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C2237

Sigma-Aldrich

Cypermethrin

≥98% (HPLC)

Synonym(s):

α-Cyano-(3-phenoxy­phenyl)­methyl 3-(2,2-dichloro­vinyl)-2,2-dimethyl­cyclo­pro­pane­carboxylate

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About This Item

Empirical Formula (Hill Notation):
C22H19Cl2NO3
CAS Number:
52315-07-8
Molecular Weight:
416.30
EC Number:
257-842-9
MDL number:
MFCD00055328
UNSPSC Code:
12352200
PubChem Substance ID:
329774982

assay

≥98% (HPLC)

Storage temp.

−20°C

SMILES string

CC1(C)C(\C=C(\Cl)Cl)C1C(=O)OC(C#N)c2cccc(Oc3ccccc3)c2

InChI

1S/C22H19Cl2NO3/c1-22(2)17(12-19(23)24)20(22)21(26)28-18(13-25)14-7-6-10-16(11-14)27-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3

Inchi Key

KAATUXNTWXVJKI-UHFFFAOYSA-N

Biochem/physiol Actions

Type II pyrethrin. A potent inhibitor of calcineurin (protein phosphatase 2B).

signalword

Warning

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 2 - STOT SE 3

target_organs

Nervous system, Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

212.0 °F - closed cup

flash_point_c

100 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Benjamin A Elser et al.
Toxicological sciences : an official journal of the Society of Toxicology, 175(2), 182-196 (2020-03-20)
Prenatal exposure to cypermethrin is a risk factor for adverse neurodevelopmental outcomes in children. In addition, maternal psychological stress during pregnancy has significant effects on fetal neurodevelopment and may influence end-stage toxicity to offspring by altering maternal xenobiotic metabolism. As
George P Lahm et al.
Bioorganic & medicinal chemistry letters, 15(22), 4898-4906 (2005-09-17)
A novel class of anthranilic diamides has been discovered with exceptional insecticidal activity on a range of Lepidoptera. These compounds have been found to exhibit their action by release of intracellular Ca2+ stores mediated by the ryanodine receptor. The discovery
Hassane Adakal et al.
Experimental & applied acarology, 59(4), 483-491 (2012-09-13)
Traditional systems account for 95 % of the livestock produced in Burkina Faso. Tick infestation hampers livestock productivity in this area. However, little information exists on tick-control practices used by livestock farmers. We interviewed 60 stockbreeders working in traditional farming systems
Valentina Sechi et al.
Environmental pollution (Barking, Essex : 1987), 184, 586-596 (2013-11-10)
A soil multi-species, SMS, experimental test system consisting of the natural microbial community, five collembolan species and a predatory mite along with either Enchytraeus crypticus or the earthworm Eisenia fetida were exposed to α-cypermethrin. A comparison of the performance of
M L Groner et al.
Journal of fish diseases, 36(3), 195-208 (2012-11-06)
Sea lice, Lepeophtheirus salmonis, are ectoparasites of farmed and wild salmonids. Infestations can result in significant morbidity and mortality of hosts in addition to being costly to control. Integrated pest management programmes have been developed to manage infestations, and in
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