DIPHENYLENEIODONIUM CHLORIDE Chemical Properties

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

Hazard Codes 

Xi

Risk Statements 

36

Safety Statements 

26

WGK Germany 

3

HS Code 

29310099

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

DIPHENYLENEIODONIUM CHLORIDE Usage And Synthesis

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

Uses

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

Uses

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

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

DIPHENYLENEIODONIUM CHLORIDE(4673-26-1)Related Product Information

• 4-tert-Butyltoluene
• 4'-tert-Butylacetophenone
• 1,3-benzoxazol-2-yl 3-benzyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl sulfide
• Acetamidine hydrochloride
• DICHLOFLUANID
• Triethyl phosphate
• Polypropylenglycol diglycidyl ether
• Food grade calcium chloride
• Nitrite
• DPI,DPI CHLORIDE,DIPHENYLENEIODONIUM CHLORIDE
• DPI
• DPI CHLORIDE,DPI,DIPHENYLENEIODONIUM CHLORIDE
• DPI 201-106
• DPI SULFATE
• DPI
• S-(-)-DPI-201-106,DPI-205-430
• Dendrotoxin I (DTX-I), DPI
• DPI-205-429,R-(+)-DPI-201-106