2,3,5-Triphenyltetrazolium chloride CAS 298-96-4

Introduction:Basic information about 2,3,5-Triphenyltetrazolium chloride CAS 298-96-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

2,3,5-Triphenyltetrazolium chloride Basic information

Product Name:2,3,5-Triphenyltetrazolium chloride
Synonyms:2,3,5-TriphenyltetrazoliuM chlorideSynonyMs 2,3,5-Triphenyl-2H-tetrazoliuM chloride;TTC,TTZ,Tetrazolium Red;FLJ37239;LGMD2K;10 MG ABTS TABLETS;BCIP P-TOLUIDINE SALT ULTRA PURE GRADE;TSA PENASE CONTACT 55MM TRIPLE-WRAP;red tetazolium
CAS:298-96-4
MF:C19H15ClN4
MW:334.8
EINECS:206-071-6
Product Categories:substrate;Tetrazolium Salts;Tetrazolium Salts & Formazans;Tetrazolium salt
Mol File:298-96-4.mol

2,3,5-Triphenyltetrazolium chloride Chemical Properties

Melting point 250 °C(lit.)
Boiling point 490.96°C (rough estimate)
density 1.1704 (rough estimate)
bulk density230kg/m3
refractive index 1.6110 (estimate)
storage temp. 2-8°C
solubility H2O: may be clear to slightly hazy
form powder
color faint yellow
PH3.7 (20°C, 10g/L in H2O)
Water Solubility Soluble in water, ethanol and acetone. Insoluble in ether.
λmax247 nm
Sensitive Light Sensitive & Hygroscopic
Merck 14,9744
BRN 3923356
Stability:Stable. Light sensitive. Protect from moisture. Incompatible with strong oxidizing agents.
Biological ApplicationsAlgae viability assay; microbial growth assays; transketolase activity screening assays; detecting bacteria,g-hydroxybutyric acid (GHB),microorganisms,myocardial infarction; measuring dehydrogenase activity; treating cancer
Major Applicationdiagnostic assay manufacturing
hematology
histology
InChI1S/C19H15N4.ClH/c1-4-10-16(11-5-1)19-20-22(17-12-6-2-7-13-17)23(21-19)18-14-8-3-9-15-18;/h1-15H;1H/q+1;/p-1
InChIKeyPKDBCJSWQUOKDO-UHFFFAOYSA-M
SMILES[Cl-].c1ccc(cc1)-c2nn(-c3ccccc3)[n+](n2)-c4ccccc4
CAS DataBase Reference298-96-4(CAS DataBase Reference)
EPA Substance Registry System2,3,5-Triphenyltetrazolium chloride (298-96-4)

Safety Information

Hazard Codes Xi,Xn
Risk Statements 36/37/38-20/21/22
Safety Statements 26-36
WGK Germany 3
RTECS XF8100000
3-8-10
TSCA TSCA listed
HS Code 29339900
Storage Class4.1B - Flammable solid hazardous materials
Hazard ClassificationsEye Irrit. 2
Flam. Sol. 1
Skin Irrit. 2
ToxicityLD50 intravenous in mouse: 5600ug/kg

2,3,5-Triphenyltetrazolium chloride Usage And Synthesis

Chemical Propertieswhite powder
Uses2,3,5-Triphenyl-2H-tetrazolium chloride is used as a dye in cell biological studies.
Uses2,3,5-Triphenyltetrazolium chloride is a selective serotonin 5-HT4 receptor agonist and 5-HT3 gastrointestinal prokinetic agent for functional dyspepsia
UsesIn analytical chemistry as a sensitive reagent for reducing sugars, and to distinguish between a-ketols and simple aldehydes. For staining plant and animal tissue. Germination indicator in testing the ability of seeds to germinate: G. Lakon, Ber. Dtsch. Bot. Ges. 60, 299, 434 (1942). In histochemical studies. In determination of antibiotics; of dehydrogenases.
DefinitionChEBI: An organic chloride salt having 2,3,5-triphenyltetrazolium as the counterion.
General Description2,3,5-Triphenyltetrazolium chloride is a colorless water-soluble dye. In the mitochondria of living cells, it is reduced to a deep red, water-insoluble compound (formazan). 2,3,5-Triphenyltetrazolium chloride helps to distinguish between viable and infarcted brain tissue after stroke.
Synthesis

531-52-2

298-96-4

E. The 2,3,5-triphenylformamidine (IV-1) solid obtained in Step D was mixed with 300 mL of dichloromethane and 300 mL of water. After the solid was completely dissolved, N-chlorosuccinimide (0.11 mol, 14.7 g) was added and the reaction was carried out with stirring at 0 °C for 5 h. F. The reaction mixture from Step E was allowed to partition and the upper aqueous phase was separated. The organic phase was distilled under reduced pressure to remove the solvent to give the crude product 2,3,5-triphenyltetrazole (V-1). The crude product was purified by recrystallization with chloroform to give 30.2 g of pure product (yield: 90%).

Purification MethodsCrystallise TTZ from EtOH or CHCl3, and dry it at 105o. [Beilstein 26 H 363, 26 II 216, 26 III/IV 1774.]
References[1] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1983, vol. 22, # 8, p. 771 - 775
[2] J. Appl. Chem. USSR (Engl. Transl.), 1983, vol. 56, # 3, p. 617 - 621
[3] Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation), 1983, vol. 56, # 3, p. 649 - 653
[4] Patent: CN108440433, 2018, A. Location in patent: Paragraph 0057; 0058; 0059; 0064; 0065
[5] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1981, vol. 20, # 5, p. 404 - 406

2,3,5-Triphenyltetrazolium chloride Preparation Products And Raw materials

Raw materialsSodium hydroxide-->Hydrochloric acid-->Acetic acid-->Sodium nitrite-->Sodium acetate-->Aniline-->Sodium hypochlorite-->Benzaldehyde-->Phenylhydrazine-->Triphenylformazan
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