D2926

Diphenyleneiodonium chloride

≥98%, Nitric oxide synthetase inhibitor, powder

• Synonym(s): DPI, Dibenziodolium chloride
• Empirical Formula (Hill Notation): C₁₂H₈ClI
• CAS Number: 4673-26-1
• Molecular Weight: 314.55
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278032
• NACRES: NA.77
• MDL number: MFCD00214165
• Assay: ≥98%
• Form: powder

Properties

• Product Name: Diphenyleneiodonium chloride, ≥98%
• Quality Segment: 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

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.

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.

Safety Information

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