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Safety Information

D9315

Sigma-Aldrich

Deltamethrin

≥98%

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About This Item

Empirical Formula (Hill Notation):
C22H19Br2NO3
CAS Number:
52918-63-5
Molecular Weight:
505.20
Beilstein:
6746312
EC Number:
258-256-6
MDL number:
MFCD00870122
UNSPSC Code:
12352200
PubChem Substance ID:
24724471
NACRES:
NA.77

Quality Level

100

Assay

≥98%

form

solid

storage temp.

−20°C

SMILES string

CC1(C)[C@@H](\C=C(\Br)Br)[C@H]1C(=O)O[C@H](C#N)c2cccc(Oc3ccccc3)c2

InChI

1S/C22H19Br2NO3/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/t17-,18+,20-/m0/s1

InChI key

OWZREIFADZCYQD-NSHGMRRFSA-N

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Application

Deltamethrin has been used to study its effect:
  • as a PP2A/PPP3CA inhibitor by treating HEK293 (human embryonic kidney cells) Tau-BiFC cells
  • on the innate immunity in rainbow trout
  • on the molecular stress level in black tiger shrimp Penaeus monodon

Biochem/physiol Actions

Deltamethrin is a type II semi-synthetic pyrethrin, which acts as a potent inhibitor of calcineurin (protein phosphatase 2B) and has an IC50 of about 100 pM. This inhibitory action results in cellular hyperexcitability by causing non-mutated calcium channels to remain open for an extended period of time allowing an abundance of Ca2+ to enter the cell. Some sodium channel mutations such as the L993F mutation in Xenopus oocytes show decreased sensitivity to deltamethrin.

Pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

Signal Word

Danger

Hazard Statements

H301 + H331,H410

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1

WGK

WGK 3

Flash Point(F)

212.0 °F

Flash Point(C)

100 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

新产品

Certificates of Analysis (COA)

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Yuhang Hong et al.
Environmental toxicology (2020-08-07)
Pyrethroid pesticides are applied to both agricultural and aquacultural industries for pest control. However, information of their impact on the commercial important freshwater crayfish, Procambarus clarkii is scarce. Therefore, the present study aimed to characterize to effects of a commonly
Transcriptome analyses of chronic traumatic encephalopathy show alterations in protein phosphatase expression associated with tauopathy
Seo JS, et al.
Experimental & Molecular Medicine, 49(5), e333-e333 (2017)
Oxidative stress, protein carbonylation and heat shock proteins in the black tiger shrimp, Penaeus monodon, following exposure to endosulfan and deltamethrin
Dorts J, et al.
Environmental Toxicology and Pharmacology, 28(2), 302-310 (2009)
Jason R Richardson et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 29(5), 1960-1972 (2015-01-30)
Attention-deficit hyperactivity disorder (ADHD) is estimated to affect 8-12% of school-age children worldwide. ADHD is a complex disorder with significant genetic contributions. However, no single gene has been linked to a significant percentage of cases, suggesting that environmental factors may
E Enan et al.
Biochemical pharmacology, 43(8), 1777-1784 (1992-04-15)
The inhibitory action of synthetic pyrethroids and some chlorinated hydrocarbon insecticides on the neural calcium-calmodulin-dependent protein phosphatase, calcineurin, was studied using one radiotracer and two colorimetric methods. It was found that all insecticidal Type II pyrethroids (cypermethrin, deltamethrin and fenvalerate)
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