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Diphenyleneiodonium Chloride (DPI) is an organic chloride salt with dibenziodolium as the counterion, characterized as a crystalline solid. It is a potent inhibitor of NADPH oxidase (NOX) and nitric oxide synthase (NOS), and is known to induce the production of reactive oxygen species (ROS) and apoptosis in certain cell types. DPI also demonstrates the ability to inhibit NETosis in human neutrophils and reduce tumor growth in specific colon cancer mouse xenograft models.

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  • 4673-26-1 Structure
  • Basic information

    1. Product Name: DIPHENYLENEIODONIUM CHLORIDE
    2. 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
    3. CAS NO:4673-26-1
    4. Molecular Formula: C12H8I*Cl
    5. Molecular Weight: 314.55
    6. EINECS: N/A
    7. Product Categories: All Inhibitors;Inhibitors;Nitric Oxide Reagents;Nitric Oxide
    8. Mol File: 4673-26-1.mol
  • Chemical Properties

    1. Melting Point: 312-322 °C
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: Off-white/Powder
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: -20°C
    8. Solubility: Soluble in DMSO (up to 5 mg/ml with warming)
    9. 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.
    10. CAS DataBase Reference: DIPHENYLENEIODONIUM CHLORIDE(CAS DataBase Reference)
    11. NIST Chemistry Reference: DIPHENYLENEIODONIUM CHLORIDE(4673-26-1)
    12. EPA Substance Registry System: DIPHENYLENEIODONIUM CHLORIDE(4673-26-1)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36
    3. Safety Statements: 26
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 4673-26-1(Hazardous Substances Data)

4673-26-1 Usage

Uses

1. Used in Cellular and Molecular Research:
Diphenyleneiodonium Chloride is used as an inhibitor for [flavoproteins, NO synthase, NADG reductase, and NADPH oxidase] to study their roles in various cellular processes and pathways.
2. Used in Solubility Studies:
DPI is used to determine its solubility in different solvent systems, such as H2O:DMSO mixtures, for [optimizing experimental conditions and ensuring proper compound concentrations].
3. Used in Cancer Research:
In the field of cancer research, Diphenyleneiodonium Chloride is used as a potential therapeutic agent for [inhibiting tumor growth] in HT-29 and LS 174T colon cancer mouse xenograft models.
4. Used in Investigating Reactive Oxygen Species (ROS) Production:
DPI is utilized in research to induce the production of ROS in human umbilical vein endothelial cells (HUVECs) for [studying the effects of ROS on cellular processes and potential therapeutic applications].
5. Used in Neutrophil Function Studies:
Diphenyleneiodonium Chloride is used as an inhibitor of NETosis induced by phorbol 12-myristate 13-acetate (PMA) in isolated human neutrophils, aiding in [understanding the mechanisms and regulation of neutrophil function in immune responses].

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

4673-26-1 Well-known Company Product Price

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  • Sigma

  • (D2926)  Diphenyleneiodonium chloride  ≥98%

  • 4673-26-1

  • D2926-10MG

  • 948.87CNY

  • Detail
  • Sigma

  • (D2926)  Diphenyleneiodonium chloride  ≥98%

  • 4673-26-1

  • D2926-50MG

  • 3,884.40CNY

  • Detail

4673-26-1Upstream product

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.

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