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flutianil (Ref: OK-5303)
** Translations

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

SUMMARY

Flutianil is a horticultural fungicide awaiting EU approval for use. It has a very low solubility and is volatile. It is persistent in soils. It has a low mammalian toxicity but there are some concerns regarding effects on reproduction and carginogenicity. It exhibits moderate to low toxicity to most aquatic and terrestrial organisms.

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

Description: A fungicide with contact action used for a range of horticultural crops

Example pests controlled: Uncinula necator, Golovinomyces spp.

Example applications: Grapevines; Ornamentals

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 2008

EC Regulation 1107/2009 (repealing 91/414):
Status Pending
Dossier rapporteur/co-rapporteur United Kingdom
Date inclusion expires Not applicable
EU Candidate for substitution (CfS) Not applicable
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 Isomeric
Chemical formula C19H14F4N2OS2
Canonical SMILES COC1=CC=CC=C1N2CCSC2=C(C#N)SC3=C(C=CC(=C3)C(F)(F)F)F
Isomeric SMILES COC1=CC=CC=C1N\2CCS/C2=C(/C#N)\SC3=C(C=CC(=C3)C(F)(F)F)F
International Chemical Identifier key (InChIKey) KGXUEPOHGFWQKF-ZCXUNETKSA-N
International Chemical Identifier (InChI) InChI=1S/C19H14F4N2OS2/c1-26-15-5-3-2-4-14(15)25-8-9-27-18(25)17(11-24)28-16-10-12(19(21,22)23)6-7-13(16)20/h2-7,10H,8-9H2,1H3/b18-17-
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 Thiazolidine
Minimum active substance purity 985 g/kg
Known relevant impurities EU dossier - none declared
Substance origin -
Mode of action Contact action - both fungitoxic and fungistatic
CAS RN 958647-10-4
EC number -
CIPAC number 835
US EPA chemical code -
PubChem CID 44151818
Molecular mass (g mol-1) 426.45
PIN (Preferred Identification Name) (2Z)-{[2-fluoro-5-(trifluoromethyl)phenyl]sulfanyl}[3-(2-methoxyphenyl)-1,3-thiazolidin-2-ylidene]acetonitrile
IUPAC name (Z)-(3-(2-methoxyphenyl)-1,3-thiazolidin-2-ylidene)(a,a,a,4-tetrafluoro-m-tolylthio)acetonitrile
CAS name (2Z)-2-((2-fluoro-5-(trifluoromethyl)phenyl)thio)-2-(3-(2-methoxyphenyl)-2-thiazolidinylidene)acetonitrile
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) U13
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
  • Otsuka Chemical Co
Example products using this active
  • Pinpoint
  • Gatten
  • Flutianil 5% EC
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually supplied as an emulsifiable concentrate.


ENVIRONMENTAL FATE

for flutianil

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) 0.1 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 11200 A5 - Toluene -
169000 A5 - Dichloromethane -
66400 A5 - Acetone -
56200 A5 - Methanol -
Melting point (oC) 178 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 242 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.26 X 1003 Calculated -
Log P 3.1 A4 High
Bulk density (g ml-1)/Specific gravity - - -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 1.53 X 10-04 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 8.26 X 10-03 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -1.36 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: 282nm=17500, 244.5nm=16900; [Acidic: 283nm=17100, 245nm=16300; [Basic: 282nm=17600, 245nm=16700 A5 -
Surface tension (mN m-1) - - -

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) 286 A5 Persistent
DT50 (lab at 20oC) 297.3 A5 Persistent
DT50 (field) 14.4 A5 Non-persistent
DT90 (lab at 20oC) 1162 A5 -
DT90 (field) 48.0 A5 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 262.6-338.4 days, DT90 range 1031-1256 days, Field studies DT50 range 1.2-159 days, DT90 range 4.1-529 days
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 1.1 A5 Moderately fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable at all environmentally relevant pHs
Water-sediment DT50 (days) 607 A5 Stable
Water phase only DT50 (days) 1.0 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 - - -
Koc -
Notes and range -
Freundlich Kf 794 A5 Non-mobile
Kfoc 35492
1/n 0.99
Notes and range EU dossier Kf range 533-1093 mL/g, Kfoc range 20631-79448 mL/g, 1/n range 0.96-1.10, soils=5
pH sensitivity None

