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D2926

Sigma-Aldrich

Diphenyleneiodonium chloride

≥98%

Synonyme(s) :

DPI, Dibenziodolium chloride

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About This Item

Formule empirique (notation de Hill):
C12H8ClI
Numéro CAS:
4673-26-1
Poids moléculaire :
314.55
Numéro MDL:
MFCD00214165
Code UNSPSC :
12352200
ID de substance PubChem :
24278032
Nomenclature NACRES :
NA.77

Niveau de qualité

300

Pureté

≥98%

Forme

powder

Pf

278 °C

Solubilité

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

Température de stockage

room temp

Chaîne 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

Clé InChI

FCFZKAVCDNTYID-UHFFFAOYSA-M

Informations sur le gène

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
  • 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

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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