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253300

Deltamethrin

Synthetic type II pyrethroid. Potent inhibitor of calcineurin. Causes an increase in neurotransmitter release at synapses, and increases intrasynaptosomal Ca2+ levels.

Synonym(s):

Deltamethrin, (S)-α-Cyano-3-phenoxybenzyl(1R)- cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate, (S)-α-Cyano-3-phenoxybenzyl(1R)-cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate

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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
MDL number:
MFCD00870122
Assay:
≥98% (TLC)
Form:
solid
Storage condition:
OK to freeze
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description

Merck USA index - 14, 2883

Quality Segment

100

assay

≥98% (TLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white

solubility

ethanol: 1 mg/mL, DMSO: 15 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

BrC(=C[C@H]1[C@H](C1(C)C)C(=O)O[C@@H](c2cc(ccc2)Oc3ccccc3)C#N)Br

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

General description

Synthetic type II pyrethroid insecticide. Potent inhibitor of calcineurin (protein phosphatase 2B, IC50 = 100 pM). May also have varied effects on ion channels. Causes an increase in neurotransmitter release at synapses and also increases intrasynaptosomal Ca2+ levels.
Synthetic type II pyrethroid. Potent inhibitor of calcineurin (protein phosphatase 2B; IC50 = 100 pM). May also have varied effects on ion channels. Causes an increase in neurotransmitter release at synapses, and increases intrasynaptosomal Ca2+ levels.

Biochem/physiol Actions

Cell permeable: no
Primary Target
protein phosphatase 2B
Product does not compete with ATP.
Reversible: no
Target IC50: 100 pM against calcineurin (protein phosphatase 2B)

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C. Avoid acid or alkali conditions.

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Richter, A., et al. 1995. Biochem. Pharmacol.49, 367.
Enan, E., and Matsumura, F. 1993. Biochem. Pharmacol. 45, 703.
Enan, E., and Matsumura, F. 1992. Biochem. Pharmacol.43, 1777.
Narahasi, T. 1992. Trends Pharmacol. Sci.13, 236.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Highly Toxic (H)

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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

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

212.0 °F - closed cup

flash_point_c

100 °C - closed cup

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