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298-96-4

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298-96-4 Usage

Description

2,3,5-Triphenyltetrazolium chloride, also known as TTC, is a colorless water-soluble dye that is widely used in various fields due to its unique properties. It is a white powder that, in the mitochondria of living cells, is reduced to a deep red, water-insoluble compound called formazan. This characteristic helps to distinguish between viable and infarcted brain tissue after stroke.

Uses

Used in Cell Biological Studies:
2,3,5-Triphenyltetrazolium chloride is used as a dye in cell biological studies for its ability to indicate cell viability and assess the metabolic activity of cells. It is particularly useful in distinguishing between living and dead cells, making it a valuable tool in research and development.
Used in Pharmaceutical Industry:
2,3,5-Triphenyltetrazolium chloride is used as a selective serotonin 5-HT4 receptor agonist and 5-HT3 gastrointestinal prokinetic agent for functional dyspepsia. This application aids in the treatment of gastrointestinal disorders by targeting specific receptors and improving motility.
Used in Analytical Chemistry:
In analytical chemistry, TTC is employed as a sensitive reagent for detecting reducing sugars and differentiating between α-keto acids and simple aldehydes. Its ability to produce a color change upon interaction with these compounds makes it an essential tool in various analytical techniques.
Used in Staining Plant and Animal Tissue:
2,3,5-Triphenyltetrazolium chloride is utilized for staining plant and animal tissues, allowing for the visualization of cellular structures and facilitating the study of tissue morphology.
Used as a Germination Indicator in Seed Testing:
TTC serves as a germination indicator in testing the ability of seeds to germinate. This application is crucial in agriculture and horticulture for assessing seed viability and ensuring successful plant growth.
Used in Histochemical Studies:
In histochemical studies, 2,3,5-Triphenyltetrazolium chloride is used to identify and analyze various cellular components and processes, contributing to a better understanding of cell function and structure.
Used in Determination of Antibiotics and Dehydrogenases:
TTC is also used in the determination of antibiotics and dehydrogenases, playing a vital role in the development and assessment of these essential compounds in the medical and pharmaceutical fields.

Purification Methods

Crystallise TTZ from EtOH or CHCl3, and dry it at 105o. [Beilstein 26 H 363, 26 II 216, 26 III/IV 1774.]

Check Digit Verification of cas no

The CAS Registry Mumber 298-96-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 2,9 and 8 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 298-96:
(5*2)+(4*9)+(3*8)+(2*9)+(1*6)=94
94 % 10 = 4
So 298-96-4 is a valid CAS Registry Number.

298-96-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Price
  • Detail
  • Alfa Aesar

  • (A10870)  2,3,5-Triphenyl-2H-tetrazolium chloride, 98%   

  • 298-96-4

  • 10g

  • 428.0CNY

  • Detail
  • Alfa Aesar

  • (A10870)  2,3,5-Triphenyl-2H-tetrazolium chloride, 98%   

  • 298-96-4

  • 50g

  • 1367.0CNY

  • Detail
  • Alfa Aesar

  • (A10870)  2,3,5-Triphenyl-2H-tetrazolium chloride, 98%   

  • 298-96-4

  • 250g

  • 5469.0CNY

  • Detail
  • Sigma-Aldrich

  • (17779)  2,3,5-Triphenyl-tetrazoliumchloridesolution  for microbiology

  • 298-96-4

  • 17779-10X10ML-F

  • 2,114.19CNY

  • Detail

298-96-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,3,5-triphenyltetrazolium chloride

1.2 Other means of identification

Product number -
Other names 2,3,5-triphenyl tetrazolium chloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:298-96-4 SDS

298-96-4Synthetic route

1,3,5-triphenylformazan
531-52-2

1,3,5-triphenylformazan

triphenyltetrazolium chloride
298-96-4

triphenyltetrazolium chloride

Conditions
ConditionsYield
With thallium(III) acetate In acetic acid95%
With sodium hydroxide; chlorine In ethanol at -5 - -1℃; for 0.666667h;92%
With N-chloro-succinimide In dichloromethane; water at 0℃; for 5h;90%
1,3,5-triphenylformazan
49624-20-6

