The solution stability at -80°C is not determined.
D2926
Diphenyleneiodonium chloride
≥98%
Synonym(s):
DPI, Dibenziodolium chloride
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10 MG
₹16,010.18
50 MG
₹41,394.80
About This Item
Empirical Formula (Hill Notation):
C12H8ClI
CAS Number:
Molecular Weight:
314.55
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
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Quality Level
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
human ... NOS1(4842) , NOS2(4843) , NOS2B(201288) , NOS2C(645740) , NOS3(4846)
mouse ... Pik3r1(18708)
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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.
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]
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Articles
DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research
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Will the solution stability of Product No. D2926, Diphenyleneiodonium chloride be extended if kept at -80°C?
1 answer-
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What is the solution stability of Product No. D2926, Diphenyleneiodonium chloride?
1 answer-
A stock solution of D2926 in DMSO can be stored at -20°C for up to 3 months.
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Product No. D2926 is an inhibitor of nitric oxide synthase (NOS). Does Sigma-Aldrich offer any other NOS inhibitors?
1 answer-
We do offer other inhibitors of NOS, such as Product Nos. M7033 (NG-Methyl-L-arginine) and A7009 (Aminoguanidine).
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What is the Department of Transportation shipping information for this product?
1 answer-
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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How should Product No. D2926, Diphenyleneiodonium chloride be dissolved?
1 answer-
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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