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Merck
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Documentos clave

253300

Sigma-Aldrich

Deltamethrin

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

Sinónimos:

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

Fórmula empírica (notación de Hill):
C22H19Br2NO3
Número de CAS:
52918-63-5
Peso molecular:
505.20
Número MDL:
MFCD00870122
Código UNSPSC:
12352200
NACRES:
NA.77

Nivel de calidad

100

Ensayo

≥98% (TLC)

Formulario

solid

fabricante / nombre comercial

Calbiochem®

condiciones de almacenamiento

OK to freeze

color

white

solubilidad

ethanol: 1 mg/mL
DMSO: 15 mg/mL

Condiciones de envío

ambient

temp. de almacenamiento

2-8°C

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

Clave InChI

OWZREIFADZCYQD-NSHGMRRFSA-N

Descripción general

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.

Acciones bioquímicas o fisiológicas

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)

Advertencia

Toxicity: Highly Toxic (H)

Reconstitución

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

Otras notas

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.

Información legal

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

Pictogramas

Skull and crossbonesEnvironment
GHS06,GHS09

Palabra de señalización

Danger

Frases de peligro

H301 + H331,H410

Clasificaciones de peligro

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

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

212.0 °F - closed cup

Punto de inflamabilidad (°C)

100 °C - closed cup

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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T Narahashi
Trends in pharmacological sciences, 13(6), 236-241 (1992-06-01)
The mechanisms of action of neuroactive insecticides on the nervous system has been studied for many years. It is now well established that severe neurological symptoms of poisoning with pyrethroids and DDT in mammals and insects are the result of
A Richter et al.
Biochemical pharmacology, 49(3), 367-373 (1995-01-31)
The ability of the immunosuppressive agent FK506 to affect growth of the epidermal growth factor-receptor (EGF-R) overexpressing cell line, A431, was compared with that of the structurally unrelated immunosuppressive compound, cyclosporin A (CyA). Both were shown to inhibit growth, although
E Enan et al.
Biochemical pharmacology, 45(3), 703-710 (1993-02-09)
We have investigated the effects of a type II pyrethroid insecticide, deltamethrin, on changes in the protein phosphorylation pattern associated with neurotransmitter release in rat brain synaptosomal preparations. Deltamethrin was found to stimulate directly the activity of the protein kinase
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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