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D9315

Sigma-Aldrich

Deltamethrin

≥98%

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About This Item

Empirical Formula (Hill Notation):
C22H19Br2NO3
CAS Number:
Molecular Weight:
505.20
Beilstein/REAXYS Number:
6746312
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

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_germany

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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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