alpha-Cyan-3-phenoxybenzyl-3-(2-chlor-3,3,3-trifluorprop-1-enyl)-2,2-dimethylcyclopropan-carboxylat, 1:1 Gemisch der(Z)-(1R,3R), S-ester und(Z)-(1S,3S), R-ester

lambda-Cyhalothrin

HCID 6440557CAS 76703-65-6

Grundinformationen

Standard-SMILES
CC1(C)[C@H](/C=C(\Cl)C(F)(F)F)[C@@H]1C(=O)O[C@@H](C#N)c1cccc(Oc2ccccc2)c1
InChIKey
ZXQYGBMAQZUVMI-GCMPRSNUSA-N
Summenformel
C23H19ClF3NO3
Durchschnittliche Molmasse
449,8 g/mol

Überblick

(1S)-cis-(alphaR)-cyhalothrin is a cyclopropanecarboxylate ester.

Namen und Bezeichner

Bevorzugter Name
lambda-Cyhalothrin
IUPAC
trans-[(R)-cyano-(3-phenoxyphenyl)methyl] (1S,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
Lokaler Name
alpha-Cyan-3-phenoxybenzyl-3-(2-chlor-3,3,3-trifluorprop-1-enyl)-2,2-dimethylcyclopropan-carboxylat, 1:1 Gemisch der(Z)-(1R,3R), S-ester und(Z)-(1S,3S), R-ester
Englischer Name
λ-Cyhalothrin
Summenformel
C23H19ClF3NO3
Molmasse
449.85

Namen und Synonyme

lambda-CyhalothrinKarate91465-08-6IconWarriorOXYFLYZ44TGV333KLambda cyhalothrinDTXSID7032559Cyclopropanecarboxylic acid, 3-((1Z)-2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl-, (R)-cyano(3-phenoxyphenyl)methyl ester, (1S,3S)-rel-DTXCID00196593lambdacyhalothrin
Weitere Namen anzeigen
λ-CyhalothrinLambda CyhalothrineL-CYHALOTHRINL-Cyhalothrin,100 μL/mL in MeOHcyano-3-phenoxybenzyl-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethyl cyclopropanecarboxylatePP321Matado
RefChem:5935CHEBI:39325415-130-776703-65-6lambda-Cyhalothrin [ISO]Cyhalothrin K(1S)-cis-(alphaR)-cyhalothrinlambda-Cyhalothrin, (-)-

Datenbank-Bezeichner

CAS
76703-65-6、91465-08-6
PubChem CID
6440557
DTXSID
DTXSID7032559
ChEMBL
CHEMBL2251732
ChEBI
CHEBI:39327
UNII
375WQ7596S、Z44TGV333K
EC Number
415-130-7
Nikkaji
J3.235.957D

Eigenschaften

Berechnete Struktureigenschaften

XLogP
6,1
Polarare Oberfläche (TPSA)
59,3 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
7
Frei drehbare Bindungen
7
Schwere Atome
31

Experimentelle und physikochemische Eigenschaften

Pesticides · 3 Einträge

Insecticides

Active substance -> EU Pesticides database: Approved

Pesticide

LogP7.0
DensityRelative density (water = 1): 1.3
SolubilitySolubility in water: none
Endocrine DisruptorsPotential endocrine disrupting compound
Decomposition275 °C

Physikochemische Eigenschaften

Schmelzpunkt
49.2 °C · 49.2°C
Siedepunkt
187 · 187-190°C
Dichte
1.3225 · 1.3225 (estimate)
storage temp.
2 · Sealed in dry,2-8°C
Löslichkeit
Chloroform (Sparingly), DMSO (Slightly), Methanol (Slightly)
Aggregatzustand
Solid

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]

P260, P264, P270, P271, P273, P280, P284, P301+P316, P302+P352, P304+P340, P316, P317, P320, P321, P330, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Danger

