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Iodonitrotetrazolium chloride

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Iodonitrotetrazolium chloride Basic information

Product Name:
Iodonitrotetrazolium chloride
Synonyms:
  • 3-(4-iodophenyl)-2-(4-nitrophenyl)-5-phenyl-2H-tetrazol-3-iuM chloride
  • IodonitrotetrazoliuM chloride (INT)
  • IodonitrotrtrazoliuM chloride
  • Iodonitrotetrazolium chloride 95%
  • Iodonitrotetrazolium chloride Vetec(TM) reagent grade, >=98%
  • Iodonitrotetrazolium chloride Vetec(TM) reagent grade, 95%
  • INT CHLORIDE
  • INT DYE
CAS:
146-68-9
MF:
C19H13ClIN5O2
MW:
505.7
EINECS:
205-676-2
Product Categories:
  • Tetrazolium salt
  • Building Blocks
  • Chemical Synthesis
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • marker
  • Tetrazolium Salts
  • Tetrazolium Salts & Formazans
  • Tetrazoles
Mol File:
146-68-9.mol
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Iodonitrotetrazolium chloride Chemical Properties

Melting point:
240 °C (dec.)(lit.)
storage temp. 
2-8°C
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
Water Solubility 
soluble
Sensitive 
Light Sensitive
λmax
248nm
BRN 
4093224
Stability:
Stable. Incompatible with strong oxidizing agents.
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)
EPA Substance Registry System
2H-Tetrazolium, 2-(4-iodophenyl)-3-(4-nitrophenyl)-5-phenyl-, chloride (146-68-9)
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Safety Information

Hazard Codes 
Xn,F,Xi
Risk Statements 
20/21/22-68/20/21/22-36/37/38-11
Safety Statements 
36/37-36/37/39-26-22-16
RIDADR 
2811
WGK Germany 
3
3-8-10
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29339900

MSDS

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Iodonitrotetrazolium chloride Usage And Synthesis

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

Electron acceptor for the colorimetric assay of various dehydrogenases.

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.

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.]

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