beta-cypermethrin
cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, cyano(3-phenoxyphenyl)methyl ester, (1R-(1alpha(S*),3alpha))-
Identification
| Name | beta-cypermethrin |
| CAS Number | 65731-84-2 |
| EINECS | 265-898-0 |
| FDA UNII | 2TF5M1O25X |
| Molecular Formula | C22 H19 Cl2 N O3 |
| Molecular Weight | 416.30203000 |
| Nikkaji Number | J307.470F |
| Beilstein | 8515821 |
| XlogP3 | 6.00 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 511.30 °C. @ 760.00 mm Hg (est) |
| Flash Point | 505.00 °F. TCC ( 263.00 °C. ) (est) |
| logP (o/w) | 6.050 |
| Soluble in | water, 0.001559 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | herbicides / pesticides |
| Recommendation for beta-cypermethrin usage levels up to | not for fragrance use. |
| Recommendation for beta-cypermethrin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
[(S)-
cyano-(3-phenoxyphenyl)methyl] (1R,3R)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, cyano(3-phenoxyphenyl)methyl ester, (1R-(1alpha(S*),3alpha))-
PubMed:
Identification of multiple small heat-shock protein genes in Plutella xylostella (L.) and their expression profiles in response to abiotic stresses.
PubMed:
Correlation between pesticide resistance and enzyme activity in the diamondback moth, Plutella xylostella.
PubMed:
Residue behaviour of six pesticides in button crimini during home canning.
PubMed:
Evaluation of the time-concentration-mortality responses of Plutella xylostella larvae to the interaction of Isaria fumosorosea with the insecticides beta-cypermethrin and Bacillus thuringiensis.
PubMed:
β-cypermethrin-induced acute neurotoxicity in the cerebral cortex of mice.
PubMed:
Fenpropathrin biodegradation pathway in Bacillus sp. DG-02 and its potential for bioremediation of pyrethroid-contaminated soils.
PubMed:
Characterization of Bactrocera dorsalis serine proteases and evidence for their indirect role in insecticide tolerance.
PubMed:
RNA interference of NADPH-cytochrome P450 reductase of the rice brown planthopper, Nilaparvata lugens, increases susceptibility to insecticides.
PubMed:
Determination of five pyrethroids in tea drinks by dispersive solid phase extraction with polyaniline-coated magnetic particles.
PubMed:
Attenuation of γ-aminobutyric acid (GABA) transaminase activity contributes to GABA increase in the cerebral cortex of mice exposed to β-cypermethrin.
PubMed:
Monooxygenase, a novel beta-cypermethrin degrading enzyme from Streptomyces sp.
PubMed:
Toxicities and synergistic effects of several insecticides against the oriental fruit fly (Diptera: Tephritidae).
PubMed:
Multiple glutathione S-transferase genes: identification and expression in oriental fruit fly, Bactrocera dorsalis.
PubMed:
Improved chemical control of Chagas disease vectors in the dry Chaco region.
PubMed:
Involvement of superoxide dismutase in oxidative stress in the oriental fruit fly, Bactrocera dorsalis: molecular cloning and expression profiles.
PubMed:
Genomic insights into the glutathione S-transferase gene family of two rice planthoppers, Nilaparvata lugens (Stål) and Sogatella furcifera (Horváth) (Hemiptera: Delphacidae).
PubMed:
Comparison of pyrethroid resistance in adults and larvae of Culex pipiens pallens (Diptera: Culicidae) from four field populations in China.
PubMed:
Insecticide toxicity to oriental fruit fly Bactrocera dorsalis (Diptera: Tephritidae) is influenced by environmental factors.
PubMed:
Isolation and characterization of a Sphingomonas sp. strain F-7 degrading fenvalerate and its use in bioremediation of contaminated soil.
PubMed:
Triatomicidal effect of new spot-on formulations applied to poultry in semi-field conditions.
PubMed:
Acute toxicities and sublethal effects of some conventional insecticides on Trichogramma chilonis (Hymenoptera: Trichogrammatidae).
PubMed:
[Qualitative and quantitative detections of pyrethroid pesticides by terahertz time-domain spectroscopy].
PubMed:
Differential susceptibilities of Brontispa longissima (Coleoptera: Hispidae) to insecticides in Southeast Asia.
PubMed:
Effect of home processing on the distribution and reduction of pesticide residues in apples.
PubMed:
Simultaneous determination of procymidone, pyridaben and beta-cypermethrin residues in tea solution by GC-ECD.
PubMed:
Short-term and transgenerational effects of the neonicotinoid nitenpyram on susceptibility to insecticides in two whitefly species.
PubMed:
Identification and expression profiles of nine glutathione S-transferase genes from the important rice phloem sap-sucker and virus vector Laodelphax striatellus (Fallén) (Hemiptera: Delphacidae).
PubMed:
Characterization of a versatile rhizospheric organism from cucumber identified as Ochrobactrum haematophilum.
PubMed:
First report on co-occurrence knockdown resistance mutations and susceptibility to beta-cypermethrin in Anopheles sinensis from Jiangsu Province, China.
PubMed:
[The detection of beta-cypermethrin during forensic chemical expertise of biological materials].
PubMed:
Purification and biochemical characterization of glutathione S-transferases from four field populations of Bactrocera dorsalis (Hendel) (Diptera: Tephritidae).
PubMed:
Bioremediation of β-cypermethrin and 3-phenoxybenzaldehyde contaminated soils using Streptomyces aureus HP-S-01.
