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GET ADDITIONAL DATA HERE!

cyflumetofen (Ref: OK-5101)
** 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 cyflumetofen

Description: A novel acaricide active against phytophagous mites at all development stages suitable for use in IPM systems

Example pests controlled: Citrus red mite; Spruce spider mite; Carmine mite; Glover mite; Pacific spider mite; Two-spotted spider mite

Example applications: Fruit including citrus, grapes, apples, pears, plums, strawberries; Tomatoes; Tree nuts

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 2004

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Netherlands
Date inclusion expires 31/05/2023
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism Cyflumetofen is a chiral molecule. The technical material is an isomeric mixture of the R- and S-forms.
Chemical formula C24H24F3NO4
Canonical SMILES CC(C)(C)C1=CC=C(C=C1)C(C#N)(C(=O)C2=CC=CC=C2C(F)(F)F)C(=O)OCCOC
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) AWSZRJQNBMEZOI-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C24H24F3NO4/c1-22(2,3)16-9-11-17(12-10-16)23(15-28,21(30)32-14-13-31-4)20(29)18-7-5-6-8-19(18)24(25,26)27/h5-12H,13-14H2,1-4H3
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 Acaricide, Insecticide
Substance group Bridged diphenyl
Minimum active substance purity >975 g/kg
Known relevant impurities -
Substance origin Synthetic
Mode of action Highly selective with good knockdown effect and causes loss of motor coordination leading to paralysis and death.
CAS RN 400882-07-7
EC number -
CIPAC number 721
US EPA chemical code 138831
PubChem CID 11496052
Molecular mass (g mol-1) 447.45
PIN (Preferred Identification Name) rac-2-methoxyethyl (2R)-2-(4-tert-butylphenyl)-2-cyano-3-oxo-3-[2-(trifluoromethyl)phenyl]propanoate
IUPAC name 2-methoxyethyl (RS)-2-(4-tert-butylphenyl)-2-cyano-3-oxo-3-(α,α,α-trifluoro-o-tolyl)propionate
CAS name 2-methoxyethyl α-cyano-α-[4-(1,1-dimethylethyl)phenyl]-β-oxo-2-(trifluoromethyl)benzenepropanoate
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 25
Fungicide Resistance Classification (FRAC) Not applicable
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
  • Otsuka Chemical Co.
Example products using this active
  • Danisaraba
  • Scelta 20SC
  • OK-5101
  • Sultan
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually formulated as a suspension concentrate.


ENVIRONMENTAL FATE

for cyflumetofen

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) 0.0281 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 500000 A5 - Acetone -
500000 A5 - Dichloromethane -
5160 A5 - n-Hexane -
98700 A5 - Methanol -
Melting point (oC) 77.9 A5 -
Boiling point (oC) 293 A5 -
Degradation point (oC) >293 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 2.00 X 1004 Calculated -
Log P 4.3 A4 - @ 25 DegC High
Bulk density (g ml-1)/Specific gravity 1.21 Q2 -
Dissociation constant (pKa) at 25oC - - -
Note:
Vapour pressure at 20oC (mPa) 0.0059 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 9.4 X 10-02 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -1.17 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 Medium
Maximum UV-vis absorption L mol-1 cm-1 No maxima above 290nm, significant absorption at pH less than 7 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) 9 A5 Non-persistent
DT50 (lab at 20oC) 8.8 A5 Non-persistent
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier Lab studies DT50 range 1.5-153.4 days; Manufacturers published data gives DT50 0.4-1.8 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 0.04 A5 Fast
Note 1.3 hours @ pH5
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 0.4 A5 Non-persistent
Note 7.7 days @ pH4; 6.0 days @ pH5; 10mins @ pH9
Water-sediment DT50 (days) 1.32 A5 Fast
Water phase only DT50 (days) 1.39 A4 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 2090 A4 Non-mobile
Koc 173900
Notes and range EU dossier Kd range 120-4600 mL/g; Koc range 6200-450000 mL/g, Soils=4
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
cyflumetofen metabolite AB-1 This metabolite may cause environmental pollution, click here for further information Soil   0.216   Major fraction, Relevant
2-(trifluoromethyl)benzoic acid This metabolite may cause environmental pollution, click here for further information Soil   0.630   Major fraction, Relevant
2-(trifluoromethyl)benzamide This metabolite may cause environmental pollution, click here for further information Soil   0.230   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
- A-12 Rat (faeces); Plant - -
- A-20 Rat (faeces) - -
- AB-6 Plant - -
- AB-7 Plant; Water - -
- AB-11 Water - -
- A-2 Water - -
- AB=15 Water - -


ECOTOXICOLOGY

for cyflumetofen

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) 170 A5 Whole fish Threshold for concern
CT50 (days) 2.2 -
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 virginianus Low
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) > 0.63 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) > 0.072 A5 Cyprinus carpio Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 0.063 A5 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) > 0.065 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) > 0.064 A5 Chironomus riparius High
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) 0.037 R4 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees (Apis spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 100 A5 Low
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 116 A5 Low
Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Bumblebees (Bombus spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Mason bees (Osmia spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Other pollinators (1) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Other pollinators (2) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Earthworms - Acute 14 day LC50 (mg kg-1) > 1000 A5 Eisenia foetida 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 1400 >
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 1400 >
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation NOEC >= 1.36 mg kg-1 soil
Carbon mineralisation NOEL >= 1.36 mg kg-1 soil
A5 -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for cyflumetofen

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) > 5000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 2.65 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.17 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) 0.11 A5 Rat, SF=147 -
Dermal penetration studies (%) 21-28 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public Low risk considering intended uses
Occupational PPE advised
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Genotoxic Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

A3; B0; C0; D0; E3

-

-

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

General human health issues USEPA - some evidence to suggest possible human carcinogen
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: 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 Health: H317, H332
Environment: H400
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R43
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification NL - Not listed
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for cyflumetofen

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

Record last updated: Saturday 29 June 2019
Contact: aeru@herts.ac.uk