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Merck
CN

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

Key Documents

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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).

Signal Word

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

212.0 °F - closed cup

Flash Point(C)

100 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

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

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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
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
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
T Martin et al.
Journal of economic entomology, 107(2), 684-690 (2014-04-30)
For > 20 yr, Bemisia tabaci Gennadius persists as a begomovirus vector and is a serious problem in tomato production in many parts of the world. In tropical countries, the use of netting to protect horticultural crops has proven to
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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