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triflumizole (Ref: NF 114 )
** trifmine ** 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 triflumizole

Description: A fungicide used to control fungal diseases on top fruit, grapes and other crops

Example pests controlled: Powdery mildew; Scab; Cedar apple rust; Blossom blight & fruit rot; Leaf spot

Example applications: Cucumbers; Vegetables including corgettes, gherkins, broccoli, chinese cabbage, Kale, collards; Tomatoes; Ornamentals; Fruit including grapes, melons, apples, pears

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1986, first registered Japan

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Netherlands/Belgium
Date inclusion expires 30/06/2020
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C15H15ClF3N3O
Canonical SMILES CCCOCC(=NC1=C(C=C(C=C1)Cl)C(F)(F)F)N2C=CN=C2
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) HSMVPDGQOIQYSR-KGENOOAVSA-N
International Chemical Identifier (InChI) InChI=1S/C15H15ClF3N3O/c1-2-7-23-9-14(22-6-5-20-10-22)21-13-4-3-11(16)8-12(13)15(17,18)19/h3-6,8,10H,2,7,9H2,1H3/b21-14+
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 Imidazole
Minimum active substance purity 980 g/kg
Known relevant impurities EU dossier - toluene 1g/kg
Substance origin Synthetic
Mode of action Systemic with protective and curative action. Inhibitors of chitin biosynthesis.
CAS RN 99387-89-0
EC number -
CIPAC number 730
US EPA chemical code 128879
PubChem CID 91699
Molecular mass (g mol-1) 345.75
PIN (Preferred Identification Name) (1E)-N-[4-chloro-2-(trifluoromethyl)phenyl]-1-(1H-imidazol-1-yl)-2-propoxyethan-1-imine
IUPAC name (E)-4-chloro-α,α,α-trifluoro-N-(1-imidazol-1-yl-2-propoxyethylidene)-o-toluidine
CAS name 1-[(1E)-1-[[4-chloro-2-(trifluoromethyl)phenyl]imino]-2-propoxyethyl]-1H-imidazole
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) 3
Examples of recorded resistance -
Physical state White granules
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
  • Chemtura
  • Nippon Soda
Example products using this active
  • Rocket EC
  • Procure
  • Trifmine
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually suppplied as an emulsifiable concentrate that is mixed with water and used as a spray.


ENVIRONMENTAL FATE

for triflumizole

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) 10.5 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 1486000 A5 - Ethyl acetate -
17600 A5 - n-Hexane -
496000 A5 - Methanol -
1440000 A5 - Acetone -
Melting point (oC) 63 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 150 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 5.89 X 1004 Calculated -
Log P 4.77 A5 High
Bulk density (g ml-1)/Specific gravity 1.35 A5 -
Dissociation constant (pKa) at 25oC 3.7 A5 - @ 25 DegC -
Note: Weak base
Vapour pressure at 20oC (mPa) 0.191 A5 - @ 25 degC Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 6.29 X 10-03 A5 - @ 25 degC Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 0.96 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 1.53 X 10-02 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-1 201.5nm = 25300; [236nm = 26400; [301nm = 4910 A5 -
Surface tension (mN m-1) 49.4 A5 at 20oC, 90% solution -

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) 13 K4 Non-persistent
DT50 (lab at 20oC) - - -
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note Best available data
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 5.9 A5 Moderately fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 68.2 A4 - @ 25 DegC Moderately persistent
Note pH sensitive: DT50 18.5 hrs at pH 3, 4.6 days at pH 9, all at 20 degC and 0.5 mg/l
Water-sediment DT50 (days) 81.3 A5 Moderately fast
Water phase only DT50 (days) 2.7 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 - L3 Slightly mobile
Koc 1373
Notes and range -
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity -

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
4-chloro-2-(trifluoromethyl)aniline (Ref: FA-1-1) This metabolite may cause environmental pollution, click here for further information Soil   0.234   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
(1E)-N'-[4-chloro-2-(trifluoromethyl)phenyl]-N-formyl-2-propoxyethanimidamide FM-5-1 - - -
(1E)-N'-[4-chloro-2-(trifluoromethyl)phenyl]-2-hydroxyethanimidamide FM-8-1 - - -
2-amino-5-chloro-3-(trifluoromethyl)phenol FA-1-5 - - -
imidazole - - - -
(1E)-N'-[4-chloro-2-(trifluoromethyl)phenyl]-2-propoxyethanimidamide FM-1-6 - - -
N-[4-chloro-2-(trifluoromethyl)phenyl]-2-propoxyacetamide FD-1-1 - - -
N-[4-chloro-2-(trifluoromethyl)phenyl]-2-hydroxyacetamide FD-2-1 - - -
N-[4-chloro-2-(trifluoromethyl)phenyl]-2-(2-methylpropoxy)acetamide FD-6-1 Plant - -
N-(4-chloro-2-trifluoromethylphenyl)-oxalamic acid FD-7-1 - - -
(2E)-2-{[4-chloro-2-(trifluoromethyl)phenyl]imino}-2-(1H-imidazol-1-yl)ethanol FM-2-1 - - -


ECOTOXICOLOGY

for triflumizole

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) 1417 A5 Threshold for concern
CT50 (days) 5.8 -
Mammals - Acute oral LD50 (mg kg-1) 1057 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) 4.1 A5 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2510 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 1428 mg kg bw-1 day-1 A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) 0.57 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.044 A4 Pimephales promelas, 35 day Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 2.11 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.18 A5 Daphnia magna Moderate
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) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 1.66 A5 Scenedemus subspicatus Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) 20 A5 Moderate
Oral acute 48 hour LD50 (μg bee-1) 14 A4 Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) - - -
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-1 165 A5 Aphidius rhopalosiphi, adult -
% Effect 165 Mortality
Dose: 705 g ha-1
A5 Aphidius rhopalosiphi, adult
-
Other arthropod (2) LR50 g ha-1 63 A5 Typhlodromus pyri -
% Effect 100 Mortality
Dose: 225 g ha-1
A5 Typhlodromus pyri
-
Soil micro-organisms - - -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for triflumizole

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) 1057 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 5000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 3.6 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.05 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.1 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 (%) 4-11 A5 concentration dependent -
Dangerous Substances Directive 76/464 List II - -
Exposure Limits - - -
Exposure Routes Public Negligible risk to bystanders for intended uses
Occupational Potential risks to operators and other workers mainly due to dermal exposure have been identified under worse case conditions
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) 0.1 EU Dir 89/778/EC limit; Calc MAC=36 μg l-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 Possible liver 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
CLP classification 2013 None allocated at this time
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R22, R43
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S36, S37, S60, S61
WHO Classification II - Moderately hazardous
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for triflumizole

Language Name
English triflumizole
French triflumizole
German Triflumizol
Danish triflumizol
Italian triflumizolo
Spanish triflumizol
Greek -
Slovenian triflumizol
Polish triflumizol
Swedish -
Hungarian triflumizol
Dutch triflumizool

Record last updated: Wednesday 31 October 2018
Contact: aeru@herts.ac.uk