H301+H311 (10.8%): Toxic if swallowed or in contact with skin [Danger Acute toxicity, oral; acute toxicity, dermal]

P260, P262, P264, P264+P265, P270, P271, P273, P280, P284, P301+P316, P302+P352, P304+P340, P305+P351+P338, P308+P316, P316, P317, P320, P321, P330, P337+P317, P361+P364, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Regulatory Information · 5 Einträge

Regulation (EC) No 178/2002 (amended)

Lambda cyhalothrin is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)

00/80/EC, 2010/77/EU, Reg. (EU) 2015/1885, Reg. (EU) 2016/146, Reg. (EU) 2018/155, Reg. (EU) 2023/114, Reg. (EU) 2024/324, Reg. (EU) 2026/1421, Reg. (EU) No 2019/724, Reg. (EU) No 540/2011

REACH registered substance: A mixture of: α-cyano-3-phenoxybenzyl (Z)-(1R,3R)-[(S)-3-(2-chloro-3,3,3-trifluoro-prop-1-enyl)]-2,2-dimethylcyclopropanecarboxylate; α-cyano-3-phenoxybenzyl (Z)-(1S,3S)-[(R)-3-(2-chloro-3,3,3-trifluoro-prop-1-enyl)]-2,2-dimethylcyclopropanecarboxylate (EC: 415-130-7)

Lambda-cyhalothrin: HSNO Approval: HSR003295 Approved with controls

Other Safety InformationIMAP assessments - Cyclopropanecarboxylic acid, 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl-, cyano(3-phenoxyphenyl)methyl ester,[1.alpha.(S*),3.alpha.(Z)]-(.+-.)-: Human health tier I assessment
Fire HazardsLiquid formulations containing organic solvents may be flammable. Gives off irritating or toxic fumes (or gases) in a fire. Risk of fire and explosion if formulations contain flammable/explosive solvents.
EC ClassificationSymbol: T+, N; R: 21-25-26-50/53; S: (1/2)-28-36/37/39-38-45-60-61
UN ClassificationUN Hazard Class: 6.1; UN Pack Group: III
Chemical DangersDecomposes on burning. This produces toxic fumes including nitrogen oxides, hydrogen chloride and hydrogen fluoride.

Sicherheit und Schutzausrüstung

Fire FightingUse alcohol-resistant foam, dry sand, powder, carbon dioxide.
First Aid Measures · 4 Einträge

Fresh air, rest.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Do NOT induce vomiting. Refer for medical attention .

Safe StorageProvision to contain effluent from fire extinguishing. Separated from food and feedstuffs. Cool. Keep in a well-ventilated room.
Spillage Disposal · 1 Eintrag

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into sealable containers. Carefully collect remainder. Then store and dispose of according to local regulations. Do NOT wash away into sewer.

Eye PreventionWear safety spectacles.
Skin PreventionProtective clothing.

Toxikologische Informationen

Treatment · 1 Eintrag

Following oral exposure, the treatment is symptomatic and supportive and includes monitoring for the development of hypersensitivity reactions with respiratory distress. Provide adequate airway management when needed. Gastric decontamination is usually not required unless the pyrethrin product is combined with a hydrocarbon. Following inhalation exposure, move patient to fresh air. monitor for respiratory distress. If cough or difficulty breathing develops, evaluate for respiratory tract irritation, bronchitis, or pneumonitis. Administer oxygen and assist ventilation as required. Treat bronchospasm with inhaled beta2 agonist and oral or parenteral corticosteroids. In case of eye exposure, irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. If irritation, pain, swelling, lacrimation, or photophobia persist, the patient should be seen in a health care facility. If the contamination occurs through dermal exposure, Remove contaminated clothing and wash exposed area thoroughly with soap and water. A physician may need to examine the area if irritation or pain persists. Vitamin E topical application is highly effective in relieving parenthesis. (L363)

Health Effects · 1 Eintrag

At high doses, signs of poisoning attributable to cyhalothrin include profuse salivation and pulmonary edema, clonic seizures, opisthotonos (i.e., the spine is bent forward such that a supine body rests on its head and heels), coma, and death. At lower doses, commonly observed effects include paresthesia and erythema. (L863)

Exposure Routes · 2 Einträge

The substance can be absorbed into the body by inhalation of dust or mist and by ingestion.

