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fludioxonil (Ref: CGA 173506)
** fludioxonyl ** Translations

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

Description: A broad-spectrum fungicide for control of a range of diseases on fruit and vegetables

Example pests controlled: Seedling blight, Stem-Base Browning, Snow Mould, Common Bunt, Blacl spot, Grey mould, Storage rot

Example applications: Fruit including apples, soft fruit, cranberries, pear, quince, strawberry and currants; Vegetables including peas, beans; Ornamentals

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1990, first reported; 1993, first sales France

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur France/Spain
Date inclusion expires 31/10/2019
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, USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism None
Chemical formula C12H6F2N2O2
Canonical SMILES C1=CC(=C2C(=C1)OC(O2)(F)F)C3=CNC=C3C#N
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) MUJOIMFVNIBMKC-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C12H6F2N2O2/c13-12(14)17-10-3-1-2-8(11(10)18-12)9-6-16-5-7(9)4-15/h1-3,5-6,16H
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 Phenylpyrrole
Minimum active substance purity 950 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Non-systemic with long residual activity. Inhibits transport-associated phosphorylation of glucose, reducing mycelial growth. Osmotic signal transduction.
CAS RN 131341-86-1
EC number -
CIPAC number 522
US EPA chemical code 071503
PubChem CID 86398
Molecular mass (g mol-1) 248.19
PIN (Preferred Identification Name) 4-(2,2-difluoro-2H-1,3-benzodioxol-4-yl)-1H-pyrrole-3-carbonitrile
IUPAC name 4-(2,2-difluoro-1,3-benzodioxol-4-yl)-1H-pyrrole-3-carbonitrile
CAS name 4-(2,2-difluoro-1,3-benzodioxol-4-yl)-1H-pyrrole-3-carbonitrile
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) 12
Examples of recorded resistance -
Physical state Yellow 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
  • Syngenta
Example products using this active
  • Austral Plus
  • Beret Gold
  • Beret Multi
  • Switch
  • Wakil XL
  • Celest 025FS
UK LERAP status None
Formulation and application details Often supplied as a flowable concentrate that is mixed with water and used as a seed treatment.


ENVIRONMENTAL FATE

for fludioxonil

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) 1.8 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 20000 A5 - Octanol -
190000 A5 - Acetone -
2700 A5 - Toluene -
42000 A5 - Methanol -
Melting point (oC) 199.8 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 306 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.32 X 1004 Calculated -
Log P 4.12 A5 High
Bulk density (g ml-1)/Specific gravity 1.54 B5 -
Dissociation constant (pKa) at 25oC 0 A5 - -
Note: pKa(1) base; pKa(2) 14.1 acid
Vapour pressure at 20oC (mPa) 3.90 X 10-04 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 5.40 X 10-05 L3 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -2.67 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 5.35 X 10-03 Calculated -
Note Estimated concentrations of chemicals with Koc values greater than 9995 ml g-1 are beyond the scope of the regression data used in SCI-GROW development. If there are concerns for such chemicals, a higher tier groundwater exposure assessment should be considered, regardless of the concentration returned by SCI-GROW
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 solution: 266nm = 12384; [ACidic solution: 265nm = 12327; [Basic solution: 271nm = 11790 A5 -
Surface tension (mN m-1) 47.7-48.5 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 -
Soil degradation (days) (aerobic) DT50 (typical) 164 E4 Persistent
DT50 (lab at 20oC) 239 A5 Persistent
DT50 (field) 20.5 A5 Non-persistent
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range: 119-365 days, field study DT50 range 8-43 days; General literature lab studies DT50 range 100-350 days; field studies DT50 range 10-25 days
Dissipation rate RL50 on plant matrix Value 9.7 R4 -
Note Published literature RL50 range 1.8-15.4 days, 4 field & undercover grown crops, various matrices, n=8; Grapes in cold storage RL50=24 days
Dissipation rate RL50 on and in plant matrix Value 4.2 R4 -
Note Published literature RL50 range 2.1-9.3 days, 3 field & undercover grown crops, various matrices, n=4; Lettuce/peppers in cold storage RL50 range 7.7-9.3 days
Aqueous photolysis DT50 (days) at pH 7 Value 10 A5 Moderately fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 5 to pH 9
Water-sediment DT50 (days) 575 A5 Stable
Water phase only DT50 (days) 2 A5 Moderately fast

