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Merck

D2926

Sigma-Aldrich

Diphenyleneiodonium chloride

≥98%

Sinónimos:

DPI, Dibenziodolium chloride

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10 MG
139,00 €
50 MG
557,00 €

139,00 €


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10 MG
139,00 €
50 MG
557,00 €

About This Item

Fórmula empírica (notación de Hill):
C12H8ClI
Número de CAS:
Peso molecular:
314.55
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77

139,00 €


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Nivel de calidad

Ensayo

≥98%

Formulario

powder

mp

278 °C

solubilidad

DMSO: 9.80-10.20 mg/mL, clear, colorless to faintly yellow

temp. de almacenamiento

room temp

cadena SMILES

[Cl-].[I+]1c2ccccc2-c3ccccc13

InChI

1S/C12H8I.ClH/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11;/h1-8H;1H/q+1;/p-1

Clave InChI

FCFZKAVCDNTYID-UHFFFAOYSA-M

Información sobre el gen

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Aplicación

Diphenyleneiodonium chloride has been used as an NOX inhibitor:
  • to study its effects on the reactive oxygen species (ROS) levels and also its inhibitory effects on killing tumor cells by neutrophils isolated from clinical malignant pleural effusion (MPE) samples[1]
  • as a nicotinamide adenine dinucleotide phosphate (NADPH) oxidase inhibitor to confirm the variation in inflammation was secondary to overproduction of reactive oxygen species (ROS) in cells treated with doxorubicin (DOX) + flagellin (FL)[2]
  • as an NADPH oxidase (NOX) inhibitor to study its effects on palmitate (PA)-induced sphere-forming ability of HepG2 (hepatocellular carcinoma) cells[3]

Acciones bioquímicas o fisiológicas

A potent and reversible inhibitor of nitric oxide synthetase from macrophages and endothelial cells. Also inhibits other flavoenzymes such as neutrophil NADPH oxidase.
A potent reversible nitric oxide synthetase inhibitor from macrophages and endothelial cells.
Diphenyleneiodonium (DPI) can affect mitochondrial function. DPI can block neuron degeneration in Parkinson′s disease. It provides neuroprotection following focal cerebral ischemia. DPI can induce a chemo-quiescence phenotype in cancer stem-like cells, effectively inhibiting their proliferation.[4]

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


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Preguntas

1–5 de 5 Preguntas  
  1. Will the solution stability of Product No. D2926, Diphenyleneiodonium chloride be extended if kept at -80°C?

    1 respuesta
    1. The solution stability at -80°C is not determined.

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  2. Product No. D2926 is an inhibitor of nitric oxide synthase (NOS). Does Sigma-Aldrich offer any other NOS inhibitors?

    1 respuesta
    1. We do offer other inhibitors of NOS, such as Product Nos. M7033 (NG-Methyl-L-arginine) and A7009 (Aminoguanidine).

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  3. What is the Department of Transportation shipping information for this product?

    1 respuesta
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  4. What is the solution stability of Product No. D2926, Diphenyleneiodonium chloride?

    1 respuesta
    1. A stock solution of D2926 in DMSO can be stored at -20°C for up to 3 months.

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  5. How should Product No. D2926, Diphenyleneiodonium chloride be dissolved?

    1 respuesta
    1. Product D2926 is soluble in DMSO at a concentration of 10 mg/mL, with strong heating. It is also easily soluble at 2.4 mg/mL in DMSO, in 0.1N NaOH (at 0.5 mg/mL), in 0.1N HCl (at 0.2 mg/mL), in ethanol (at 0.2 mg/mL) or in water (0.2 mg/mL). Stock solutions can be prepared at 10 mM in DMSO, according to O'Donnell, V. B., et al., Studies on the Inhibitory Mechanism of Iodonium Compounds with Special Reference to Neutrophil NADPH Oxidase. Biochem. J., 290(pt 1), 41-49 (1993), or at 3 x 10-8 to 3 x 10-6 M in a 5% glucose solution according to Wang, Y. X., et al., Inhibitory Actions of Diphenyleneiodonium on Endothelium-dependent Vasodilatations In Vitro and In Vivo. Br. J.Pharmacol., 110(3), 1232-1238 (1993).

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