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Merck
CN

93862

Nitrotetrazolium Blue chloride

90.0-110.0% (calc. on dry substance, T), powder

Synonym(s):

2,2′-bis(4-Nitrophenyl)-5,5′-diphenyl-3,3′-(3,3′-dimethoxy-4,4′-diphenylene)ditetrazolium chloride, 3,3′-(3,3′-Dimethoxy-4,4′-biphenylene)bis[2-(4-nitrophenyl)-5-phenyl-2H-tetrazolium chloride], p-Nitro-Blue tetrazolium chloride, p-Nitrotetrazolium blue, NBT, Nitro BT

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About This Item

Linear Formula:
C40H30N10O6 · 2Cl
CAS Number:
298-83-9
Molecular Weight:
817.64
NACRES:
NA.54
PubChem Substance ID:
329770281
UNSPSC Code:
12171500
MDL number:
MFCD00012159
Beilstein/REAXYS Number:
4115923

Key Documents

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Product Name

Nitrotetrazolium Blue chloride, 90.0-110.0% (calc. on dry substance, T)

SMILES string

[Cl-].[Cl-].COc1cc(ccc1-[n+]2nc(nn2-c3ccc(cc3)[N+]([O-])=O)-c4ccccc4)-c5ccc(c(OC)c5)-[n+]6nc(nn6-c7ccc(cc7)[N+]([O-])=O)-c8ccccc8

InChI key

FSVCQIDHPKZJSO-UHFFFAOYSA-L

InChI

1S/C40H30N10O6.2ClH/c1-55-37-25-29(13-23-35(37)47-43-39(27-9-5-3-6-10-27)41-45(47)31-15-19-33(20-16-31)49(51)52)30-14-24-36(38(26-30)56-2)48-44-40(28-11-7-4-8-12-28)42-46(48)32-17-21-34(22-18-32)50(53)54;;/h3-26H,1-2H3;2*1H/q+2;;/p-2

assay

90.0-110.0% (calc. on dry substance, T)

form

powder

impurities

≤10% solvent content
≤10% water

λ

in methanol

UV absorption

λ: 252-262 nm Amax

storage temp.

2-8°C

Quality Level

100

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Analysis Note

solubility:
250 mg in 5 mL methanol: yellow to very dark yellow and light brown-yellow to very dark brown-yellow

Biochem/physiol Actions

Nitrotetrazolium blue chloride (NBT) is used in staining, visualizing and evaluating the damage in brain sections or heart tissues. The principle of the technique is that the redox enzymes like nicotinamide adenine dinucleotide NAD(H) and cofactors present in the cell convert colorless tetrazolium salt to blue formazan. The dead cells remain unstained. It is used in the dual-staining along with methyl green for the hyperspectral microscopic imaging analysis of colon tissues for the diagnosis of colon diseases. NBT is also used for diagnosing microbial infections and phagocytic defects. In conventional chromogenic methods, NBT/ 5-bromo-4-chloro-3-indolyl phosphate (BCIP) is used as a substrate for alkaline phosphatase enzyme reaction, in which NBT is reduced to insoluble purple diformazan.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD7359
BCCC8213
BCCB5134
BCBV5412
BCBS3999V

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Technique for the performance of the nitro-blue tetrazolium (NBT) test.
Freeman R and King B
Journal of Clinical Pathology, 25(10), 912-912 (1972)
Methyl green and nitrotetrazolium blue chloride co-expression in colon tissue: A hyperspectral microscopic imaging analysis.
Li Q, et al.
Optics & Laser technology, 64, 337-342 (2014)
Irina S Balan et al.
Brain research, 1316, 112-119 (2009-12-29)
A histo-enzymatic technique for visualizing and quantifying endogenous NAD(H) in brain tissue was developed, based on coupled enzymatic cycling reactions that reduce nitrotetrazolium blue chloride to produce formazan. Conditions were used where the endogenous level of nicotinamide adenine dinucleotides (NAD(H))
Fluorescent in situ hybridization employing the conventional NBT/BCIP chromogenic stain.
Trinh L A, et al.
Biotechniques, 42(6), 756-759 (2007)

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