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 - E4 Non-mobile
Koc 145600
Notes and range Industry data
Freundlich Kf 3312 A5 Non-mobile
Kfoc 132100
1/n 1.00
Notes and range EU dossier Kf range 290-7300, Kfoc range 7500-210000 mL/g, 1/n range 0.81-1.19, Soils=5
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
3-carbamoyl-2-cyano-3-(2,2-difluoro-benzo(1,3)dioxol-4-yl)-oxirane-2-carbocyclic acid (Ref: CGA 339833) This metabolite may cause environmental pollution, click here for further information Soil   0.188   Major fraction, Not relevant
(2,2-difluoro-benzo(1,3)dioxol-4-carbocyclic acid (Ref: CGA 192155) This metabolite may cause environmental pollution, click here for further information Soil   0.197   Major fraction, Not relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
2-cyano-3-(2,2-difluorobenzo[d][1,3]dioxol-4-yl)propanoic acid or 3-cyano-2-(2,2-difluorobenzo[d][1,3]dioxol-4-yl)propanoic acid fludioxonil metabolite A5 Water (Photolysis) - -
4-(2,2-difluoro-benzo[1,3]dioxol-4-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrole-3-carbonitrile
(Ref: CGA 265378)
Note: Highly mobile
- Soil (Photolysis) 0.123 -
2-(2,2-difluoro-benzo[1,3]dioxol-4-yl)-2-hydroxy-acetamide
(Ref: CGA 308103)
- Rat - -
4-(2,2-difluoro-benzo[1,3]dioxol-4-yl)-5-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-3-carbonitrile
(Ref: CGA 308565)
- Rat - -
2-cyano-3-(2,2-difluoro-benzo[1,3]dioxol-4-yl)-succinamic acid
(Ref: CGA 344623)
- Water (Photolysis) - -


ECOTOXICOLOGY

for fludioxonil

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) 366 A5 Whole fish Threshold for concern
CT50 (days) 0.6 -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) 10 E4 Rat High
(ppm diet) 58.5 -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 833 mg kg bw-1 day-1 A4 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 0.23 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.04 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.4 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.005 A5 Daphnia magna High
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.27 A5 Americamysis bahia Moderate
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) 0.2 A5 Chironomus riparius, emergence Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) 40.0 A5 Chironomus riparius, emergence Moderate
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 0.92 A5 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.024 A5 Scenedesmus subspicatus 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) >= 1000 A5 Eisenia foetida Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 20 A5 Eisenia foetida Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect 14 Mortality
Dose: 0.112 kg ha-1
A5 Aphidius rhopalosiphi
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 2 Mortality
Dose: 1 kg ha-1
A5 Typhlodromus pyri
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.333 mg kg-1 soil
-
Mesocosm study data NOEAEC mg l-1 0.0164 A3 Aquatic invertebrates, based on product with cyprodinil -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for fludioxonil

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) > 5000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 2.6 A5 Rat (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.37 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) 0.59 A5 Dog, SF=100 -
Dermal penetration studies (%) 0.3-1.7 A5 concentration dependent -
Dangerous Substances Directive 76/464 List II - -
Exposure Limits - - -
Exposure Routes Public Negligible risk to bystanders
Occupational No unacceptable risk to operators and 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 Liver and kidney 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 explosive or oxidising
IMDG Transport Code is usually 9
CLP classification 2013 Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases N - Dangerous for the environment: R50/53
EC Safety Classification Click here to view information omn the EU safety phrases S60, S61
WHO Classification U - Unlikely to present an acute hazard
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number Usually 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for fludioxonil

Language Name
English fludioxonil
French fludioxonyl
German Fludioxonil
Danish fludioxonil
Italian fludioxonil
Spanish fludioxonil
Greek -
Slovenian fludioksonil
Polish fludioksonil
Swedish fludioxonil
Hungarian fludioxonil
Dutch -

Record last updated: Monday 05 November 2018
Contact: aeru@herts.ac.uk
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