lambda-cyhalothrin (Ref: OMS 3021) |
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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
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
Efficacy & activity: -
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 |
EU Candidate for substitution (CfS) | Yes - low ADI / ARfD / AOEL; two 'Persistent-Bioaccumulative-Toxic' criteria |
Approved for use () or known to be used (
) in the following European countries:
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; Russia
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 | |
Isomerism | Chiral, a specific isomer or a derivative of a chiral molecule | |
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:
ENVIRONMENTAL FATE
for lambda-cyhalothrin
Key metabolites:
Metabolite | Formation medium | Estimated maximum occurrence fraction | 1107/2009 relevancy ![]() |
|
(RS)-alpha-cyano-3-(4-hydroxyphenoxy)benzyl-(Z)-(1RS)-cis-3-(2-chloro-3, 3, 3-trifluoropropenyl)-2, 2-dimethylcyclopropanecarboxylate ![]() |
Soil | 0.121 | Major fraction, Relevancy unknown | |
3-phenoxybenzoic acid ![]() |
Soil | 0.314 | Major fraction, Relevant | |
(Z)-3-(2-chloro-3,3,3-trifluoro-propenyl)-2,2-dimethylcyclo-propane carboxylic acid ![]() |
Soil | 0.359 | Major fraction, Relevant |
Other known metabolites:
Metabolite name and reference | Aliases | Formation medium / Rate | Estimated maximum occurrence fraction | Metabolising enzymes |
(RS)-á -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
HUMAN HEALTH AND PROTECTION
for lambda-cyhalothrin
General:
Property ![]() |
Value | Source/Quality Score/Other Information ![]() |
Interpretation ![]() |
|
Threshold of Toxicological Concern (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 | ||||
- |
|
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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:
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 15 February 2018
Contact: aeru@herts.ac.uk