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D2926

Diphenyleneiodonium chloride

≥98%, Nitric oxide synthetase inhibitor, powder

Sinónimos:

DPI, Dibenziodolium chloride

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Tamaño de envaseSKUDisponibilidadPrecio
10 mg
Comprobar disponibilidad del carrito
$196.000
50 mg
Comprobar disponibilidad del carrito
$388.000

Acerca de este artículo

Fórmula empírica (notación de Hill):
C12H8ClI
Número CAS:
Peso molecular:
314.55
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98%
Form:
powder

$196.000


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Nombre del producto

Diphenyleneiodonium chloride, ≥98%

Quality Segment

assay

≥98%

form

powder

mp

278 °C

solubility

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

storage temp.

room temp

SMILES string

[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

InChI key

FCFZKAVCDNTYID-UHFFFAOYSA-M

Gene Information

Application

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]

Biochem/physiol Actions

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]

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Este artículo
300260M104M0639
assay

≥98%

assay

≥97% (HPLC)

assay

≥98% (HPLC)

assay

≥98%

form

powder

form

crystalline solid

form

powder

form

powder

Quality Level

300

Quality Level

100

Quality Level

100

Quality Level

200

storage temp.

room temp

storage temp.

−20°C

storage temp.

room temp

storage temp.

room temp

solubility

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

solubility

DMSO: 5 mg/mL

solubility

deionized water: ≥20 mg/mL

solubility

chloroform: methanol (1:1): 50 mg/mL, clear, colorless to faintly yellow

Gene Information

human ... NOS1(4842), NOS2(4843), NOS2B(201288), NOS2C(645740), NOS3(4846)
mouse ... Pik3r1(18708)

Gene Information

-

Gene Information

human ... CHRM1(1128), CHRM2(1129), CHRM3(1131), CHRM4(1132), CHRM5(1133)

Gene Information

human ... NR3C1(2908)
rat ... Nr3c1(24413)


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Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Artículos

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research






Número de artículo de comercio global

SKUGTIN
D2926-50MG04061833562727
D2926-10MG04061838445940

Questions

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

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

      Helpful?

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

    1 answer
    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).

      Helpful?

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

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

      Helpful?

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

    1 answer
    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.

      Helpful?

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

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

      Helpful?

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