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
(Z)-2-(2-fluoro-5-(trifluoromethyl)phenylsulfinyl)-2-(3,2-methoxyphenyl)thiazolidin-2-ylidene)acetonitrile (Ref: OC 53276) Soil   0.086   Minor fraction, Relevant
(Z)-2-(2-fluoro-5-(trifluoromethyl)phenylsulfinyl)-2-(3,2-methoxyphenyl) 1-oxo-thiazolidin-2-ylidene)acetonitrile (Ref: OC 56574) This metabolite may cause environmental pollution, click here for further information Soil   0.189   Major fraction, Relevant
(Z)-2-(2-fluoro-5-(trifluoromethyl)phenylthio)-2-(4-hydroxy-3-(2-methoxyphenyl)thiazolin-2-ylidene)acetonitrile (Ref: OC 53279) Soil   0.003   Minor fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
(Z)-2-(2-fluoro-5-(methyl)phenylthio)-2-(3-(2-methoxyphenyl) 2-thiazolidinylidene] acetonitrile OC 53982 Rat - -
(2-cysteinyl-3-hydroxy-5-trifluoromethyl) S-acetylthiophenol -1,1 dioxide - Rat - -
2-fluoro-3-cysteinyl-4-hydroxy-5-trifluoromethyl benzene sulponic acid - Rat - -
2-S-acetylthiophenol -1,1 dioxo-4-trifluoromethyl-6-hydroxy phenylthio(methyl-2-(1,4 piperazine-3,6-dione) - Rat - -
methyl 2-fluoro-3-cysteinylmethyl benzene sulphonic acid - Rat - -
2-cysteinylglutamyl-3-fluoro-4-sulphonic acid-6-trifluoromethyl phenyl acetate - Rat - -
92-S(N-acetyl)cysteinyl-5-trifluoromethyl) S-acetylthiophenol -1,1 dioxide - Rat - -
2-acetamido-3-(-2-hydroxy-3-(methylsulfinyl)-5-)trifluoromethyl)phenylthio)propanoic acid - Rat - -
(Z)-2-(2-fluoro-5-(trifluoromethyl)phenylsulfonyl)-2-(3,2-methoxyphenyl)thiazolidin-2-ylidene)acetonitrile OC 53277 Plant - -
(Z)-2-(2-fluoro-5-(trifluoromethyl)phenylthio)-2-(3,2-hydroxyphenyl)thiazolidin-2-ylidene)acetonitrile OC 42121 Plant - -
2-fluoro-5-(trifluoromethyl)benzenesulfonic acid OC 56635 Plant; Soil; Water; Rat - -
1,2-bis(2-fluoro-5-(trifluoromethyl)phenyl)disulfane OC 56634 Plant - -
2-methoxybenzenamine OC 56631 Plant; Rat - -
(Z)-2-(2-fluoro-5-(methyl)phenylsulfinyl)-2-(3-(2-methoxyphenyl) thiazolidin-2-ylidene] acetonitrile OC 53429 Rat - -


ECOTOXICOLOGY

for flutianil

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) 339 A5 Threshold for concern
CT50 (days) 1.97 -
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) > 2250 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 5620 mg kg diet-1 A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) > 0.90 A5 Oncorhynchus Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.000781 A5 Pimephales promelas High
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 1.0 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.007 A5 Daphnia magna High
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) 396 A5 Chironomus riparius Low
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) > 0.085 A5 Pseudokirchneriella subcapitata 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) > 200 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) 6.25 A5 Eisenia foetida corr Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 31.7 48hr LR50
A5 Aphidius rhopalosiphi
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 583.74 7-day LR50
A5 Typhlodromus pyri
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.75 mg kg-1, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for flutianil

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) > 5.17 A5 Rat, 4 hr (nose only, aerosol) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.82 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 1.0 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) 0.05 A5 Rat, SF=2000 -
Dermal penetration studies (%) 75 A3 Default -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Low risk
Occupational PPE/PPC advised to minimise exposure
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 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
CLP classification 2013 Environment: H410
EC Risk Classification Click here to view information omn the EU risk phrases Reproduction risk category 3: R63
Xn - Harmful: R22, R41, R43
Xi - Irritant: R38
N - Dangerous to the environment: R50/53
EC Safety Classification Click here to view information omn the EU safety phrases S26, S36/37, S39, S60, S61
WHO Classification NL - Not listed
US EPA Classification (formulation) - -
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for flutianil

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

Record last updated: Thursday 31 May 2018
Contact: aeru@herts.ac.uk