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cyfluthrin (Ref: OMS 2012)
** cyfluthrine ** cyfoxylate ** BAY FCR 1272 ** 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 cyfluthrin

Description: An insecticide effective against a range of chewing & sucking pests including Lepidoptera, Coleoptera and Hemiptera

Example pests controlled: Corn rootworm; Cutworms; Wireworms; Maggots; Seedcorn beetles; White grubs; Thrips; Cockroaches; Mosquitoes; Silverfish; Corn borer

Example applications: Field corn; Sweetcorn; Popcorn; Silage corn; Citrus; Public health situations

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1983

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur Germany
Date inclusion expires Expired
EU Candidate for substitution (CfS) -
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 Chiral, existing as four diastereoisomer pairs (8 enantiomers)
Chemical formula C22H18Cl2FNO3
Canonical SMILES CC1(C(C1C(=O)OC(C#N)C2=CC(=C(C=C2)F)OC3=CC=CC=C3)C=C(Cl)Cl)C
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) QQODLKZGRKWIFG-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C22H18Cl2FNO3/c1-22(2)15(11-19(23)24)20(22)21(27)29-18(12-26)13-8-9-16(25)17(10-13)28-14-6-4-3-5-7-14/h3-11,15,18,20H,1-2H3
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 Insecticide
Substance group Pyrethroid
Minimum active substance purity 920 +/- 25 g/kg
Known relevant impurities EU dossier - Only 1% water declared
Substance origin Synthetic
Mode of action Non-systemic with contact and stomach action and rapid knock-down effect. Sodium channel modulator.
CAS RN 68359-37-5
EC number 269-855-7
CIPAC number 385
US EPA chemical code 128831
PubChem CID 104926
Molecular mass (g mol-1) 434.29
PIN (Preferred Identification Name) (E)-cyano(4-fluoro-3-phenoxyphenyl)methyl (1E,3E)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
IUPAC name (RS)-α-cyano-4-fluoro-3-phenoxybenzyl (1RS,3RS;1RS,3SR)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
CAS name cyano(4-fluoro-3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
Other status information Chemical subject to PIC regulations
Relevant Environmental Water Quality Standards UK Environment Agency non-statutory standard for the protection of freshwater and saltwater aquatic life 0.001 ug/L]
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 3
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Aedes aegypti
Aphis gossypii
Musca domestica
Spodoptera litura
Heliothis virescens
many others
Physical state Amber coloured viscous part crystalline / part oil paste like substance
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
  • Makhteshim
  • Bayer CropScience
  • Scotts Company
Example products using this active
  • Baythroid
  • Solfac
  • Tempo
  • Aztec
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Often supplied as an emulsifiable concentrate which is mixed with water and applied as a spray.


ENVIRONMENTAL FATE

for cyfluthrin

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) 0.0066 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 200000 A5 - Toluene -
10000 A5 - n-Hexane -
200000 A5 - Dichloromethane -
Melting point (oC) 79 A2 - Isomer specific -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 210 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.00 X 1006 Calculated -
Log P 6 A5 High
Bulk density (g ml-1)/Specific gravity 1.28 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.0003 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 5.30 X 10-02 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -1.87 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 absorption above 290nm 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) 33 A5 Moderately persistent
DT50 (lab at 20oC) 51 A5 Moderately persistent
DT50 (field) 33 A5 Moderately persistent
DT90 (lab at 20oC) 680 A5 -
DT90 (field) 133 A5 -
DT50 modelling endpoint - - -
Note EU dossier Lab studies DT50 range 48-54 days, DT90 range 53-1664 days, field study DT50 range 26-40 days (Germany)
Dissipation rate RL50 on plant matrix Value 6.7 R4 -
Note Published literature RL50 range 1.7-21.5 days, 4 field crops, various matrices, n=5
Dissipation rate RL50 on and in plant matrix Value 2.2 R4 -
Note Published literature RL50 range 0.8-5.9 days, 10 field & undercover grown crops, various matrices, n=15
Aqueous photolysis DT50 (days) at pH 7 Value 1 A5 Moderately fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 215 A5 Persistent
Note Stable pH 4 to pH 7, DT50 1.6 days at pH 9, 20 degC
Water-sediment DT50 (days) 8 A5 Fast
Water phase only DT50 (days) 1 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 1369 A5 Non-mobile
Koc 123930
Notes and range EU dossier Kd range 1116-1793 mL/g, Koc range 73484-180290 mL/g, Soils=4
Freundlich Kf 1.02 R4 -
Kfoc -
1/n 1.1
Notes and range Soil with 68% loam, 24% silt, 8% clay, pH 6.5, OC=2.1%
pH sensitivity Adsorption decreases with increasing pH and increasing organic carbon

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
4-fluoro-3-phenoxybenzoic acid This metabolite may cause environmental pollution, click here for further information Soil   0.100   Major fraction, Relevant
3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid This metabolite may cause environmental pollution, click here for further information Soil   0.100   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
2-amino-1-(4-fluoro-3-phenoxyphenyl)-2 oxoethyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate - Soil (aerobic) - R4
4-fluro-3-phenoxybenamide - Soil (aerobic) - R4


ECOTOXICOLOGY

for cyfluthrin

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) 506 A5 Threshold for concern
CT50 (days) 9 -
Mammals - Acute oral LD50 (mg kg-1) > 16.2 A5 Rat High
Mammals - Short term dietary NOEL (mg kg-1) 10 A5 Rat High
(ppm diet) 50 -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 5000 mg kg feed-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 0.00047 A5 Oncorhynchus mykiss High
Fish - Chronic 21 day NOEC (mg l-1) 0.00001 A5 Oncorhynchus mykiss High
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.00016 A5 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.00002 A5 Daphnia magna High
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.000002 F3 Americamysis bahia High
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) 0.00011 A2 Chironomus riparius, EC5 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) > 10 A5 Scenedemus subspicatus Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) 0.001 A4 High
Oral acute 48 hour LD50 (μg bee-1) 0.05 A4 High
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
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 1.63 48 hour
A5 Aphidius rhopalosiphi, protonymph
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 0.42 7 day
A5 Typhlodromus pyri, protonymph
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.75 kg as/ha
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for cyfluthrin

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) > 16.2 A5 Rat High
Mammals - Dermal LD50 (mg kg-1 body weight) > 5000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 4.05 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.003 A5 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.02 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) 0.02 A5 Rat, 90 day, SF=100 -
Dermal penetration studies (%) 10 A5 -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public -
Occupational -
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 Highly toxic
Possible liver or 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 IMDG Transport Code is usually 6.1
CLP classification 2013 Health: H300, H331
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases T+ - Very toxic: R26/28
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S1/2, S36/37/39, S45, S60, S61
WHO Classification Ib - Highly hazardous
US EPA Classification (formulation) II - Warning - Moderately toxic
UN Number Usually 2588
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for cyfluthrin

Language Name
English cyfluthrin
French cyfluthrine
German Cyfluthrin
Danish cyfluthrin
Italian ciflutrin
Spanish ciflutrin
Greek cyfluthrin
Slovenian ciflutrin
Polish cyflutryna
Swedish cyflutrin
Hungarian ciflutrin
Dutch cyfluthrin

Record last updated: Tuesday 22 May 2018
Contact: aeru@herts.ac.uk
© University of Hertfordshire