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HomeProduct name listDIPHENYLENEIODONIUM CHLORIDE

DIPHENYLENEIODONIUM CHLORIDE

Synonym(s):Dibenziodolium chloride;DPI

  • CAS NO.:4673-26-1
  • Empirical Formula: C12H8ClI
  • Molecular Weight: 314.55
  • MDL number: MFCD00214165
  • EINECS: 251-228-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-08 20:21:46
DIPHENYLENEIODONIUM CHLORIDE Structural

What is DIPHENYLENEIODONIUM CHLORIDE?

Description

Diphenyleneiodonium (DPI) is an inhibitor of NADPH oxidase (NOX; EC50 = 0.1 μM in HeLa cells). It also inhibits nitric oxide synthase (NOS; IC50 = 0.05 μM in isolated mouse peritoneal macrophages). DPI (10, 50, and 100 μM) induces the production of reactive oxygen species (ROS) in, and apoptosis of, human umbilical vein endothelial cells (HUVECs). It inhibits NETosis induced by phorbol 12-myristate 13-acetate (PMA; ) in isolated human neutrophils when used at a concentration of 10 μM. DPI (2 mg/kg) reduces tumor growth in HT-29 and LS 174T colon cancer mouse xenograft models.

Chemical properties

Crystalline Solid

The Uses of DIPHENYLENEIODONIUM CHLORIDE

Diphenyleneiodonium Chloride binds strongly to flavoproteins and thus inhibits NO synthase, NADG reductase and NADPH oxidase. Diphenyleneiodonium Chloride solubility: 5 mg in 1.7 mL of H2O:DMSO 40:60; 10 mg in 1.1 mL H2O:DMSO 10:90

The Uses of DIPHENYLENEIODONIUM CHLORIDE

Binds strongly to flavoproteins and thus inhibits NO synthase, NADG reductase and NADPH oxidase. Solubility: 5 mg in 1.7 mL of H2O:DMSO 40:60; 10 mg in 1.1 mL H2O:DMSO 10:90

The Uses of DIPHENYLENEIODONIUM CHLORIDE

Diphenyleneiodonium Chloride binds strongly to flavoproteins and thus inhibits NO synthase, NADG reductase and NADPH oxidase.Diphenyleneiodonium Chloride solubility: 5 mg in 1.7 mL of H2O:DMSO 40:60; 10 mg in 1.1 mL H2O:DMSO 10:90

What are the applications of Application

Diphenyleneiodonium chloride is an inhibitor of NOS2 (iNOS), NOS3 (eNOS), and neutrophil NADPH oxidase.

Definition

ChEBI: An organic chloride salt having dibenziodolium as the counterion.

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.

storage

Desiccate at -20°C

References

1) Stuehr?et al.?(1991),?Inhibition of macrophage and endothelial cell nitric oxide synthase by diphenyleneiodonium and its analogs; FASEB J.,?5?98 2) Yea?et al.?(1990),?Purification and some properties of the 45 kDa diphenylene iodonium-binding flavoprotein of neutrophil NADPH oxidase; Biochem. J.,?265?95 3) Ye?et al.?(2014),?Identification of a novel small-molecule agonist for human G protein-coupled receptor 3; J. Pharmacol. Exp. Ther.,?349?4371 4) Mendes?et al.?(2001),?Diphenyleneiodonium inhibits NF-kappaB activation and iNOS expression induced by IL-1beta: involvement of reactive oxygen species; Mediators Inflamm.,?10?209 5) Kono?et al.?(2001),?Diphenyleneiodonium sulfate, an NADPH oxidase inhibitor, prevents early alcohol-induced liver injury in the rat;?Am. J. Physiol. Gastrointest. Liver Physiol.,?280?G1005

Properties of DIPHENYLENEIODONIUM CHLORIDE

Melting point: 312-322 °C
storage temp.  room temp
solubility  Soluble in DMSO (up to 5 mg/ml with warming)
form  Powder
color  Off-white
Stability: Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months.

Safety information for DIPHENYLENEIODONIUM CHLORIDE

Computed Descriptors for DIPHENYLENEIODONIUM CHLORIDE

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