ChemicalBook > CAS DataBase List > DIPHENYLENEIODONIUM CHLORIDE

DIPHENYLENEIODONIUM CHLORIDE

Product Name
DIPHENYLENEIODONIUM CHLORIDE
CAS No.
4673-26-1
Chemical Name
DIPHENYLENEIODONIUM CHLORIDE
Synonyms
DPI;DPI CHLORIDE;ibenziodoliumchloride;DIBENZIODOLIUM CHLORIDE;DIPHENYLENEIODONIUM CHLORIDE;Dibenz[b,d]iodoliuM Chloride;Diphenyl iodine chloride salt;Dibenziodolium chloride, DPI;Diphenyleneiodoniumchloride(DPI);dibenzo[b,d]iodol-5-ium chloride
CBNumber
CB7355273
Molecular Formula
C12H8ClI
Formula Weight
314.55
MOL File
4673-26-1.mol
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DIPHENYLENEIODONIUM CHLORIDE Property

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.
InChI
InChI=1S/C12H8I.ClH/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11;/h1-8H;1H/q+1;/p-1
InChIKey
FCFZKAVCDNTYID-UHFFFAOYSA-M
SMILES
[I+]1C2=C(C=CC=C2)C2=C1C=CC=C2.[Cl-]
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Safety

Hazard Codes 
Xi
Risk Statements 
36
Safety Statements 
26
WGK Germany 
3
HS Code 
29310099
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D2926
Product name
Diphenyleneiodonium chloride
Purity
≥98%
Packaging
10mg
Price
$124
Updated
2025/07/31
Sigma-Aldrich
Product number
D2926
Product name
Diphenyleneiodonium chloride
Purity
≥98%
Packaging
50mg
Price
$480
Updated
2025/07/31
Sigma-Aldrich
Product number
300260
Product name
Diphenyleneiodonium Chloride
Purity
A cell-permeable, irreversible inhibitor of endothelial nitric oxide synthase (eNOS).
Packaging
10 mg
Price
$116
Updated
2025/07/31
TCI Chemical
Product number
D6364
Product name
Dibenzo[b,d]iodol-5-ium Chloride
Packaging
25MG
Price
$140
Updated
2025/07/31
TCI Chemical
Product number
D6364
Product name
Dibenzo[b,d]iodol-5-ium Chloride
Packaging
100MG
Price
$351
Updated
2025/07/31
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DIPHENYLENEIODONIUM CHLORIDE Chemical Properties,Usage,Production

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] DENNIS J. STUEHR. Inhibition of macrophage and endothelial cell nitric oxide synthase by diphenyleneiodonium and its analogs1[J]. FASEB Journal, 1991, 5 1: 98-103. DOI:10.1096/fasebj.5.1.1703974
[2] C M YEA  O T J  A R Cross. Purification and some properties of the 45 kDa diphenylene iodonium-binding flavoprotein of neutrophil NADPH oxidase.[J]. Biochemical Journal, 1990, 265 1: 95-100. DOI:10.1042/bj2650095
[3] CHENLI YE. Identification of a novel small-molecule agonist for human G protein-coupled receptor 3.[J]. Journal of Pharmacology and Experimental Therapeutics, 2014, 349 3: 437-443. DOI:10.1124/jpet.114.213082
[4] Diphenyleneiodonium inhibits NF-kappaB activation and iNOS expression induced by IL-1beta: involvement of reactive oxygen species
[5] H. KONO. Diphenyleneiodonium sulfate, an NADPH oxidase inhibitor, prevents early alcohol-induced liver injury in the rat.[J]. American journal of physiology. Gastrointestinal and liver physiology, 2001, 73 1: G1005-12. DOI:10.1152/ajpgi.2001.280.5.g1005

DIPHENYLENEIODONIUM CHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from DIPHENYLENEIODONIUM CHLORIDE manufacturers

Hebei Yanxi Chemical Co., Ltd.
Product
DIPHENYLENEIODONIUM CHLORIDE 4673-26-1
Price
US $40.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-09-22
Shaanxi Dideu Medichem Co. Ltd
Product
Diphenyleneiodonium chloride 4673-26-1
Price
US $1.00-22.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100000KG
Release date
2024-08-05
Career Henan Chemical Co
Product
DIPHENYLENEIODONIUM CHLORIDE 4673-26-1
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
G/KG/T
Release date
2019-12-24

4673-26-1, DIPHENYLENEIODONIUM CHLORIDERelated Search:


  • Diphenyleneiodonium chlorideDibenziodolium chloride
  • DiphenyleneiodoniuM chloride, 97+% 25MG
  • Dibenz[b,d]iodoliuM Chloride
  • DIBENZIODOLIUM CHLORIDE
  • DPI
  • Diphenyleneiodonium Chloride - CAS 4673-26-1 - Calbiochem
  • Diphenyleneiodoniumchloride(DPI)
  • DPI CHLORIDE
  • DIPHENYLENEIODONIUM CHLORIDE
  • [1,1'-BIPHENYL]-2,2'-DIYLIODONIUM CHLORIDE
  • Diphenyleneiodonium chloride, 97+%
  • Dibenziodolium chloride, DPI
  • benzo[b][1]benziodole hydrochloride
  • ibenziodoliumchloride
  • dibenzo[b,d]iodol-5-ium chloride
  • Diphenyl iodine chloride salt
  • Diphenyleneiodonium chloride, NO synthase
  • Diphenyleneiodonium chloride, 10 mM in DMSO
  • DPI (Diphenyleneiodonium chloride)
  • Diphenyleneiodonium chloride >=98%
  • 4673-26-1
  • C12H8ClI
  • C12H8ICl
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  • Enzymes, Inhibitors, and Substrates
  • Nitric Oxide Synthase
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