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lambda-cyhalothrin (Ref: OMS 3021)
** PP 321 ** Translations

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

SUMMARY

A synthetic pyrethroid insecticide which is approved for use in the EU. It has a low aqueous solubility, is relatively volatile, is non mobile and, based on chemical properties, there is a low risk of it leaching to ground water. Lambda cyhalothrin is highly toxic to mammals and is a known irritant. It is also highly toxic to fish, aquatic invertebrates and honey bees. It is moderately toxic to earthworms

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for lambda-cyhalothrin

Description: A quick-acting insecticide used to control a wide spectrum of agricultural crop and public health pests

Example pests controlled: Aphids; Thrips; Colorado beetles; Caterpillars; Mosquitoes; Ticks; Flies

Example applications: Cotton; Cereals; Potatoes; Hops; Vegetables

Availability status: Current

Introduction & key dates: 1984, first reported; 1985, introduced Central America and Far East

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Sweden/Spain
Date inclusion expires 31/03/2023

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

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 810 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Non-systemic, contact and stomach action. Some repellant properties. Sodium channel modulator.
CAS RN 91465-08-6
EC number 415-130-7
CIPAC number 463
US EPA chemical code 128897
Chiral molecule No
Chemical formula C23H19ClF3NO3
SMILES Cl\C(=C/[C@H]3[C@@H](C(=O)OC(C#N)c2cccc(Oc1ccccc1)c2)C3(C)C)C(F)(F)F
International Chemical Identifier key (InChIKey) BFPGVJIMBRLFIR-GUCBCRIZSA-N
International Chemical Identifier (InChI) InChI=1S/C23H19ClF3NO3/c1-22(2)17(12-19(24)23(25,26)27)20(22)21(29)31-18(13-28)14-7-6-10-16(11-14)30-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3/b19-12-/t17-,18?,20-/m0/s1
Structure diagram/image available? Yes
Molecular mass (g mol-1) 449.85
PIN (Preferred Identification Name) -
IUPAC name (R)-a-cyano-3-phenoxybenzyl (1S)-cis-3-[(Z)-2-chloro-3,3,3-trifluoropropenyl]-2,2-dimethylcyclopropanecarboxylate and (S)-a-cyano-3-phenoxybenzyl (1R)-cis-3-[(Z)-2-chloro-3,3,3-trifluoropropenyl]-2,2-dimethylcyclopropanecarboxylate
CAS name (R)-cyano(3-phenoxyphenyl)methyl (1S,3S)-rel-3-[(1Z)-2-chloro-3,3,3-trifluoro-1-propenyl]-2,2-dimethylcyclopropanecarboxylate
Other status information -
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
Cydia pomonella
Meligethes aeneus
Thrips tabaci
many others
Physical state Colourless solid
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
  • AgriGuard
  • Clayton
  • Syngenta
  • Bayer
Example products using this active
  • Dovetail
  • Hallmark
  • Seal Z
  • Warrior
  • Jackpot 2
  • Karate 10CS
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Often supplied as a suspension that is mixed with water and used as a spray.


ENVIRONMENTAL FATE

for lambda-cyhalothrin

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) 0.005 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 500000 A5 - Hexane -
500000 A5 - Toluene -
250000 A5 - Methanol -
250000 A5 - Acetone -
Melting point (oC) 49.2 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 275 A5 -
Flashpoint (oC) 225 A5 -
Octanol-water partition coefficient at pH 7, 20oC P 3.16 X 1005 Calculated -
Log P 5.5 A5 High
Bulk density (g ml-1)/Specific gravity 1.33 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 25oC (mPa) 0.0002 A5 Volatile
Henry's law constant at 25oC (Pa m3 mol-1) 2.00 X 10-02 A5 Non-volatile
Henry's law constant at 20oC (dimensionless) 7.38 X 10-06 K3 Moderately volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -3.28 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 pH (methanol; 99.0 % w/w): 254nm=1090; 277nm: 2070 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
Soil degradation (days) (aerobic) DT50 (typical) 175 A5 Persistent
DT50 (lab at 20oC) 175 A5 Persistent
DT50 (field) 26.9 A5 Non-persistent
DT90 (lab at 20oC) 1193 A5 -
DT90 (field) 33.4 A5 -
Note EU dossier Lab studies DT50 range 43-1000 days, DT90 range 82 - >5000 days; Field study DT50 range 10.1-47.5 days (Germany), DT90 range 33.6-158 days
Plant matrix DT50 (days) Value 4.9 R4 -
Note DT50 range 0.45 - 18.5 days, 16 crops/plants, various crops
Aqueous photolysis DT50 (days) at pH 7 Value 40 A3 Stable
Note Expected to be negligible in field conditions
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 5.2 and pH 6.9, DT50 ~7 days at pH 9
Water-sediment DT50 (days) 15.1 A5 Fast
Water phase only DT50 (days) 0.24 A5 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 3709 A5 Non-mobile
Koc 283707
Notes and range EU dossier Kd range 1245-6890 mL/g, Kfoc range 70100-200000, Soils=14
Freundlich Kf 4167 A4 Non-mobile
Kfoc 290311
1/n 0.966
Notes and range EU dossier Kf range 464-33000 mL/g, Kfoc range 47800-1325000, 1/n range 0.85-1.21 mL/g, Soils=14
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 91/414 relevancy Click here for further information on 91/414 relevancy
(RS)-alpha-cyano-3-(4-hydroxyphenoxy)benzyl-(Z)-(1RS)-cis-3-(2-chloro-3, 3, 3-trifluoropropenyl)-2, 2-dimethylcyclopropanecarboxylate This metabolite may cause environmental pollution, click here for further information Soil   0.121   Major fraction, Relevancy unknown
3-phenoxybenzoic acid This metabolite may cause environmental pollution, click here for further information Soil   0.314   Major fraction, Relevant
(Z)-3-(2-chloro-3,3,3-trifluoro-propenyl)-2,2-dimethylcyclo-propane carboxylic acid This metabolite may cause environmental pollution, click here for further information Soil   0.359   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
(RS)- -cyano-3-phenoxy-benzyl alcohol Cyhalothrin compound III - - -
3-phenoxybenzaldehyde Cyhalothrin compound IV - - -
(RS)-3-phenoxymandelamide Cyhalothrin compound IX - - -
3-(2-chloro-3,3,3-trifluoro-prop-1-enyl)-2-hydroxy-methyl-2-methyl-cyclolambda-propane carboxylic acid Cyhalothrin compound XI Animal - -
3-(4'-hydroxy)-phenoxy-benzoic acid Cyhalothrin compound XXIII Rat (Urinary; Animal - -
(1RS)-trans-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethyl-cyclopropane carboxylic acid Cyhalothrin compound 1b - - -


