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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)
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
M S Letinsky
Stain technology, 58(1), 21-27 (1983-01-01)
Nitroblue tetrazolium (NBT) has been used to stain motor nerve terminals and unmyelinated axons in vertebrate skeletal muscle, but undesirable background connective tissue coloration resulted. This procedure was improved by separation of the tetrazolium salt's binding from its subsequent reduction.
R L Gardner
Journal of embryology and experimental morphology, 80, 251-288 (1984-04-01)
Conditions were found for staining whole mid-gestation capsular parietal endoderms and visceral yolk sacs for malic enzyme activity that gave excellent discrimination between wild-type (Mod-1+/Mod-1+) cells and mutant (Mod-1n/Mod-1n) cells that lack the cytoplasmic form of the enzyme. Reciprocal blastocyst
C L Jordan et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 9(1), 239-247 (1989-01-01)
In the previous study (Jordan et al., 1989), we demonstrated that androgen treatment of juvenile male rats inhibits the elimination of synapses in the levator ani (LA) muscle. In the present study, we asked whether synapse elimination would occur once
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