лямбда-цигалотрин

Also known as 3-(2-Chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylic acid cyano(3-phenoxyphenyl)methyl ester

Cyhalothrin (ISO common name) is an organic compound that, in specific isomeric forms, is used as a pesticide. It is a pyrethroid, a class of synthetic insecticides that mimic the structure and properties of the naturally occurring insecticide pyrethrin which is present in the flowers of Chrysanthemum cinerariifolium. Pyrethroids, such as cyhalothrin, are often preferred as an active ingredient in agricultural insecticides because they are more cost-effective and longer acting than natural pyrethrins. λ-and γ-cyhalothrin are now used to control insects and spider mites in crops including cotto

Chemical data

Formula: C23H19ClF3NO3
Molecular weight: 449.8 g/mol
IUPAC name: [cyano-(3-phenoxyphenyl)methyl] 3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
SMILES: CC1(C(C1C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)/C=C(/C(F)(F)F)\Cl)C
InChIKey: ZXQYGBMAQZUVMI-UNOMPAQXSA-N
XLogP: 6.1
Polar surface area: 59.3 Å²
H-bond donors: 0
H-bond acceptors: 7
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Research

2,063 papers

Oxidative stress and mitochondrial damage in lambda-cyhalothrin toxicity: A comprehensive review of antioxidant mechanisms.Environmental pollution (Barking, Essex : 1987) · 2023
Lambda-cyhalothrin exposure enhances the development of atherosclerosis in ApoE(-/-) mice.Ecotoxicology and environmental safety · 2025
Lambda-cyhalothrin alters locomotion, mood and memory abilities in Swiss mice.Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association · 2024
Investigation of lambda-cyhalothrin resistance in Spodoptera frugiperda: Heritability, cross-resistance, and mechanisms.Pesticide biochemistry and physiology · 2024
Transgenerational effects of lambda-cyhalothrin on Musca domestica L. (Diptera: Muscidae).Scientific reports · 2022

via PubMed

Wikidata facts

Mass: 449.100556

Show 4 more facts

chemical formula: C₂₃H₁₉ClF₃NO₃
isomeric SMILES: CC1(C(C1C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)/C=C(/C(F)(F)F)\Cl)C
canonical SMILES: CC1(C(C1C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)C=C(C(F)(F)F)Cl)C
Commons category: Cyhalothrin

Sources (2)

via Wikidata · CC0

Article · Русский

Цигалотри́н — пиретроидный инсектицид и акарицид, α-циано-З-феноксибензиловый эфир 3-(2-хлор-3,3,3-трифторпропенил)-2,2-диметилциклопропанкарбоновой кислоты. Существует в виде смеси изомеров, из которых наибольшей активностью отличается т. н. Лямбда-цигалотрин. Ля́мбда-цигалотри́н — Смесь изомеров (1:1) цигалотрина — (S)-α-циано-З-феноксибензилового эфира (Z)-(1R)- цис −3-(2-хлор-3,3,3-трифторпропенил)-2,2-диметилциклопропанкарбоновой кислоты и (R)-α-циано-3-феноксибензилового эфира (Z)-(1S)- цис −3-(2-хлор-3,3,3-трифторпропенил)-2,2-диметилциклопропанкарбоновой кислоты (ICI).

Abstract from DBpedia / Wikipedia · CC BY-SA