PubMed:
Effects of beta-cypermethrin on male rat reproductive system.
PubMed:
Isolation and characterization of a fungus able to degrade pyrethroids and 3-phenoxybenzaldehyde.
PubMed:
Isomerization and biodegradation of beta-cypermethrin by Pseudomonas aeruginosa CH7 with biosurfactant production.
PubMed:
Impact of beta-cypermethrin on soil microbial community associated with its bioavailability: a combined study by isothermal microcalorimetry and enzyme assay techniques.
PubMed:
Insecticide resistance of the oriental fruit fly, Bactrocera dorsalis (Hendel) (Diptera: Tephritidae), in mainland China.
PubMed:
Biodegradation of beta-cypermethrin and 3-phenoxybenzoic acid by a novel Ochrobactrum lupini DG-S-01.
PubMed:
Biodegradation of fenvalerate and 3-phenoxybenzoic acid by a novel Stenotrophomonas sp. strain ZS-S-01 and its use in bioremediation of contaminated soils.
PubMed:
Enantioselective separation and zebrafish embryo toxicity of insecticide beta-cypermethrin.
PubMed:
Estrogenic activities of two synthetic pyrethroids and their metabolites.
PubMed:
Quantitative and qualitative changes of the carboxylesterase associated with beta-cypermethrin resistance in the housefly, Musca domestica (Diptera: Muscidae).
PubMed:
Biodegradation of beta-cypermethrin by two Serratia spp. with different cell surface hydrophobicity.
PubMed:
[Damage and control of Agrotis ypsilon on Scrophularia ningpoensis].
PubMed:
HPLC assay for characterizing alpha-cyano-3-phenoxybenzyl pyrethroids hydrolytic metabolism by Helicoverpa armigera (Hubner) based on the quantitative analysis of 3-phenoxybenzoic acid.
PubMed:
Simultaneous determination of nine pyrethroids in indoor insecticide products by capillary gas chromatography.
PubMed:
Beta-cypermethrin impairs reproductive function in male mice by inducing oxidative stress.
PubMed:
Acute toxic effects of three pesticides on Pseudomonas putida monitored by microcalorimeter.
PubMed:
[Antiandrogenic effects of cypermethrin and beta-cypermethrin].
PubMed:
The antiandrogenic activity of pyrethroid pesticides cyfluthrin and beta-cyfluthrin.
PubMed:
Aedes aegypti (Diptera: Culicidae): monitoring of populations to improve control strategies in Argentina.
PubMed:
Stereo and enantioselective degradation of beta-Cypermethrin and beta-Cyfluthrin in soil.
PubMed:
[Toxic effect of beta-cipermethrin, deltamethrin and fenitrothion in colonies of Triatoma dimidiata (Latreille, 1811) and Triatoma maculata (Erichson, 1848) (Hemiptera, Reduviidae)].
PubMed:
Inheritance of beta-cypermethrin resistance in the housefly Musca domestica (Diptera: Muscidae).
PubMed:
[Studies on preparation of CdS/TiO2/float pearls coupled photocatalyst and degradation of beta-cypermethrin].
PubMed:
Oil-in-water nanoemulsions for pesticide formulations.
PubMed:
[Effects of beta-cypermethrin on voltage-gated potassium channels in rat hippocampal CA3 neurons].
PubMed:
Comparative trial of effectiveness of pyrethroid insecticides against peridomestic populations of Triatoma infestans in northwestern Argentina.
PubMed:
High resistance to pyrethroid insecticides associated with ineffective field treatments in Triatoma infestans (Hemiptera: Reduviidae) from Northern Argentina.
PubMed:
[Levels of resistance to insecticides and their mechanisms in 2 strains of Aedes aegypti from Panama].
PubMed:
Genetic basis of resistance and studies on cross-resistance in a population of diamondback moth, Plutella xylostella (Lepidoptera: Plutellidae).
PubMed:
Stereo- and enantioselective determination of pesticides in soil by using achiral and chiral liquid chromatography in combination with matrix solid-phase dispersion.
PubMed:
Structure-activity relationship study of alkynyl ether insecticide synergists and the development of MB-599 (verbutin).
PubMed:
Field evaluation of a smoke-generating formulation containing beta-cypermethrin against the dengue vector in Argentina.
PubMed:
Investigation of acute toxicity of beta-cypermethrin on guppies Poecilia reticulata.
PubMed:
Thermal decomposition and isomerization of cis-permethrin and beta-cypermethrin in the solid phase.
PubMed:
Evaluation of Beauveria bassiana (hyphomycetes) strains as potential agents for control of Triatoma infestans (Hemiptera: Reduviidae).
PubMed:
Third instar nymphs of Rhodnius prolixus exposed to alpha-cyanopyrethroids: from hyperactivity to death.
PubMed:
Resistance to insecticides and effect of synergists on permethrin toxicity in Pediculus capitis (Anoplura: Pediculidae) from Buenos Aires.
PubMed:
Insecticide resistance and cross-resistance in the house fly (Diptera: Muscidae).
PubMed:
Insecticide resistance in Brazilian Triatoma infestans and Venezuelan Rhodnius prolixus.
PubMed:
A new tactic for Triatoma infestans control: fabrics impregnated with beta-cypermethrin.
PubMed:
[Evaluation of beta-cypermethrin for the control of Triatoma infestans].
PubMed:
Efficacy of some pyrethroids against a strain of the rabbit ear mite (Psoroptes cuniculi): an unusual cross-resistance pattern.