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Key Documents

T8877

Sigma-Aldrich

2,3,5-Triphenyltetrazolium chloride

≥98.0% (HPLC)

Synonym(s):

TPTZ, TTZ, Tetrazolium Red

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About This Item

Empirical Formula (Hill Notation):
C19H15ClN4
CAS Number:
Molecular Weight:
334.80
Beilstein:
3923356
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

Quality Level

Assay

≥98.0% (HPLC)

form

powder

color

faintly yellow

solubility

H2O: 50 mg/mL

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

SMILES string

[Cl-].c1ccc(cc1)-c2nn(-c3ccccc3)[n+](n2)-c4ccccc4

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

InChI key

PKDBCJSWQUOKDO-UHFFFAOYSA-M

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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.

Application

2,3,5-Triphenyltetrazolium chloride has been used to stain heart tissue to measure the extent of acute lesion. It has also been used to stain brain tissue to check the size of infarct area.

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Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Sol. 1 - Skin Irrit. 2

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Evaluation of a novel epicardial atrial fibrillation treatment system.
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The Annals of Thoracic Surgery, 85, 300-300 (2008)
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Apoptosis : an international journal on programmed cell death, 24(7-8), 578-595 (2019-05-11)
Over the past 30 years a number of animal models of cerebral ischemic injury have been developed. Middle cerebral artery occlusion (MCAO) in particular reproduces both ischemic and reperfusion elements and is widely utilized as a model of ischemic stroke in
Mannitol-facilitated perfusion staining with 2,3,5-triphenyltetrazolium chloride (TTC) for detection of experimental cerebral infarction and biochemical analysis.
Sun YY et al.
Journal of Neuroscience Methods, 203, 122-122 (2012)
Human umbilical mesenchymal stem cells promote recovery after ischemic stroke.
Lin YC et al.
Stroke, 42, 2045-2045 (2011)
Jia Huang et al.
Journal of molecular and cellular cardiology, 134, 107-118 (2019-07-14)
Myocardial ischemia/reperfusion (I/R) injury is the major limitation for the cardioprotective action of revascularization after myocardial infarction. Lymphocyte adapter protein (Lnk), an adapter protein, has a regulatory role in multiple signaling pathways by functioning as a scaffold for different substrates.

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