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Details

Stereochemistry ACHIRAL
Molecular Formula C19H15N4
Molecular Weight 299.3492
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of TRIPHENYLTETRAZOLIUM

SMILES

C1=CC=C(C=C1)N2N=C(N=[N+]2C3=CC=CC=C3)C4=CC=CC=C4

InChI

InChIKey=LNOBZXNCABUBKK-UHFFFAOYSA-N
InChI=1S/C19H15N4/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/q+1

HIDE SMILES / InChI

Molecular Formula C19H15N4
Molecular Weight 299.3492
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

2,3,5-Triphenyltetrazolium Chloride (TTC) is a redox indicator. In the TTC assay (also known as TTC test or tetrazolium test), TTC is used to differentiate between metabolically active and inactive tissues or cells. The white compound is enzymatically reduced to red TPF (1,3,5-triphenylformazan) in living tissues or cells due to the activity of various dehydrogenases (enzymes important in oxidation of organic compounds and thus cellular metabolism), while it remains as white TTC in areas of necrosis since these enzymes have been either denatured or degraded. TTC test is a reliable, sensitive, and specific adjunct in the examination of the human heart at necropsy to diagnose acute myocardial infarction in the human population. In addition TTC test may be used for diagnostics of bacteriuria.

Originator

Sources: Pechmann, H. V.; Runge, P. Ber. Deutsch. Chem. Ges., 27: 2920, 1894.
Curator's Comment: reference retrieved from http://www.drugfuture.com/chemdata/triphenyltetrazolium-chloride.html | http://pubs.acs.org/doi/abs/10.1021/ja01183a515 | http://www.scielo.br/pdf/rm/v30n2/v30n2a09.pdf

Approval Year

TargetsConditions
PubMed

PubMed

TitleDatePubMed
The effectiveness and limitations of triphenyltetrazolium chloride to detect acute myocardial infarction at forensic autopsy.
2013-09
Mannitol-facilitated perfusion staining with 2,3,5-triphenyltetrazolium chloride (TTC) for detection of experimental cerebral infarction and biochemical analysis.
2012-01-15
Rapid and low-cost colorimetric method using 2,3,5-triphenyltetrazolium chloride for detection of multidrug-resistant Mycobacterium tuberculosis.
2006-12
An optimized triphenyltetrazolium chloride method for identification of cerebral infarcts.
2004-04
Sensitivity and specificity of triphenyl tetrazolium chloride in the gross diagnosis of acute myocardial infarcts.
1997-10
Use of a solid reagent in the triphenyl tetrazolium chloride test for bacteriuria.
1967-09
The triphenyl tetrazolium chloride (uroscreen) test alone and in combination with the gram smear as a screening procedure for significant bacteriuria in hospital patients.
1966-07-02
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Eleven multidrug-resistant (MDR) isolates of M. tuberculosis and 12 isolates which were susceptible to rifampicin (RIF) and isoniazid (INH) were used. The test was performed with a critical concentration of 0.2 ug/ml for INH and 2.0 ug/ml for RIF in 7H9GC broth with 0.625 ug/ml 2,3,5-triphenyltetrazolium chloride (TTC). Each isolate was inoculated under these conditions and inspected daily for colour changes; the results were obtained after a mean of 4.9 days.
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:51:36 GMT 2025
Edited
by admin
on Mon Mar 31 19:51:36 GMT 2025
Record UNII
7OL20RET2I
Record Status Validated (UNII)
Record Version
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Name Type Language
TRIPHENYLTETRAZOLIUM
Systematic Name English
2,3,5-TRIPHENYLTETRAZOLIUM
Preferred Name English
2H-TETRAZOLIUM, 2,3,5-TRIPHENYL-
Systematic Name English
Code System Code Type Description
CAS
902-00-1
Created by admin on Mon Mar 31 19:51:36 GMT 2025 , Edited by admin on Mon Mar 31 19:51:36 GMT 2025
PRIMARY
FDA UNII
7OL20RET2I
Created by admin on Mon Mar 31 19:51:36 GMT 2025 , Edited by admin on Mon Mar 31 19:51:36 GMT 2025
PRIMARY
MESH
C009591
Created by admin on Mon Mar 31 19:51:36 GMT 2025 , Edited by admin on Mon Mar 31 19:51:36 GMT 2025
PRIMARY
PUBCHEM
9284
Created by admin on Mon Mar 31 19:51:36 GMT 2025 , Edited by admin on Mon Mar 31 19:51:36 GMT 2025
PRIMARY
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