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PhD Oportunity with Syngenta & the University of Hertfordshire

flutolanil (Ref: NNF 136)
** Translations

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

SUMMARY

Flutolanil is a systemic fungicide approved for use in the EU. It has a low aqueous solubility, volatile with a marginal risk of leaching to groundwater. It is persistent in both soils and aquatic systems. Although it has a low mammalian toxicity it does show some potential to bioaccumulate. No serious risks to human health have been identified. It is moderately toxic to birds and most aquatic organisms and earthworms but has a low toxicity to honeybees.

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

Description: A fungicide used to control a range of pathogens especially Rhizoctonia spp. on rice and other crops.

Example pests controlled: Basidiomycete fungi, Various Rhizoctonia diseases including brown patch, large patch, Blight, Snow Mould

Example applications: Potatoes; Rice; Turf; Cereals; Sugarbeet

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1981, first reported; 1986, first introduced

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Netherlands/UK
Date inclusion expires 28/02/2019
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, USA

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Fungicide
Substance group Oxathiin
Minimum active substance purity 97.5%
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Systemic with curative and protective action. Respiration inhibitor - Succinate DeHydrogenase Inhibitor.
CAS RN 66332-96-5
EC number -
CIPAC number 524
US EPA chemical code 128975
PubChem CID 47898
Isomerism -
Chemical formula C17H16F3NO2
Canonical SMILES CC(C)OC1=CC=CC(=C1)NC(=O)C2=CC=CC=C2C(F)(F)F
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) PTCGDEVVHUXTMP-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C17H16F3NO2/c1-11(2)23-13-7-5-6-12(10-13)21-16(22)14-8-3-4-9-15(14)17(18,19)20/h3-11H,1-2H3,(H,21,22)
Structure diagram/image available? Yes
Molecular mass (g mol-1) 323.31
PIN (Preferred Identification Name) -
IUPAC name α,α,α-trifluoro-3'-isopropoxy-o-toluanilide
CAS name N-(3-(1-methylethoxy)phenyl)-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 White 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
  • Certis
  • Nihon Nohyaku
Example products using this active
  • Rhino
  • Moncut 40SC
  • Monarch
UK LERAP status None
Formulation and application details Available in a variety of formulations including flowable concentrates that are mixed with water and applied as a spray or used for seed treatments and dry powders for treating potato tubers.


ENVIRONMENTAL FATE

for flutolanil

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) 8.01 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 606000 A5 - Acetone -
365000 A5 - Ethyl acetate -
322000 A5 - Methanol -
35000 A5 - Toluene -
Melting point (oC) 104.6 A5 -
Boiling point (oC) Decomposes before boiling 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 1.48 X 1003 Calculated -
Log P 3.17 A5 High
Bulk density (g ml-1)/Specific gravity 1.32 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 4.10 X 10-04 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.65 X 10-05 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 2.68 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 2.15 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: 208.5nm = 11709, 292nm = 33109 A5 -
Surface tension (mN m-1) 71.3 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) 233 A5 Persistent
DT50 (lab at 20oC) 231 A5 Persistent
DT50 (field) 234 A5 Persistent
DT90 (lab at 20oC) 604.5 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note Lab studies DT50 range 119-412 days, DT90 range 365-1318 days; field study DT50 range 87-303 days European soils
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 29.3 R3 -
Note Cucumber leaves, n=1
Aqueous photolysis DT50 (days) at pH 7 Value 277 A5 Stable
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 5 to pH 9
Water-sediment DT50 (days) 320 A5 Slow
Water phase only DT50 (days) 90.5 A5 Stable

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 11.03 A5 Slightly mobile
Kfoc 735
1/n 0.93
Notes and range EU dossier kf range 1.0-35.5 ml/g, Kfoc range 457-1340 mL/g, 1/n range 0.71-1.16, Soils=10
pH sensitivity No

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
alpha,alpha,alpha-trifluoro-3-hydroxy-o-toluanilide flutolanil metabolite M4 Rat (Urinary, Faeces); Plant - -
alpha,alpha,alpha-trifluoro-4-hydroxy-3-isopropoxy-o-toluanilide flutolanil metabolite M2 Rat (Urinary, Faeces); Plant - -
alpha,alpha,alpha-trifluoro-4-hydroxy-3-methoxy-o-toluanilide flutolanil metabolite M7 Rat (Urinary) - -


ECOTOXICOLOGY

for flutolanil

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) 100 A5 Whole fish Threshold for concern
CT50 (days) 0.5 -
Mammals - Acute oral LD50 (mg kg-1) > 10000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) 1249 mg kg bw-1 day-1 A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) 5.4 A5 Lepomis macrochirus Moderate
Fish - Chronic 21 day NOEC (mg l-1) 2.33 A5 Pimephales promelas Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 6.8 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.53 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.080 F3 Americamysis bahia High
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) 8 F3 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.97 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) 0.18 A5 Selenastrum capricornutum Moderate
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 200 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 208.7 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 500 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 12.9 A5 Eisenia foetida, 56 days Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect 18.8 - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect 2.5
3
Mortality
Reproduction
Dose: 4.5 kg ha-1
A5 Aphidius rhopalosiphi, adult female
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 1.1
5
Mortality
Reproduction
Dose: 4.5 kg ha-1
A5 Typhlodromus pyri, protonymph
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 1.35 kg ha-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for flutolanil

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) > 10000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 5000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.98 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.09 A5, 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) 0.56 A5 Rat, 90 day, SF=100 -
Dermal penetration studies (%) 0.5-5.0 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Negligible risk to bystanders
Occupational Risk of exposure acceptable under label recommendations for use for personal protection clothing and equipment
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) 0.1 A5 -

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 May cause slight erythema in susceptible individuals
Possible thyroid, liver and spleen 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 Prevent generation of mists or dust
Not explosive or oxidising
IMDG Transport Code is usually 9
CLP classification 2013 None allocated at this time
EC Risk Classification Click here to view information omn the EU risk phrases N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification U - Unlikely to present an acute hazard
US EPA Classification (formulation) IV - Caution - Not acutely toxic
UN Number Usually 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for flutolanil

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

Record last updated: Thursday 07 June 2018
Contact: aeru@herts.ac.uk