ECOTOXICOLOGY

for lambda-cyhalothrin

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) 4982 A5 (Other literature log BCF range 3.2-3.3 (R3)) Threshold for concern
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) 56 A5 Rat High
Mammals - Short term dietary NOEL (mg kg-1) 0.7 A5 Rat High
(ppm diet) 10 -
Birds - Acute LD50 (mg kg-1) > 3950 A5 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) > 5300 mg kg feed-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 0.00021 A5 Lepomis macrochirus High
Fish - Chronic 21 day NOEC (mg l-1) 0.00025 A5 Oncorhynchus mykiss High
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.00036 A5 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.3 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.000003 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) 0.00016 A5 Chironomus riparius High
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) 0.105 A5 Chironomus riparius Moderate
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) > 0.3 A5 Raphidocelis subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) > 0.31 Q2 Unknown species Moderate
Honeybees Contact acute 48 hour LD50 (μg bee-1) 0.038 A5 High
Oral acute 48 hour LD50 (μg bee-1) 0.91 A5 High
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) - - -
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 0.2 7 day
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 - - -
% Effect 23 Mortality
Dose: 7.5 g ha-1, 28 day
A5 Pterostichus melanarius
-
Soil micro-organisms Nitrogen mineralisation: <-21% effect on ammonification/nitrification
Carbon mineralisation: No significant adverse effect
A5
Dose: 1.25 kg ha-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for lambda-cyhalothrin

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) 56 A5 Rat High
Mammals - Dermal LD50 (mg kg-1 body weight) > 632 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 0.066 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.0025 A5 Rat, SF=300 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.005 A5 Dog, SF=300 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.00063 A4 Rat, 1 year, SF=300 -
Dermal penetration studies (%) 25 A5 default -
Dangerous Substances Directive 76/464 List II - -
Exposure Limits - - -
Exposure Routes Public Slight risk of dietary exposure
Risk assessment indicates that ARfD may be exceeded in a few commodities
Occupational PPE/PPC advised
European MRLs Click here for the EU MRL pesticide database
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 Harmful if swallowed, inhaled or in contact with skin
Possible immune system and thyroid toxicant in susceptable individuals

: 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 variable depending upon product, often either 3 or 9
Not explosive or oxidising
CLP classification 2013 Health: H301, H312, H330
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases T+ - Very toxic: R26
T - Toxic: R25; R43
Xn - Harmful: R21
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S1/2, S28, S36/37/39, S38, S45, S60, S61
WHO Classification II - Moderately hazardous
US EPA Classification (formulation) II - Warning - Moderately toxic
UN Number 3349 for active, variable with product, usually 1993 or 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for lambda-cyhalothrin

Language Name
English lambda-cyhalothrin
French lambda-cyhalothrine
German lambda-Cyhalothrin
Danish lambda-cyhalothrin
Italian lambda-cialotrina
Spanish cihalotrin lambda
Greek -
Slovenian lambda-cihalotrin
Polish lambda-cyhalotryna
Swedish lambda-cyhalotrin
Hungarian lambda-cyhalothrine
Dutch lambda-cyhalothrin

Record last updated: Thursday 20 October 2016
Contact: aeru@herts.ac.uk