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

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Name Type Language
THIAZOLYL BLUE
HSDB  
Common Name English
MTT
Common Name English
THIAZOLYL BLUE [HSDB]
Common Name English
CIL-102
Code 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 Fri Dec 15 19:37:45 GMT 2023 , Edited by admin on Fri Dec 15 19:37:45 GMT 2023
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NSC
60102
Created by admin on Fri Dec 15 19:37:45 GMT 2023 , Edited by admin on Fri Dec 15 19:37:45 GMT 2023
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NSC
367079
Created by admin on Fri Dec 15 19:37:45 GMT 2023 , Edited by admin on Fri Dec 15 19:37:45 GMT 2023
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EPA CompTox
DTXSID60889338
Created by admin on Fri Dec 15 19:37:45 GMT 2023 , Edited by admin on Fri Dec 15 19:37:45 GMT 2023
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CAS
298-93-1
Created by admin on Fri Dec 15 19:37:45 GMT 2023 , Edited by admin on Fri Dec 15 19:37:45 GMT 2023
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FDA UNII
EUY85H477I
Created by admin on Fri Dec 15 19:37:45 GMT 2023 , Edited by admin on Fri Dec 15 19:37:45 GMT 2023
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CHEBI
53233
Created by admin on Fri Dec 15 19:37:45 GMT 2023 , Edited by admin on Fri Dec 15 19:37:45 GMT 2023
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ECHA (EC/EINECS)
206-069-5
Created by admin on Fri Dec 15 19:37:45 GMT 2023 , Edited by admin on Fri Dec 15 19:37:45 GMT 2023
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MESH
C022616
Created by admin on Fri Dec 15 19:37:45 GMT 2023 , Edited by admin on Fri Dec 15 19:37:45 GMT 2023
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EVMPD
SUB93395
Created by admin on Fri Dec 15 19:37:45 GMT 2023 , Edited by admin on Fri Dec 15 19:37:45 GMT 2023
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PUBCHEM
64965
Created by admin on Fri Dec 15 19:37:45 GMT 2023 , Edited by admin on Fri Dec 15 19:37:45 GMT 2023
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HSDB
7300
Created by admin on Fri Dec 15 19:37:45 GMT 2023 , Edited by admin on Fri Dec 15 19:37:45 GMT 2023
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