DIPHENYLENEIODONIUM CHLORIDE

DIPHENYLENEIODONIUM CHLORIDE Basic information
Product Name:DIPHENYLENEIODONIUM CHLORIDE
Synonyms:Diphenyleneiodonium chlorideDibenziodolium chloride;DiphenyleneiodoniuM chloride, 97+% 25MG;Dibenz[b,d]iodoliuM Chloride;DIBENZIODOLIUM CHLORIDE;DPI;DPI CHLORIDE;DIPHENYLENEIODONIUM CHLORIDE;[1,1'-BIPHENYL]-2,2'-DIYLIODONIUM CHLORIDE
CAS:4673-26-1
MF:C12H8ClI
MW:314.55
EINECS:
Product Categories:All Inhibitors;Inhibitors;Nitric Oxide Reagents;Nitric Oxide
Mol File:4673-26-1.mol
DIPHENYLENEIODONIUM CHLORIDE Structure
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 Information
ProviderLanguage
ACROS English
SigmaAldrich English
DIPHENYLENEIODONIUM CHLORIDE Usage And Synthesis
DescriptionDiphenyleneiodonium (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 PropertiesCrystalline Solid
UsesDiphenyleneiodonium 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
UsesBinds 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
UsesDiphenyleneiodonium 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
DefinitionChEBI: An organic chloride salt having dibenziodolium as the counterion.
Biochem/physiol ActionsA potent and reversible inhibitor of nitric oxide synthetase from macrophages and endothelial cells. Also inhibits other flavoenzymes such as neutrophil NADPH oxidase.
storageDesiccate at -20°C
References1) 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 Preparation Products And Raw materials
Acetamidine hydrochloride DICHLOFLUANID Triethyl phosphate 4-tert-Butyltoluene 4'-tert-Butylacetophenone Polypropylenglycol diglycidyl ether Nitrite 1,3-benzoxazol-2-yl 3-benzyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl sulfide Food grade calcium chloride S-(-)-DPI-201-106,DPI-205-430 DPI DPI,DPI CHLORIDE,DIPHENYLENEIODONIUM CHLORIDE DPI-205-429,R-(+)-DPI-201-106 DPI 201-106 DPI CHLORIDE,DPI,DIPHENYLENEIODONIUM CHLORIDE DPI Dendrotoxin I (DTX-I), DPI DPI SULFATE

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