ChemicalBook CAS DataBase List 146-68-9

146-68-9

Name	2-(4-Iodophenyl)-3-(4-nitrophenyl)-5-phenyltetrazolium chloride
CAS	146-68-9
EINECS(EC#)	205-676-2
Molecular Formula	C19H13ClIN5O2
MDL Number	MFCD00011961
Molecular Weight	505.7
MOL File	146-68-9.mol

Synonyms

2-(4-IODOPHENYL)-3-(4-NITROPHENYL)-5-PHENYL-2H-TETRAZOLIUM CHLORIDE 2-(4'-IODOPHENYL)-3-(4''-NITROPHENYL)-5-PHENYLTETRAZOLIUM CHLORIDE 2-(4-IODOPHENYL)-3-(4-NITROPHENYL)-5-PHENYLTETRAZOLIUM CHLORIDE 2H-TETRAZOLIUM, 2-(4-IODOPHENYL)-3-(4-NITROPHENYL)-5-PHENYL-, CHLORIDE 2-(P-IODOPHENYL)-3-(P-NITROPHENYL)-5-PHENYL-2H-TETRAZOLIUM CHLORIDE 2-(P-IODOPHENYL)-3-(P-NITROPHENYL)-5-PHENYLTETRAZOLIUM CHLORIDE 3-(P-IODOPHENYL)-2-(P-NITROPHENYL)-5-PHENYL TETRAZOLIUM CHLORIDE 4-IODONITROTETRAZOLIUM VIOLET INT INT CHLORIDE INT DYE IODONITROTETRAZOLIUM IODONITROTETRAZOLIUM CHLORIDE IODONITROTETRAZOLIUM VIOLET P-IODONITROTETRAZOLIUM VIOLET 2-(4-iodophenyl)-3-(4-nitrophenyl)-5-phenyl-2h-tetrazoliuchloride INT~2-(4-Iodophenyl)-3-(4-nitrophenyl)-5-phenyltetrazolium chloride hydrate IntA.R. INT, Iodonitrotetrazolium violet 2(4-IODOPHENYL)-3(4-NITROPHENYL)-5-PHENYL-2H-Tetrazolium Chloride (INT)extrapure AR

Chemical Properties

Appearance	slightly yellow powder
Melting point	240 °C (dec.)(lit.)
storage temp.	Store at 2-8
solubility	methanol: water (1:1): 50 mg/mL hot, very faintly turbid, very deep yellow
form	Powder, Crystals and/or Chunks
color	White to off-white
Stability:	Stable. Incompatible with strong oxidizing agents.
Water Solubility	soluble
Sensitive	Light Sensitive
λmax	248nm
Detection Methods	Titration
BRN	4093224
Biological Applications	Bacterial vaginosis diagnosis assay; dehydrogenase enzyme assay; diagnostic assay; food and beverage analytes assays; microbial growth assay; detecting bacteria,yeast,fungi,gamma-hydroxybutyric acid (GHB),microbial growth; measuring niacin,bacterial respiratory activity,superoxide dismutase;treating cancer
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
InChIKey	JORABGDXCIBAFL-UHFFFAOYSA-M
SMILES	[N+]1(=NC(C2C=CC=CC=2)=NN1C1C=CC(I)=CC=1)C1=CC=C([N+]([O-])=O)C=C1.[Cl-]
CAS DataBase Reference	146-68-9(CAS DataBase Reference)
Storage Precautions	Light sensitive;Store under inert gas
EPA Substance Registry System	146-68-9(EPA Substance)

Safety Data

Symbol(GHS)	GHS02,GHS07
Signal word	Danger
Hazard statements	H228-H335
Precautionary statements	P210-P240-P241-P261-P271-P280
Hazard Codes	Xn,F,Xi
Risk Statements	R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . R68/20/21/22:Harmful: possible risk of irreversible effects through inhalation, in contact with skin and if swallowed . R36/37/38:Irritating to eyes, respiratory system and skin . R11:Highly Flammable. less more
Safety Statements	S36/37:Wear suitable protective clothing and gloves . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S22:Do not breathe dust . S16:Keep away from sources of ignition-No smoking . less more
RIDADR	2811
WGK Germany	3
F	3-8-10
TSCA	Yes
HazardClass	6.1
PackingGroup	III
HS Code	29339900
Storage Class	4.1B - Flammable solid hazardous materials
Hazard Classifications	Flam. Sol. 1 STOT SE 2 STOT SE 3

Hazard Information

Description

Iodonitrotetrazolium (INT) (chloride) is a monotetrazolium salt used as an indicator dye. It is reduced to an insoluble formazan that is used as a vital dye or indicator of cellular redox activity. Reduction commonly results from the activity of dehydrogenases, although non-enzymatic electron transfer reactions can occur in the presence of an intermediate electron acceptor. INT is commonly used to measure the respiratory activity of microorganisms in a variety of contexts.

Chemical Properties

slightly yellow powder

Uses

Iodonitrotetrazolium chloride (INT) on reduction gets converted to iodonitrotetrazolium formazan, a water insoluble violet colored dye or indicator. Hence INT can be used for the colorimetric assay of various dehydrogenases.

Uses

Iodonitrotetrazolium chloride has been used for the staining of cells. It has been used as a coupling agent in the enzymatic assay of D-arabinitol.

Uses

Electron acceptor for the colorimetric assay of various dehydrogenases.

Definition

ChEBI: An organic chloride salt having iodonitrotetrazolium as the counterion.

Safety

Iodonitrotetrazolium chloride could cause skin irritation, serious eye irritation, and may cause respiratory irritation.

Properties and Applications

INT (Iodonitrotetrazolium chloride), similar to tetrazolium chloride on reduction, produces a red formazan dye that can be used for quantitative redox assays. It is also toxic to prokaryotes.INT is an artificial electron acceptor that can be utilized in a colorimetric assay to determine protein concentration 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.

Purification Methods

Recrystallise the chloride from H2O, aqueous EtOH or EtOH/Et2O. Alternatively, dissolve it in the minimum volume of EtOH and add Et2O; or dissolve it in hot H2O (charcoal), filter and precipitate it by adding conc HCl. Filter the solid off and dry it at 100o. Its solubility in H2O at 25o is 0.5%, and in hot MeOH/H2O (1:1) it is 5%. [Fox & Atkinson J Am Chem Soc 72 3629 1950, Beilstein 26 III/IV 1776.]

References

[1] J D GREEN H T N. Assay of succinate dehydrogenase activity by the tetrazolium method: evaluation of an improved technique in skeletal muscle fractions.[J]. Journal of Histochemistry & Cytochemistry, 1980, 28 5: 408-412. DOI: 10.1177/28.5.6966645

Material Safety Data Sheet(MSDS)

Spectrum Detail

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