4673-26-1 Usage
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
Different sources of media describe the Uses of 4673-26-1 differently. You can refer to the following data:
1. 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
2. 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
3. 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.
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
Check Digit Verification of cas no
The CAS Registry Mumber 4673-26-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,6,7 and 3 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 4673-26:
(6*4)+(5*6)+(4*7)+(3*3)+(2*2)+(1*6)=101
101 % 10 = 1
So 4673-26-1 is a valid CAS Registry Number.
InChI:InChI=1/C12H8I.ClH/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11;/h1-8H;1H
4673-26-1Relevant articles and documents
Dialkylcarbamoyl(diaryl)iodanes
Kotali, Elvira,Varvoglis, Anastassios
, p. 2759 - 2764 (2007/10/02)
A series of the title compounds (5) have been prepared.Their physical properties suggest covalent character for the iodine-sulphur bond, and the most interesting chemical property of these compounds is the decomposition to aryl dithiocarbamates (6).One iodane shows considerable antimicrobial activity.