Inhalation (L857) ; oral (L857) ; dermal (L857) ; eye contact (L857).

Toxicity Summary · 1 Eintrag

Both type I and type II pyrethroids exert their effect by prolonging the open phase of the sodium channel gates when a nerve cell is excited. They appear to bind to the membrane lipid phase in the immediate vicinity of the sodium channel, thus modifying the channel kinetics. This blocks the closing of the sodium gates in the nerves, and thus prolongs the return of the membrane potential to its resting state. The repetitive (sensory, motor) neuronal discharge and a prolonged negative afterpotential produces effects quite similar to those produced by DDT, leading to hyperactivity of the nervous system which can result in paralysis and/or death. Other mechanisms of action of pyrethroids include antagonism of gamma-aminobutyric acid (GABA)-mediated inhibition, modulation of nicotinic cholinergic transmission, enhancement of noradrenaline release, and actions on calcium ions. They also inhibit calium channels and Ca2+, Mg2+-ATPase. (T10, T18, L857)

Signs and Symptoms · 5 Einträge

Burning sensation. Convulsions. Cough. Laboured breathing. Shortness of breath. Sore throat.

Redness. Pain.

Redness. Pain.

Abdominal pain. Cough.

Following dermal exposure to cyhalothrin, feelings of numbness, itching, burning, stinging, tingling, or warmth may occur, that could last for a few hours. Dizziness, headache, nausea, muscle twitching, reduced energy, and changes in awareness can result from inhalation or ingestion of large amounts of cyhalothrin. Paralysis can occur after exposure. (L857)

ICSC Environmental Data · 1 Eintrag

The substance is very toxic to aquatic organisms. This substance may be hazardous to the environment. Special attention should be given to mammals and bees. The substance may cause long-term effects in the aquatic environment. This substance does enter the environment under normal use. Great care, however, should be taken to avoid any additional release, for example through inappropriate disposal.

Sicherheitsdaten

wgk
3
ridadr
UN 2810 6.1/PG 3
RTECS-Nr.
GZ1227780
risk_code
21-25-26-50/53-20/21/22
Toxizität
LD50 (technical grade) in male, female rats (mg/kg): 79, 56 orally; 632, 696 dermally (Jutsum)
hazard_code
T+;N,N,T+,Xn

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 1 Eintrag

Cyhalothrin has been shown to be well absorbed after oral administration, extensively metabolized, and eliminated as polar conjugates in urine. The main route of metabolism is, as anticipated, via hydrolysis of the ester linkage. The cyclopropane-carboxylic acid moiety is subsequently excreted via the urine as the glucuronide conjugate. The 3-phenoxybenzyl moiety is further metabolized by loss of the nitrile group, oxidation of the aldehyde form to a carboxylic acid, aromatic hydroxylation at the 4' position, and formation of the 4- O-sulfate conjugate of 3-(4-hydroxyphenoxy)benzoic acid. (L871)

MeSH Pharmacological Classification · 2 Einträge

Chemicals that kill or inhibit the growth of fungi in agricultural applications, on wood, plastics, or other materials, in swimming pools, etc.

Pesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics.

Verwendung und Herstellung

UsesPyrethroids are used as insecticides. (L857)
Household ProductsInformation on 73 consumer products that contain lambda-Cyhalothrin in the following categories is provided:

Anwendungen

VerwendenInsecticide; pyrethrin analog

Anbieter8 Anbieter

济南百隆化学有限公司[email protected] · [email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]
上海陶素生化科技有限公司021-33632979 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
河南誉康卓宁进出口有限公司13393721940 · [email protected]

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