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Details

Stereochemistry ACHIRAL
Molecular Formula C19H15N4.Br
Molecular Weight 379.253
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRIPHENYLTETRAZOLIUM BROMIDE

SMILES

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

InChI

InChIKey=YZSUTKMFUHJPNB-UHFFFAOYSA-M
InChI=1S/C19H15N4.BrH/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

HIDE SMILES / InChI
Molecular Formula BrH
Molecular Weight 80.912
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
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

Description

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.

CNS Activity

Originator

Pechmann, H.V.|Runge, P.
3
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

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Interacts
323
Interacts
323
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Not Provided
504
Unknown

Approved Use

Unknown
Diagnostic
Not Provided
504
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
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 Jul 2
Use of a solid reagent in the triphenyl tetrazolium chloride test for bacteriuria.
1967 Sep
Sensitivity and specificity of triphenyl tetrazolium chloride in the gross diagnosis of acute myocardial infarcts.
1997 Oct
An optimized triphenyltetrazolium chloride method for identification of cerebral infarcts.
2004 Apr
Rapid and low-cost colorimetric method using 2,3,5-triphenyltetrazolium chloride for detection of multidrug-resistant Mycobacterium tuberculosis.
2006 Dec
Mannitol-facilitated perfusion staining with 2,3,5-triphenyltetrazolium chloride (TTC) for detection of experimental cerebral infarction and biochemical analysis.
2012 Jan 15
The effectiveness and limitations of triphenyltetrazolium chloride to detect acute myocardial infarction at forensic autopsy.
2013 Sep
Patents

Patents

20110008748
3
8834851
3
CN103980216A
3
JPH00678793A
3
US3415718
3
WO2009055530A2
3

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
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 Sat Dec 16 05:18:39 GMT 2023
Edited
by admin
on Sat Dec 16 05:18:39 GMT 2023
Record UNII
NS1U1P5FP9
Record Status Validated (UNII)
Record Version
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Name Type Language
TRIPHENYLTETRAZOLIUM BROMIDE
Systematic Name English
2,3,5-TRIPHENYLTETRAZOLIUM BROMIDE
Systematic Name English
2,3,5-TRIPHENYL-2H-TETRAZOLIUM BROMIDE
Systematic Name English
2H-TETRAZOLIUM, 2,3,5-TRIPHENYL-, BROMIDE (1:1)
Systematic Name English
Code System Code Type Description
FDA UNII
NS1U1P5FP9
Created by admin on Sat Dec 16 05:18:39 GMT 2023 , Edited by admin on Sat Dec 16 05:18:39 GMT 2023
PRIMARY
PUBCHEM
101965
Created by admin on Sat Dec 16 05:18:39 GMT 2023 , Edited by admin on Sat Dec 16 05:18:39 GMT 2023
PRIMARY
ECHA (EC/EINECS)
214-144-9
Created by admin on Sat Dec 16 05:18:39 GMT 2023 , Edited by admin on Sat Dec 16 05:18:39 GMT 2023
PRIMARY
CAS
1096-80-6
Created by admin on Sat Dec 16 05:18:39 GMT 2023 , Edited by admin on Sat Dec 16 05:18:39 GMT 2023
PRIMARY
EPA CompTox
DTXSID60892988
Created by admin on Sat Dec 16 05:18:39 GMT 2023 , Edited by admin on Sat Dec 16 05:18:39 GMT 2023
PRIMARY
NIH
NCATS
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