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Esfenvalerate

Catalog No. T19751   CAS 66230-04-4
Synonyms: A alpha, Asana, Halmark

Esfenvalerate (Asana) is a widely used insecticide.

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Esfenvalerate Chemical Structure
Esfenvalerate, CAS 66230-04-4
Pack Size Availability Price/USD Quantity
50 mg In stock $ 41.00
100 mg In stock $ 66.00
1 mL * 10 mM (in DMSO) In stock $ 50.00
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Purity: 99.86%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Esfenvalerate (Asana) is a widely used insecticide.
In vitro Esfenvalerate (S,S-fenvalerate) and its main metabolites [3-phenoxybenzaldehyde (PBAld), 3-phenoxybenzoic acid (PBAc), 3-phenoxybenzyl alcohol (PBAlc), and 2-(4-chlorophenyl)-3-methylbutyric acid (CLAc)] were quantitatively analyzed by a validated method in triplicate experiments. All the strains (Penicillium raistrickii CBMAI 931, Aspergillus sydowii CBMAI 935, Cladosporium sp. CBMAI 1237, Microsphaeropsis sp. CBMAI 1675, Acremonium sp. CBMAI 1676, Westerdykella sp. CBMAI 1679, and Cladosporium sp. CBMAI 1678) were able to degrade esfenvalerate, however, with different efficiencies. Initially, 100 mg L(-1) esfenvalerate (Sumidan 150SC) was added to each culture in 3 % malt liquid medium. Residual esfenvalerate (64.8-95.2 mg L(-1)) and the concentrations of PBAc (0.5-7.4 mg L(-1)), ClAc (0.1-7.5 mg L(-1)), and PBAlc (0.2 mg L(-1)) were determined after 14 days. In experiments after 7, 14, 21, and 28 days of biodegradation with the three most efficient strains, increasing concentrations of the toxic compounds PBAc (2.7-16.6 mg L(-1), after 28 days) and CLAc (6.6-13.4 mg L(-1), after 28 days) were observed. A biodegradation pathway was proposed, based on HPLC-ToF results. The biodegradation pathway includes PBAld, PBAc, PBAlc, ClAc, 2-hydroxy-2-(3-phenoxyphenyl)acetonitrile, 3-(hydroxyphenoxy)benzoic acid, and methyl 3-phenoxy benzoate. Marine-derived fungi were able to biodegrade esfenvalerate in a commercial formulation and showed their potential for future bioremediation studies in contaminated soils and water bodies.
In vivo Fenvalerate (FV), an extensively used synthetic pyrethroid, is a typical chiral pesticide. The most insecticidally active enantiomer of FV, esfenvalerate (ESFV), also has been marketed and widely used. In this study, the toxicological sensitivity and bioaccumulation of FV and ESFV in earthworms were assessed. The results showed that FV was less toxic than ESFV, but more accumulated in earthworms. ESFV was at least 4 times more toxic to earthworms than FV according to the filter paper contact toxicity test and the artificial soil test. Enantiospecific induction in oxidative stress was observed in earthworms exposed to FV and ESFV. The bioaccumulation of FV and ESFV in earthworm tissues was also enantioselective, preferentially accumulating FV. The uptake of ESFV by earthworms was lower than that of FV, so that the biota to soil accumulation factor (BSAF) value of ESFV was lower than that of FV. Our findings suggest that the enantioselective toxicity and bioaccumulation of chiral pesticides should be considered for evaluating ecological risks of these compounds to non-target organisms[1].
Synonyms A alpha, Asana, Halmark
Molecular Weight 419.9
Formula C25H22ClNO3
CAS No. 66230-04-4

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 100 mg/mL (238.15 mM), Sonication is recommended.

TargetMolReferences and Literature

1. Ye X, Xiong K, Liu J. Comparative toxicity and bioaccumulation of fenvalerate and esfenvalerate to earthworm Eisenia fetida. J Hazard Mater. 2016 Jun 5;310:82-8. doi: 10.1016/j.jhazmat.2016.02.010. Epub 2016 Feb 6. PubMed PMID: 26900980. 2. Birolli WG, Alvarenga N, Seleghim MH, Porto AL. Biodegradation of the Pyrethroid Pesticide Esfenvalerate by Marine-Derived Fungi. Mar Biotechnol (NY). 2016 Aug;18(4):511-20. doi: 10.1007/s10126-016-9710-z. Epub 2016 Jul 6. PubMed PMID: 27381569. 3. Adelsbach TL, Tjeerdema RS. Chemistry and fate of fenvalerate and esfenvalerate. Rev Environ Contam Toxicol. 2003;176:137-54. Review. PubMed PMID: 12442505. 4. Tian K, Liu D, Yuan Y, Li M, Qiu X. CYP6B6 is involved in esfenvalerate detoxification in the polyphagous lepidopteran pest, Helicoverpa armigera. Pestic Biochem Physiol. 2017 May;138:51-56. doi: 10.1016/j.pestbp.2017.02.006. Epub 2017 Mar 1. PubMed PMID: 28456304.

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Keywords

Esfenvalerate 66230-04-4 Others Inhibitor inhibit A alpha Asana Halmark inhibitor

 

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