INT (chemical)

INT
Names
	IUPAC name 3-(4-Iodophenyl)-2-(4-nitrophenyl)-5-phenyl-2H-tetrazol-3-ium chloride
	Other names 2-(4-Iodophenyl)-3-(4-nitrophenyl)-5-phenyltetrazolium chloride
Identifiers
CAS Number	146-68-9 ;
3D model (JSmol)	Interactive image;
ChemSpider	58482;
ECHA InfoCard	100.005.161
PubChem CID	629284;
UNII	XY3JA5594E ;
CompTox Dashboard (EPA)	DTXSID30932744 ;
	InChI InChI=1S/C19H13IN5O2.ClH/c20-15-6-8-16(9-7-15)23-21-19(14-4-2-1-3-5-14)22-24(23)17-10-12-18(13-11-17)25(26)27;/h1-13H;1H/q+1;/p-1 Key: JORABGDXCIBAFL-UHFFFAOYSA-M;
	SMILES [Cl-].[O-][N+](=O)c1ccc(cc1)n3nc(n[n+]3c2ccc(I)cc2)c4ccccc4;
Properties
Chemical formula	C19H13ClIN5O2
Molar mass	505.70 g·mol−1
Melting point	240 °C (464 °F; 513 K) (decomposes)
Solubility in methanol: water (1:1)	50 mg/mL hot, very faintly turbid, very deep yellow
log P	−2.4
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

INT (iodonitrotetrazolium or 2-(4-iodophenyl)-3-(4-nitrophenyl)-5-phenyl-2H-tetrazolium) is a commonly used tetrazolium salt (usually prepared with chloride ions), similar to tetrazolium chloride that on reduction produces a red formazan dye that can be used for quantitative redox assays. It is also toxic to prokaryotes.^[1]

INT is an artificial electron acceptor that can be utilized in a colorimetric assay to determine the concentration of protein in a solution. It can be reduced by succinate dehydrogenase to furazan, the formation of which can be measured by absorbance at 490 nm. The activity of succinate dehydrogenase is readily observed by the naked eye as the solution turns from colorless to rusty red.

References

^ Villegas-Mendoza, Josué; Cajal-Medrano, Ramón; Maske, Helmut (2015). "INT (2-(4-Iodophenyl)-3-(4-Nitrophenyl)-5-(Phenyl) Tetrazolium Chloride) Is Toxic to Prokaryote Cells Precluding Its Use with Whole Cells as a Proxy for In Vivo Respiration". Microbial Ecology. 70 (4): 1004–1011. doi:10.1007/s00248-015-0626-3. PMID 25991603. S2CID 15264318.

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[1] Villegas-Mendoza, Josué; Cajal-Medrano, Ramón; Maske, Helmut (2015). "INT (2-(4-Iodophenyl)-3-(4-Nitrophenyl)-5-(Phenyl) Tetrazolium Chloride) Is Toxic to Prokaryote Cells Precluding Its Use with Whole Cells as a Proxy for In Vivo Respiration". Microbial Ecology. 70 (4): 1004–1011. doi:10.1007/s00248-015-0626-3. PMID 25991603. S2CID 15264318.

[1]

See also

References