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87961

Sigma-Aldrich

Tetranitroblue tetrazolium chloride

≥85% (AT)

Synonym(s):

3,3′-(3,3′-Dimethoxy-4,4′-biphenylene)bis[2,5-bis(p-nitrophenyl)-2H-tetrazolium chloride], TNBT, Tetranitrotetrazolium blue chloride

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About This Item

Empirical Formula (Hill Notation):
C40H28Cl2N12O10
CAS Number:
1184-43-6
Molecular Weight:
907.63
Beilstein:
3897475
EC Number:
214-665-1
MDL number:
MFCD00036338
UNSPSC Code:
12352204
PubChem Substance ID:
57653280
NACRES:
NA.83

Assay

≥85% (AT)

form

powder or crystals

ign. residue

≤0.1%

loss

≤25% loss on drying

mp

~170 °C (dec.)

solubility

2-methoxyethanol: 0.090 g/10 mL (hot)

SMILES string

[Cl-].[Cl-].COc1cc(ccc1-[n+]2nc(nn2-c3ccc(cc3)[N+]([O-])=O)-c4ccc(cc4)[N+]([O-])=O)-c5ccc(c(OC)c5)-[n+]6nc(nn6-c7ccc(cc7)[N+]([O-])=O)-c8ccc(cc8)[N+]([O-])=O

InChI

1S/C40H28N12O10.2ClH/c1-61-37-23-27(7-21-35(37)47-43-39(25-3-9-31(10-4-25)49(53)54)41-45(47)29-13-17-33(18-14-29)51(57)58)28-8-22-36(38(24-28)62-2)48-44-40(26-5-11-32(12-6-26)50(55)56)42-46(48)30-15-19-34(20-16-30)52(59)60;;/h3-24H,1-2H3;2*1H/q+2;;/p-2

InChI key

VCESGVLABVSDRO-UHFFFAOYSA-L

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General description

crystallized with ~2 mol ethanol

Other Notes

Review: Tetrazolium salts and formazans; Detection of hydrolases (with indoxyl substrates)

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H350

Precautionary Statements

P201 - P308 + P313

Hazard Classifications

Carc. 1B

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Nitrotetrazolium Blue chloride ≥90.0% (HPLC)

Sigma-Aldrich

N6876

Nitrotetrazolium Blue chloride

F.P. Altman
Progress in Histochemistry and Cytochemistry, 9, 51-51 (1976)
A K Raap et al.
The Histochemical journal, 15(9), 861-879 (1983-09-01)
The correct localization of oxidative enzymes using cytochemical tetrazolium methods, in which low molecular weight electron carriers such as NAD(P)H and reduced phenazine methosulphate (PMSH) are used, can be endangered by the escape of the reduced intermediates before they react
A Kooij et al.
The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society, 39(1), 87-93 (1991-01-01)
We have detected xanthine oxidoreductase activity in unfixed cryostat sections of rat and chicken liver, rat duodenum, and bovine mammary gland using the tissue protectant polyvinyl alcohol, the electron carrier 1-methoxyphenazine methosulfate, the final electron acceptor Tetranitro BT, and hypoxanthine
C J van Noorden et al.
Histochemistry, 75(4), 493-506 (1982-01-01)
A sensitive cytochemical staining method for glucose-6-phosphate dehydrogenase activity in individual human erythrocytes is described. This staining method can be used for the rapid routine discrimination of patients with a deficiency of the enzyme in its homozygote or heterozygote form
R Gossrau
Histochemistry, 58(3), 203-218 (1978-12-01)
Using freeze-dried or sections from fresh-frozen or aldehyde-fixed material nitro BT (NBT), tetranito BT (TNBT), distyryl nitro BT (DS-NBT), thiocarbamyl nitro BT (TC-NBT) or benzothiazolylstyrylphthalhydrazidyl tetrazolium chloride (BSPT) were tested as auxiliary reagents for the localization of glycosidases, phosphatases and
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