moderate
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) 0.69 A5 Chironomus riparius Moderate
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) > 6.3 A5 Lemna gibba Moderate
Non-target plants > 200 A5 Brassica oleracea, Beta vulgaris, Brassica napus, Lycopersicon esculentum, Lactuca sativa
Vegetative vigour, ER50
as g/ha
-
> 200 A5 Brassica oleracea, Beta vulgaris, Brassica napus, Lycopersicon esculentum, Lactuca sativa
Seedling emergence, ER50
as g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) > 5.9 A5 Pseudokirchneriella subcapitata 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 Apis meliifera Low
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 100 A5 Apis meliifera 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) - - -
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 408 >
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 408 >
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms - - -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for pydiflumetofen

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 - - -
Mammals - Acute oral LD50 (mg kg-1) > 500 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 500 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.11 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.092 A5 Mouse, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.1 A5 Rabbit, 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) 0.1 A5 Rabbit, SF=100 -
Dermal penetration studies (%) 0.2-1.0 A5 concentration dependant -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public -
Occupational -
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Genotoxic Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

A3; B0; C0; D0; E3

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

General human health issues Possible liver & thyroid toxicant
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: 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
CLP classification 2013 Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases -
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification High (class III) - -
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for pydiflumetofen

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

Record last updated: Friday 01 June 2018
Contact: aeru@herts.ac.uk