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Details

Stereochemistry ACHIRAL
Molecular Formula C18H16N5S.Br
Molecular Weight 414.322
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of THIAZOLYL BLUE

SMILES

[Br-].CC1=C(C)N=C(S1)[N+]2=NC(=NN2C3=CC=CC=C3)C4=CC=CC=C4

InChI

InChIKey=AZKSAVLVSZKNRD-UHFFFAOYSA-M
InChI=1S/C18H16N5S.BrH/c1-13-14(2)24-18(19-13)23-21-17(15-9-5-3-6-10-15)20-22(23)16-11-7-4-8-12-16;/h3-12H,1-2H3;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 C18H16N5S
Molecular Weight 334.418
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Thiazolyl Blue is a membrane-permeable yellow dye that is reduced by mitochondrial reductases in living cells to form the dark blue product. The net positive charge on Thiazolyl Blue appears to be the predominant factor involved in their cellular uptake via the plasma membrane potential. Thiazolyl Blue is used as a direct indicator of cytotoxicity (such as for screening cancer drugs), proliferation and apoptosis. Thiazolyl Blue is also an electron acceptor used for studying NADP-dependent dehydrogenases. Thiazolyl Blue reduction is associated not only with mitochondria, but also with the cytoplasm and with nonmitochondrial membranes including the endosome/lysosome compartment and the plasma membrane. Biological Applications: cell viability assay; microbial growth assays; DNA quantification assays; tissue viability assays; detecting enzymes; measuring membrane potential; treating Alzheimer’s disease, asthma, cancer. Because Thiazolyl Blue forms an insoluble formazan it has usually been applied in endpoint assays.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Exocytosis of MTT formazan could exacerbate cell injury.
2012-06
Substrates and inhibitors of efflux proteins interfere with the MTT assay in cells and may lead to underestimation of drug toxicity.
2004-10
Inactivation of aconitase during the apoptosis of mouse cerebellar granule neurons induced by a deprivation of membrane depolarization.
2003-02-15
The use of thiazolyl blue for the detection of dehydrogenases on starch gels.
1966-10
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:51:34 GMT 2025
Edited
by admin
on Mon Mar 31 19:51:34 GMT 2025
Record UNII
EUY85H477I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
THIAZOLYL BLUE
HSDB  
Common Name English
CIL-102
Preferred Name English
MTT
Common Name English
THIAZOLYL BLUE [HSDB]
Common Name English
NSC-60102
Code English
2H-TETRAZOLIUM, 2-(4,5-DIMETHYL-2-THIAZOLYL)-3,5-DIPHENYL-, BROMIDE (1:1)
Systematic Name English
NSC-367079
Code English
Code System Code Type Description
SMS_ID
100000141562
Created by admin on Mon Mar 31 19:51:34 GMT 2025 , Edited by admin on Mon Mar 31 19:51:34 GMT 2025
PRIMARY
NSC
60102
Created by admin on Mon Mar 31 19:51:34 GMT 2025 , Edited by admin on Mon Mar 31 19:51:34 GMT 2025
PRIMARY
NSC
367079
Created by admin on Mon Mar 31 19:51:34 GMT 2025 , Edited by admin on Mon Mar 31 19:51:34 GMT 2025
PRIMARY
EPA CompTox
DTXSID60889338
Created by admin on Mon Mar 31 19:51:34 GMT 2025 , Edited by admin on Mon Mar 31 19:51:34 GMT 2025
PRIMARY
CAS
298-93-1
Created by admin on Mon Mar 31 19:51:34 GMT 2025 , Edited by admin on Mon Mar 31 19:51:34 GMT 2025
PRIMARY
FDA UNII
EUY85H477I
Created by admin on Mon Mar 31 19:51:34 GMT 2025 , Edited by admin on Mon Mar 31 19:51:34 GMT 2025
PRIMARY
CHEBI
53233
Created by admin on Mon Mar 31 19:51:34 GMT 2025 , Edited by admin on Mon Mar 31 19:51:34 GMT 2025
PRIMARY
ECHA (EC/EINECS)
206-069-5
Created by admin on Mon Mar 31 19:51:34 GMT 2025 , Edited by admin on Mon Mar 31 19:51:34 GMT 2025
PRIMARY
MESH
C022616
Created by admin on Mon Mar 31 19:51:34 GMT 2025 , Edited by admin on Mon Mar 31 19:51:34 GMT 2025
PRIMARY
EVMPD
SUB93395
Created by admin on Mon Mar 31 19:51:34 GMT 2025 , Edited by admin on Mon Mar 31 19:51:34 GMT 2025
PRIMARY
PUBCHEM
64965
Created by admin on Mon Mar 31 19:51:34 GMT 2025 , Edited by admin on Mon Mar 31 19:51:34 GMT 2025
PRIMARY
HSDB
7300
Created by admin on Mon Mar 31 19:51:34 GMT 2025 , Edited by admin on Mon Mar 31 19:51:34 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY