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fluopyram
** AE C656948 ** 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 fluopyram

Description: Novel broad spectrum fungicide for use as a foliar application and as a seed treatment to control various diseases. Also has nematicide activity.

Example pests controlled: Botrytis, Powdery mildew, Fusarium virguliforme

Example applications: Potatoes; Sugarbeet; Fruit including apples, grapes and strawberries; Cotton

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 2008

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Denmark
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

Also used in: First registrations expected in 2011

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C16H11ClF6N2O
Canonical SMILES C1=CC=C(C(=C1)C(=O)NCCC2=C(C=C(C=N2)C(F)(F)F)Cl)C(F)(F)F
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) KVDJTXBXMWJJEF-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C16H11ClF6N2O/c17-12-7-9(15(18,19)20)8-25-13(12)5-6-24-14(26)10-3-1-2-4-11(10)16(21,22)23/h1-4,7-8H,5-6H2,(H,24,26)/f/h24H
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, Nematicide
Substance group Benzamide, pyramide
Minimum active substance purity 960 g/kg
Known relevant impurities EU dossier - none declared
Substance origin Synthetic
Mode of action Succinate Dehydrogenase Inhibitor.
CAS RN 658066-35-4
EC number -
CIPAC number 807
US EPA chemical code 080302
PubChem CID 11158353
Molecular mass (g mol-1) 396.76
PIN (Preferred Identification Name) N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethyl}-2-(trifluoromethyl)benzamide
IUPAC name N-[2-[3-chloro-5-(trifluoromethyl)-2-pyridyl]ethyl]-α,α,α-trifluoro-ortho-toluamide
CAS name N-(2-(3-chloro-5-(trifluoromethyl)-2-pyridinyl)ethyl)-2-(trifluoromethyl)benzamide
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) 7
Examples of recorded resistance -
Physical state -
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
  • Bayer CropScience
Example products using this active
  • Fluopyram SC 500
  • Verango
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Both seed treatments and suspension concentrate products for foliar application are available.


ENVIRONMENTAL FATE

for fluopyram

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) 16.0 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 250000 A5 - Acetone -
250000 A5 - Dichloromethane -
660 A5 - n-Heptane -
62200 A5 - Toluene -
Melting point (oC) 117.5 A5 -
Boiling point (oC) 318 A5 -
Degradation point (oC) 300 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 2.00 X 1003 Calculated -
Log P 3.3 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) 1.2 X 10-03 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 2.98 X 10-05 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 3.87 Calculated High 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 1.13 X 10+00 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 216nm=14877, 270nm=4332, 290nm<10 A5 -
Surface tension (mN m-1) 59.4 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) 309 A5 Persistent
DT50 (lab at 20oC) 309 A5 Persistent
DT50 (field) 118.8 A5 Persistent
DT90 (lab at 20oC) 723 A5 -
DT90 (field) 833 A5 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 117-717 days, DT90 range 538->1000 days, Field studies DT50 range 93.2-144.6 days, DT90 range 487->1000 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 6.5 R4 -
Note Published literature RL50 range 4.0-9.0 days, various matrices from 3 crops grown in field & undercover, n=3
Aqueous photolysis DT50 (days) at pH 7 Value 21 A5 Slow
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable at pH 5, 7 & 9 @ 50 Deg C
Water-sediment DT50 (days) 1077 A5 Stable
Water phase only DT50 (days) 20.5 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 4.41 A5 Moderately mobile
Kfoc 278.9
1/n 0.827
Notes and range EU dossier Kf range 2.94-6.83 mL/g, Kfoc range 233-400 mL/g, 1/n range 0.765-0.948, Soils=6
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
N-(2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-2-hydroxyethyl)-2-(trifluoromethyl)benzamide (Ref: BCS-AA10065) Soil   0.042   Minor fraction, Not relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
N-(2-(3-chloro-1-oxide-5-(trifluoromethyl)pyridin-2-yl)ethyl))-2-(trifluoromethyl)benzamide
Note: MWt=412.72
AE C656948-N-oxide Plants - -
- AE C656948-enol-GA Rat - -
- AE C656948-phenol Animal - -
- AE C656948-phenol-glc Rat - -
- AE C656948-phenol-GA Animal; Rat - -
- AE C656948-benzamide Animal; Rat; Plants; Soil - -
1-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-2-((2-trifluoromethyl)benzoyl)amino)ethyl beta-D-glucopyranosiduronic acid
Note: MWt=588.85
AE C656948-7-OH-GA Animal; Fish; Rat - -
1-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-2-((2-trifluoromethyl)phenyl)carbonyl)amino)ethyl hydrogen sulfate
Note: MWt=492.78
AE C656948-7-OH-SA Plants - -
N-(2-(3-chloro-5-(trifluoromethyl)pyridine-2-yl)-2-(beta-D-glucopyranosyloxyethyl)-2-(trifluoromethyl) benzamide
Note: MWt=574.87
AE C656948-7-hydroxy-glc Plants - -
1-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-2-((2-trifluoromethyl)benzoyl)amino)ethyl beta-D-glucopyranoside
Note: MWt=660.91
AE C656948-7-hydroxy-glc-MA Plants - -
- AE C656948-7-OH-phenol Rat - -
- AE C656948-7-OH-phenol-GA Rat - -
- AE C656948-7-OH-phenol-SA Rat - -
- AE C656948-7-OH-methyl-sulfone Rat - -
- AE C656948-7-OH-hydroxyphenol-SA Rat - -
N-(2-(3-chloro-1-oxide-5-(trifluoromethyl)pyridin-2-yl)-1-hydroxyethyl)-2-(trifluoromethyl)benzamide
Note: MWt=412.72
AE C656948-8-hydroxy Animal; Fish; Rat; Plants - -
- AE C656948-di-8-OH-GA Animal; Rat - -
- AE C656948-hydroxy-glyc-gluc Plant - -
- AE C656948-methoxy-di-OH-GA Rat - -
N-acetyl-O-(2-(trifluoromethyl)benzoyl)serine
Note: MWt=319.24
AE C656948-benzoyl-serine Rat - -
- AE C656948-hydroxy-benzamide Rat - -
- AE C656948-benzamide-OH-GA Rat - -
- AE C656948-benzamide-cysteine Rat - -
- AE C656948-BA-methyl-sulfoxide Rat - -
- AE C656948-BA-methyl-sulfone Rat - -
- AE C656948-benzamide-SA Rat - -
1-O-((2-trifluoromethyl)benzoyl)amine)-beta-D-glucopyranuronic acid
Note: MWt=365.3
AE C656948-benzamide-N,O-GA Rat - -
2-(trifluoromethyl)benzoic acid
Note: MWt=190.12
AE C656948-benzoic acid Rat; Plants - -
2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)ethanol
Note: MWt=225.60
AE C656948-pyridyl-hydroxyethyl Animals - -
2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)ethyl beta-D-glucopyranoside
Note: MWt=387.3
AE C656948-hydroxyethyl-glc Plants - -
- AE C656948-hydroxyethyl-di-glc Plants - -
- AE C656948-hydroxyethyl-GA Animal; Rat - -
- AE C656948-ethyl-diol Rat - -
- AE C656948-ethyl-diol-GA Rat - -
- AE C656948-pyrodyl-acetic acid Animal; Rat; Plants - -
- AE C656948-hydroxy-PAA Animal; Rat - -
- AE C656948-PAA-glycoside Plant - -
- AE C656948-pyridyl-methyl-cystein Rat - -
3-chloro-2-methyl-5-(trifluoromethyl)pyridine
Note: MWt=195.57
AE C656948-picoline - - -
1-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-1-((2-(trifluoromethyl)benzoyl)amino)ethyl 6-O-(carboxyacetyl)-beta-D-glucopyranoside
Note: MWt=660.91
AE C656948-8-hydroxy-glc-MA Plants - -
2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-1-((2-(trifluoromethyl)benzoyl)amino)ethyl)-beta-D-glucopyranosiduronic acid
Note: MWt=588.85
AE C656948-8-OH-GA Animal; Fish; Rat - -
3-(methylsulfinyl)-5-(trifluoromethyl)pyridine-2-carboxylic acid
(Ref: AE 1344122)
Note: MWt=253.20
AE C656948-methyl-sulfoxide Plants; Soil - -
(Ref: AE C657188)
Note: MWt=225.26
AE C656948-pyridyl-carboxylic acid Rat; Plants; Soil - -
N-((E)-2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)ethenyl)-2-(trifluoromethyl)benzamide
(Ref: BCS-AA10627)
Note: MWt=394.71
AE C656948-N-olefine Animals - -
(Ref: BCS-AA10634)
Note: MWt=360.26
AE C656948-lactame Photolysis - -
N-((Z)-2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)ethenyl)-2-(trifluoromethyl)benzamide
(Ref: BCS-AA10650)
Note: MWt=394.71
AE C656948-Z-olefine Animals - -


ECOTOXICOLOGY

for fluopyram

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) 18 A5 Whole fish Low potential
CT50 (days) 3.4 -
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 Colinus virginians Low
Birds - Short term dietary (LC50/LD50) > 1643 mg/Kg BW/day A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) > 0.98 A5 Coleonyx variegatus Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.135 A4 Pimephalis promelas, 33 day Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 100 A5 Daphnia magna Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) - - -
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) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 2.32 A5 Moderate
Non-target plants > 0.25 A5 Fagopyrum esculentum
Seedling emergence, ER50
as g/ha
-
> 0.50 A5 Beta vulgais
Vegetative vigour, ER50
as g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) > 1.13 A5 Skeletonema costatum 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) > 102.3 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 1000 A5 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 2000 >
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 2000 >
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effects
Carbon mineralisation: No significant adverse effect
A5
Dose: 3.33 mg kg-1 soil, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for fluopyram

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) > 5.11 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.012 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.5 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) 0.05 A5 Rat, SF=100 -
Dermal penetration studies (%) 1-3 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Acceptable for intended uses
Occupational Acceptable for intended 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, thyroid and blood toxicant

: 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 oxidising or explosive
IMDG Transport Code is usually 9
CLP classification 2013 Health: H319
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases N - Dangerous for the environment: R51/53
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification NL - Not listed
US EPA Classification (formulation) - -
UN Number 3077
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for fluopyram

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

Record last updated: Friday 14 September 2018
Contact: aeru@herts.ac.uk