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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

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Certificates of Analysis (COA)

Lot/Batch Number
090M1632
040M1168
079K1761
049K1567
108K1391

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Wanwisa Wongmaneepratip et al.
Food chemistry, 343, 128480-128480 (2020-11-08)
To study the migration of pyrethroids (cypermethrin, deltamethrin, fenvalerate, and permethrin) from growth media (soil or water) to mung bean sprouts, pyrethroid residues were quantified using polystyrene-magnetic nanoparticles and HPLC-PDA. Pyrethroids reductions in growth media followed a double-exponential decline model
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
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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