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
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
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/16216776
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16216776
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
Primary Target | Pharmacology | Condition | Potency |
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Target ID: Succinate dehydrogenase Sources: https://www.ncbi.nlm.nih.gov/pubmed/16216776 |
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Target ID: Oxidoreductases Sources: https://www.ncbi.nlm.nih.gov/pubmed/16216776 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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PubMed
Title | Date | PubMed |
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The use of thiazolyl blue for the detection of dehydrogenases on starch gels. | 1966 Oct |
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Inactivation of aconitase during the apoptosis of mouse cerebellar granule neurons induced by a deprivation of membrane depolarization. | 2003 Feb 15 |
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Substrates and inhibitors of efflux proteins interfere with the MTT assay in cells and may lead to underestimation of drug toxicity. | 2004 Oct |
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Exocytosis of MTT formazan could exacerbate cell injury. | 2012 Jun |
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ACTIVE MOIETY
SUBSTANCE RECORD