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Details

Stereochemistry ACHIRAL
Molecular Formula C16H14N5.Cl
Molecular Weight 311.769
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 5-CYANO-2,3-DI-P-TOLYLTETRAZOLIUM CHLORIDE

SMILES

[Cl-].CC1=CC=C(C=C1)N2N=C(N=[N+]2C3=CC=C(C)C=C3)C#N

InChI

InChIKey=SSJZAXOTLCJNLF-UHFFFAOYSA-M
InChI=1S/C16H14N5.ClH/c1-12-3-7-14(8-4-12)20-18-16(11-17)19-21(20)15-9-5-13(2)6-10-15;/h3-10H,1-2H3;1H/q+1;/p-1

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C16H14N5
Molecular Weight 276.3159
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

5-Cyano-2,3-di-p-tolyltetrazolium chloride (CTC) has been used to determine the in situ number of "active" bacteria in different ecosystems. It is a widely used and accepted dye in environmental and ecological studies. The redox dye CTC is a good vital stain for estimating aerobic bacteria with high metabolic activity due to their ability to reduce CTC to the fluorescent product. The reduction to the fluorescently active formazan form occurs by CTC scavenging for electrons from the components of the electron transport system or dehydrogenases. The dye has been used in conjunction with the nucleic acid staining dye DAPI (sc-3598) to quantitate viable bacteria. CTC has been used to measure the redox activity of tumor cells.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: metabolic activity of anaerobic bacteria
PubMed

PubMed

TitleDatePubMed
Double staining (CTC-DAPI) for detection and enumeration of viable but non-culturable Campylobacter jejuni cells.
1998-01-15
Flow-cytometric determination of dehydrogenase activities in primary human gastrointestinal tumor cell lines.
1994-02
Use of a fluorescent redox probe for direct visualization of actively respiring bacteria.
1992-06

Sample Use Guides

In Vitro Use Guide
Curator's Comment: Direct microscopic enumeration of viable Campylobacter jejuni cells (ie, respiring bacteria) were performed in both culturable and non-culturable states. Five different C jejuni strains were used, including a reference strain, ATCC 33291. Cells from all five strains were incubated alone with 5-cyano-2,3-ditolyl tetrazolium chloride (CTC).
Four hours of incubation with 5 mM CTC under a microaerobic atmosphere was found to be the optimal condition yielding the maximum number of respiring cells (both culturable and non-culturable).
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:00:19 GMT 2025
Edited
by admin
on Mon Mar 31 19:00:19 GMT 2025
Record UNII
BUS4P4I6FX
Record Status Validated (UNII)
Record Version
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Name Type Language
5-CYANO-2,3-DI-P-TOLYLTETRAZOLIUM CHLORIDE
Common Name English
CTC
Preferred Name English
2H-TETRAZOLIUM, 5-CYANO-2,3-BIS(4-METHYLPHENYL)-, CHLORIDE (1:1)
Systematic Name English
5-CYANO-2,3-DITOLYLTETRAZOLIUM CHLORIDE
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID90376367
Created by admin on Mon Mar 31 19:00:19 GMT 2025 , Edited by admin on Mon Mar 31 19:00:19 GMT 2025
PRIMARY
CAS
90217-02-0
Created by admin on Mon Mar 31 19:00:19 GMT 2025 , Edited by admin on Mon Mar 31 19:00:19 GMT 2025
PRIMARY
FDA UNII
BUS4P4I6FX
Created by admin on Mon Mar 31 19:00:19 GMT 2025 , Edited by admin on Mon Mar 31 19:00:19 GMT 2025
PRIMARY
CAS
102568-47-8
Created by admin on Mon Mar 31 19:00:19 GMT 2025 , Edited by admin on Mon Mar 31 19:00:19 GMT 2025
SUPERSEDED
PUBCHEM
2762687
Created by admin on Mon Mar 31 19:00:19 GMT 2025 , Edited by admin on Mon Mar 31 19:00:19 GMT 2025
PRIMARY