Diphenyleneiodonium chloride

Name: Diphenyleneiodonium chloride
Brand: Tocris Bioscience
SKU: 0504
Rating: 5 (1 reviews)

Tocris Bioscience, part of Bio-Techne | Catalog # 0504

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Citations (21)

COA / SDS

GPR3 agonist; also inhibits NOS and NADPH oxidases

Key Product Details

Description:	GPR3 agonist; also inhibits NOS and NADPH oxidases
Alternative Names:	DPI
Chemical Name:	[1,1'-Biphenyl]-2,2'-diyliodonium chloride
Purity:	≥99% (HPLC)
Molecular Weight:	314.55

View Full Technical Details for Diphenyleneiodonium chloride

Technical Data
Citations / Reviews (1)

Biological Activity for Diphenyleneiodonium chloride

Diphenyleneiodonium chloride is a GPR3 agonist (EC₅₀ = 1 μM); activates adenylate cyclase through GPR3 but not GPR6 or GPR12. Also induces Ca²⁺ mobilization and β-arrestin receptor internalization. Binds strongly to flavoproteins; inhibits several enzymes, including NO synthase, NADPH oxidases and NADPH cytochrome P450 oxidoreductase. Also inhibits platelet aggregation.

Technical Data for Diphenyleneiodonium chloride

M. Wt	314.55
Formula	C₁₂H₈ClI
Storage	Desiccate at -20°C
Purity	≥99% (HPLC)
CAS Number	4673-26-1
PubChem ID	2733504
InChi Key	FCFZKAVCDNTYID-UHFFFAOYSA-M
Smiles	[Cl-].c1c2c3ccccc3[i+]c2ccc1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility for Diphenyleneiodonium chloride

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	DMSO	3.14	10

Preparing Stock Solutions for Diphenyleneiodonium chloride

The following data is based on the product molecular weight 314.55.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
0.1 mM	31.79 mL	158.96 mL	317.91 mL
0.5 mM	6.36 mL	31.79 mL	63.58 mL
1 mM	3.18 mL	15.90 mL	31.79 mL
5 mM	0.64 mL	3.18 mL	6.36 mL

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References for Diphenyleneiodonium chloride

References are publications that support the biological activity of the product.

Ye Identification of a novel small-molecule agonist for human G protein-coupled receptor 3. J.Pharmacol.Exp.Ther. 2014 PMID: 24633425
Tew Inhibition of cytochrome P450 reductase by the diphenyliodonium cation. Kinetic analysis and covalent modifications. Biochemistry 1993 PMID: 8399148
Wang Inhibitory actions of diphenyleneiodonium dependent vasodilations in vitro and in vivo. Br.J.Pharmacol. 1993 PMID: 7507779
Yea Purification and some properties of the 45 kDa diphenylene iodonium-binding flavoprotein of neutrophil NADPH oxidase. Biochem.J. 1990 PMID: 2154184
Stuehr Inhibition of macrophage and endothelial cell nitric oxide synthase by diphenyleneiodonium and its analogs. FASEB J. 1991 PMID: 1703974