D2926

Diphenyleneiodonium chloride

≥98%

• Synonym(s): DPI, Dibenziodolium chloride
• Empirical Formula (Hill Notation): C₁₂H₈ClI
• CAS Number: 4673-26-1
• Molecular Weight: 314.55
• MDL number: MFCD00214165
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278032
• NACRES: NA.77

Properties

• Quality Level: 300
• 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)

Description

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
• 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)
• as an NADPH oxidase (NOX) inhibitor to study its effects on palmitate (PA)-induced sphere-forming ability of HepG2 (hepatocellular carcinoma) cells

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)