| Identification | More | [Name]
2,3,5-Triphenyltetrazolium chloride | [CAS]
298-96-4 | [Synonyms]
2,3,5-TRIPHENYL-2H-TETRAZOLIUM CHLORIDE
2,3,5-TRIPHENYLTETRAZOLIUM CHLORIDE
2,5-dihydro-6-hydroxy-2-methyl-3-mercapto-5-oxo-1,2,3-triazine
2,5-Dihydro-6-hydroxy-2-methyl-3-mercapto-5-oxo-1,2,4-triazione
2,5-DIHYDRO-6-HYDROXY-3-MERCAPTO-2-METHYL-5-OXO-1,2,4-TRIAZINE
2H-TETRAZOLIUM, 2,3,5-TRIPHENYL-, CHLORIDE
2-MERCAPTO-3-METHYL-5-OXO-6-HYDROXY-1,2,4-TRIAZINE
2-METHYL-3-THIOXOHEXAHYDRO-1,2,4-TRIAZINE-5,6-DIONE
LABOTEST-BB LT00086927
RARECHEM AH BS 0067
TCC
TETRAHYDRO-2-METHYL-3-THIOXO-1,2,4-TRIAZINE-5,6-DIONE
TETRAZOLE RED
TETRAZOLIUM CHLORIDE
TETRAZOLIUM RED
TETRAZOLIUM RED CHLORIDE
TETRAZOLIUM SALT
THIOTRIAZINONE
TRIPHENYLTETRAZOLIUM CHLORIDE
TTC | [EINECS(EC#)]
206-071-6 | [Molecular Formula]
C19H15ClN4 | [MDL Number]
MFCD00011963 | [Molecular Weight]
334.8 | [MOL File]
298-96-4.mol |
| Chemical Properties | Back Directory | [Appearance]
white powder | [Melting point ]
250 °C(lit.)
| [Boiling point ]
490.96°C (rough estimate) | [bulk density]
230kg/m3 | [density ]
1.1704 (rough estimate) | [refractive index ]
1.6110 (estimate) | [storage temp. ]
2-8°C
| [solubility ]
H2O: may be clear to slightly hazy
| [form ]
powder | [color ]
faint yellow
| [PH]
3.7 (20°C, 10g/L in H2O) | [Stability:]
Stable. Light sensitive. Protect from moisture. Incompatible with strong oxidizing agents. | [Water Solubility ]
Soluble in water, ethanol and acetone. Insoluble in ether. | [Sensitive ]
Light Sensitive & Hygroscopic | [λmax]
247 nm | [Merck ]
14,9744 | [BRN ]
3923356 | [Biological Applications]
Algae viability assay; microbial growth assays; transketolase activity screening assays; detecting bacteria,g-hydroxybutyric acid (GHB),microorganisms,myocardial infarction; measuring dehydrogenase activity; treating cancer | [Major Application]
diagnostic assay manufacturing
hematology
histology | [InChI]
1S/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 | [InChIKey]
PKDBCJSWQUOKDO-UHFFFAOYSA-M | [SMILES]
[Cl-].c1ccc(cc1)-c2nn(-c3ccccc3)[n+](n2)-c4ccccc4 | [CAS DataBase Reference]
298-96-4(CAS DataBase Reference) | [EPA Substance Registry System]
298-96-4(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
XF8100000
| [F ]
3-8-10 | [TSCA ]
Yes | [HS Code ]
29339900 | [Storage Class]
4.1B - Flammable solid hazardous materials | [Hazard Classifications]
Eye Irrit. 2
Flam. Sol. 1
Skin Irrit. 2 | [Toxicity]
LD50 intravenous in mouse: 5600ug/kg |
| Hazard Information | Back Directory | [Chemical Properties]
white powder | [Uses]
2,3,5-Triphenyl-2H-tetrazolium chloride is used as a dye in cell biological studies. | [Uses]
2,3,5-Triphenyltetrazolium chloride is a selective serotonin 5-HT4 receptor agonist and 5-HT3 gastrointestinal prokinetic agent for functional dyspepsia
| [Uses]
In 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. | [Definition]
ChEBI: An organic chloride salt having 2,3,5-triphenyltetrazolium as the counterion. | [General Description]
2,3,5-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]
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 Methods]
Crystallise 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 |
| Spectrum Detail | Back Directory | [Spectrum Detail]
2,3,5-Triphenyltetrazolium chloride(298-96-4)1HNMR
2,3,5-Triphenyltetrazolium chloride(298-96-4)13CNMR
2,3,5-Triphenyltetrazolium chloride(298-96-4)IR1
2,3,5-Triphenyltetrazolium chloride(298-96-4)IR2
2,3,5-Triphenyltetrazolium chloride(298-96-4)Raman
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