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Details

Stereochemistry ACHIRAL
Molecular Formula C18H16N5S
Molecular Weight 334.418
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of THIAZOLYL BLUE CATION

SMILES

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

InChI

InChIKey=FTZIQBGFCYJWKA-UHFFFAOYSA-N
InChI=1S/C18H16N5S/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/q+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
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 CATION
Common Name English
METHYLTHIAZOLETETRAZOLIUM
Common Name English
2H-TETRAZOLIUM, 2-(4,5-DIMETHYL-2-THIAZOLYL)-3,5-DIPHENYL-
Systematic Name English
Code System Code Type Description
CAS
13146-93-5
Created by admin on Sat Dec 16 10:55:18 GMT 2023 , Edited by admin on Sat Dec 16 10:55:18 GMT 2023
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CHEBI
53233
Created by admin on Sat Dec 16 10:55:18 GMT 2023 , Edited by admin on Sat Dec 16 10:55:18 GMT 2023
PRIMARY
EPA CompTox
DTXSID701202933
Created by admin on Sat Dec 16 10:55:18 GMT 2023 , Edited by admin on Sat Dec 16 10:55:18 GMT 2023
PRIMARY
PUBCHEM
64966
Created by admin on Sat Dec 16 10:55:18 GMT 2023 , Edited by admin on Sat Dec 16 10:55:18 GMT 2023
PRIMARY
FDA UNII
010O4LC9TS
Created by admin on Sat Dec 16 10:55:18 GMT 2023 , Edited by admin on Sat Dec 16 10:55:18 GMT 2023
PRIMARY