2-(2-methoxy-4-{3-methoxy-4-[3-(4-nitrophenyl)-5-phenyl-3H-1,2$l^{5},3,4-tetrazol-2-ylium-2-yl]phenyl}phenyl)-3-(4-nitrophenyl)-5-phenyl-3H-1,2$l^{5},3,4-tetrazol-2-ylium dichloride

• ChemBase ID: 102161
• Molecular Formular: C40H30Cl2N10O6
• Molecular Mass: 817.6356
• Monoisotopic Mass: 816.17268409
• SMILES: [Cl-].[Cl-].COc1c(ccc(c1)c1cc(OC)c(cc1)[n+]1nc(nn1c1ccc(cc1)[N+](=O)[O-])c1ccccc1)[n+]1nc(nn1c1ccc(cc1)[N+](=O)[O-])c1ccccc1
• Canonical SMILES: COc1cc(ccc1[n+]1nc(nn1c1ccc(cc1)[N+](=O)[O-])c1ccccc1)c1ccc(c(c1)OC)[n+]1nc(nn1c1ccc(cc1)[N+](=O)[O-])c1ccccc1.[Cl-].[Cl-]
• InChI: 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
• InChIKey: FSVCQIDHPKZJSO-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-methoxy-4-{3-methoxy-4-[3-(4-nitrophenyl)-5-phenyl-3H-1,2$l^{5},3,4-tetrazol-2-ylium-2-yl]phenyl}phenyl)-3-(4-nitrophenyl)-5-phenyl-3H-1,2$l^{5},3,4-tetrazol-2-ylium dichloride; 2-(2-methoxy-4-{3-methoxy-4-[3-(4-nitrophenyl)-5-phenyl-3H-1,2λ^5,3,4-tetrazol-2-ylium-2-yl]phenyl}phenyl)-3-(4-nitrophenyl)-5-phenyl-3H-1,2λ^5,3,4-tetrazol-2-ylium dichloride
• IUPAC Traditional name: nitro blue tetrazolium(2+) dichloride
• Synonyms: NBT Vials; p-Nitrotetrazolium blue; NBT; Nitro BT; Nitrotetrazolium Blue chloride; 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; Nitro Blue Tetrazolium chloride; 3,3'-(3,3'-Dimethoxy-4,4'-biphenylene)-bis-(2-p-nitrophenyl)-5-(phenyl)-2H-tetrazolium chloride; p-NITRO BLUE TETRAZOLIUM CHLORIDE; p-NITRO BT; Nitrotetrazolium Blue Chloride; Nitro Blue Tetrazolium; Nitro blue tetrazolium chloride; 氯化硝基四氮唑兰单水合物

Database IDs

• CAS Number: 298-83-9
• EC Number: 206-067-4
• MDL Number: MFCD00012159; MFCD00150013
• Beilstein Number: 4115923
• PubChem SID: 24897739; 24897795; 162088595; 24888166; 24886634; 24897786
• PubChem CID: 9281
• CHEBI ID: 9505
• CHEMBL: 403063
• Chemspider ID: 8924
• Wikipedia Title: Nitro_blue_tetrazolium_chloride

CALCULATED PROPERTIES

• H Acceptors: 10
• H Donor: 0
• LogD (pH = 5.5): 4.4200516
• LogD (pH = 7.4): 4.4200516
• Log P: 4.4200516
• Molar Refractivity: 273.2516 cm^3
• Polarizability: 82.24111 Å^3
• Polar Surface Area: 173.92 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: 2-methoxyethanol: soluble20 mg/mL; ethanol: soluble5 mg/mL; H2O: soluble10 mg/mL (A stock solution at 10mg/ml in water is stable for 1-2 weeks in the dark at 0-4°C.); methanol: soluble50 mg/mL, clear, very strongly yellow
• Apperance: powder; tablet; yellow crystalline powder
• Melting Point: 189°C (dec.); 200 °C; ca 190°C dec.
• Flash Point: not available

Safety Information

• Storage Condition: 2-8°C
• RTECS: XF8045000
• European Hazard Symbols: Toxic (T); X; Harmful (Xn)
• German water hazard class: 1; 3
• Risk Statements: 20/21/22-39/23/24/25; 22; 22-36; 22-36/37/38
• Safety Statements: 26; 26-36/37-60; 36/37
• TSCA Listed: 是
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger; Warning
• Main Hazard: may be reactive based on presence of tetrazole group, nitro group and contiguous nitrogen atoms
• LD50: 2gm/kg
• GHS Hazard statements: H302; H302-H315-H319-H335; H302-H370; H319
• GHS Precautionary statements: P260-P307 + P311; P261-P305+P351+P338-P302+P352-P321-P405-P501A; P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ~98% (TLC); ≥88% (T); ≥98.0% (calc. based on dry substance, T); tech. 90%
• Grade: for microscopy; for molecular biology
• Impurities: ≤10% solvent; ≤10% solvent (mainly ethanol or methanol); ≤10% solvent content; ≤5% water
• Clinical: for in vitro diagnostic use
• Quality Level: IVD
• Linear Formula: C40H30N10O6 · 2Cl

DETAILS

MP Biomedicals - 02100416

Lemon-yellow crystals
Enzyme substrate and precipitating agent for fibrinogen

MP Biomedicals - 05205725

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02193999

Molecular Biology Reagent
Ideal for alkaline phosphatase conjugate detection in nucleic acid probe detection systems.

Sigma Aldrich - 84010

Components
The composition of the NBT in the vials is Nitroblue tetrazolium, 1 mg, lyophilized, with phosphate buffer and sodium chloride.
Application
The vials are a component in the Sigma Nitroblue Tetrazolium (NBT) Reduction, Procedure 840.

Sigma Aldrich - 74030

Other Notes
Enzyme substrate e.g. for the determination of glucose-6-phosphate dehydrogenase1; Precipitating agent for fibrinogen2

Sigma Aldrich - N6639

Application
In combination with 5-Bromo-4-chloro-3-indolyl phosphate (BCIP) and an appropriate reaction buffer, Nitroblue tetrazolium forms a substrate for the colorimetric detection of alkaline phosphatase conjugates in a variety of molecular and cell biology techniques.
Packaging
1 g in glass bottle
25, 50, 250 mg in glass bottle

Sigma Aldrich - N6876

Packaging
1, 5 g in glass bottle
10×10, 50, 100, 250, 500 mg in glass bottle
Substrates
Substrate for dehydrogenases1 and other oxidases.2

Sigma Aldrich - N5514

Quantity
Contains 10 mg substrate per tablet.
Specificity
Nitro Blue Tetrazolium is used in conjunction with the alkaline phosphatase substrate 5-Bromo-4-Chloro-3-Indolyl Phosphate (BCIP) Tablets (Sigma Product No. B0274) in immunoblotting and immunohistological staining procedures. This substrate system produces an insoluble end product that is blue-purple in color and can be observed visually.

REFERENCES

• Substrate for determination of various enzymes.