1,3,5-triphenylformazan

triphenyltetrazolium chloride
298-96-4

triphenyltetrazolium chloride

Conditions
ConditionsYield
With N-chlorobenzotriazole In benzene for 0.25h; Heating;88%
With hydrogenchloride; isopentyl nitrite In chloroform40%
N-chloro-succinimide
128-09-6

N-chloro-succinimide

1,3,5-triphenylformazan
531-52-2

1,3,5-triphenylformazan

triphenyltetrazolium chloride
298-96-4

triphenyltetrazolium chloride

Conditions
ConditionsYield
With ethyl acetate
N-chlorophthalimide
3481-09-2

N-chlorophthalimide

1,3,5-triphenylformazan
531-52-2

1,3,5-triphenylformazan

triphenyltetrazolium chloride
298-96-4

triphenyltetrazolium chloride

Conditions
ConditionsYield
With ethyl acetate
tert-butylhypochlorite
507-40-4

tert-butylhypochlorite

1,3,5-triphenylformazan
531-52-2

1,3,5-triphenylformazan

triphenyltetrazolium chloride
298-96-4

triphenyltetrazolium chloride

Conditions
ConditionsYield
With potassium hydroxide; chloroform
triphenyltetrazolium borate

triphenyltetrazolium borate

triphenyltetrazolium chloride
298-96-4

triphenyltetrazolium chloride

Conditions
ConditionsYield
With hydrogenchloride1.7 g
hydrogenchloride
7647-01-0

hydrogenchloride

1,3,5-triphenylformazan
531-52-2

1,3,5-triphenylformazan

isopentyl nitrite
110-46-3

isopentyl nitrite

triphenyltetrazolium chloride
298-96-4

triphenyltetrazolium chloride

benzaldehyde
100-52-7

benzaldehyde

aniline
62-53-3

aniline

phenylhydrazine
100-63-0

phenylhydrazine

triphenyltetrazolium chloride
298-96-4

triphenyltetrazolium chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium nitrite / water / 2 h / 20 °C
2: N-chloro-succinimide / water; dichloromethane / 5 h / 0 °C
View Scheme

298-96-4Relevant articles and documents

-

Mattson,Jensen,Dutcher

, p. 1284 (1948)

-

Method for preparing chlorinated-3-substituted-2,5-diphenyl tetrazole under catalysis of copper Lewis acid surfactant

-

Paragraph 0057; 0058; 0059; 0064; 0065, (2018/09/12)

The invention belongs to the technical field of organic synthesis and specifically relates to a method for preparing chlorinated-3-substituted-2,5-diphenyl tetrazole under the catalysis of a copper Lewis acid surfactant. The method comprises the following steps: 1) reacting benzaldehyde, phenylhydrazine, arylamine and sodium nitrite in solvent water by taking a copper Lewis acid surfactant Cu(OSO2CnH2n+1)2 as a catalyst to obtain 3-aryl-2,5-diphenylformazan; and 2) cyclizing and chlorinating 3-aryl-2,5-diphenylformazan in a mixed solvent of dichloromethane and water under the condition of a solid chlorination reagent N-chlorosuccinimide to obtain chlorinated-3-substituted-2,5-diphenyl tetrazole. By using the method, three-step conversion is completed according to a ''one-pot method'' continuous strategy, not only is an intermediate separation step omitted, but also the purification step is simple as well as convenient and easy to operate.

Imidazole compounds

-

, (2008/06/13)

A novel class of imidazo heterocyclic compounds, pharmaceutical compositions comprising them and use thereof in the treatment and/or prevention of diseases and disorders related to the histamine H3 receptor. More particularly, the compounds are useful for the treatment and/or prevention of diseases and disorders in which an interaction with the histamine H3 receptor is beneficial.

1-Chlorobenzotriazole-Mediated Ring Closure of 1,3,5-Triarylformazans: Improved Syntheses of 2,3,5-Triaryl-2H-tetrazolium Salts

Katritzky, Alan R.,Belyakov, Sergey A.,Lam, Jamshed N.,Durst, H. Dupont,Karpenko, Dmitrii V.

, p. 73 - 80 (2007/10/02)

Oxidative ring closure of mono- and bis-triarylformazans mediated by easily available 1-chlorobenzotriazole leads to the corresponding 2,3,5-triaryl-2H-tetrazolium chlorides in yields of 70-97percent.

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