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Merck
CN

D9315

Deltamethrin

≥98%

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About This Item

Empirical Formula (Hill Notation):
C22H19Br2NO3
CAS Number:
52918-63-5
Molecular Weight:
505.20
UNSPSC Code:
12352200
NACRES:
NA.77
PubChem Substance ID:
24724471
EC Number:
258-256-6
Beilstein/REAXYS Number:
6746312
MDL number:
MFCD00870122
Assay:
≥98%
Form:
solid
Quality level:
100

Key Documents

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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

SMILES string

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

assay

≥98%

form

solid

storage temp.

−20°C

Quality Level

100

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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

signalword

Danger

Hazard Classifications

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

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

212.0 °F - closed cup

flash_point_c

100 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBW9630V
MKBV5402V
MKBT0964V
MKBS4111V
SLBB8925V

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John Bradley et al.
Malaria journal, 14, 170-170 (2015-04-22)
There have been many recent reports that the rate of outdoor biting by malaria vectors has increased. This study examined the impact this might have on malaria transmission by assessing the association between exposure to outdoor bites and malaria infection
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
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
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)
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