Basic information
- CAS
298-83-9- Standard SMILES
COc1cc(-c2ccc(-[n+]3nc(-c4ccccc4)nn3-c3ccc([N+](=O)[O-])cc3)c(OC)c2)ccc1-[n+]1nc(-c2ccccc2)nn1-c1ccc([N+](=O)[O-])cc1- InChIKey
JPXMTWWFLBLUCD-UHFFFAOYSA-N- Molecular formula
- C40H30N10O6+2
- Average molar mass
- 746.7 g/mol
- Monoisotopic mass
- 746.23497872
Overview
Nitro blue tetrazolium(2+) is an organic cation.
Names & identifiers
- Preferred name
- Nitro Blue Tetrazolium
- IUPAC
- 2-[2-methoxy-4-[3-methoxy-4-[3-(4-nitrophenyl)-5-phenyltetrazol-2-ium-2-yl]phenyl]phenyl]-3-(4-nitrophenyl)-5-phenyltetrazol-2-ium
- English name
- Nitrotetrazolium blue chloride
- Molecular formula
- C40H30ClN10O6+
- Molecular weight
- 782.19
Names & synonyms
NITROBLUE TETRAZOLIUMNitroblue tetrazolium ionNitroblue tetrazolium cation9GLB9XVS9NBlue, NitrotetrazoliumNitro tetrazolium BT7695-60-52H-Tetrazolium, 2,2'-(3,3'-dimethoxy(1,1'-biphenyl)-4,4'-diyl)bis(3-(4-nitrophenyl)-5-phenyl-DTXSID4048309Tetrazolium nitro BTNBT (dye)Tetrazolium Nitro Blue
Show more names
NBTNITRO BLUE TETRAZOLIUMNITRO BLUE TETRAZOLIUM CHLORIDENITRO BTP-NBTP-NITROTETRAZOLIUM BLUEP-NITRO BLUE TETRAZOLIUM4-NITRO BLUE TETRAZOLIUM CHLORIDENitrotetrazolium blue chloride(NBT)NBTMF
Nitroblue tetrazolium saltNitro Blue tetrazolium saltNitrotetrazolium Chloride BlueNitro-BTTetrazolium NitroblueNitroblue, TetrazoliumTetrazolium, Nitroblue2H-Tetrazolium, 3,3'-(3,3'-dimethoxy(1,1'-biphenyl))-4,4'-diyl bis(2-(4-nitrophenyl))-5-phenyl-, dichloride
Properties
Computed structural properties
- XLogP
- 12
- Topological polar surface area
- 179 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 9
- Heavy atoms
- 56
- Formal charge
- 2
- Complexity
- 1,180
Experimental & physicochemical properties
Chemical ClassesDyes -> Other Dyes
Physical DescriptionSolid; Color varies (colorless, yellow, blue or black); [ChemIDplus]
Physicochemical properties
- Melting point
- 200 °C · 200°C
- Density
- 1.5521 · 1.5521 (rough estimate)
- refractive index
- 1.735 · 1.7350 (estimate)
- storage temp.
- 2 · 2-8°C
- solubility
- 50 mg/mL, · methanol: 50 mg/mL, clear, very strongly yellow
- form
- Powder/Solid
- color
- Yellow
- PH
- 4.5 · 4.5-5.5
- Water Solubility
- Soluble in water, ethanol and methanol.
- Sensitive
- Light Sensitive
- λmax
- 256 nm · 256 nm
- BRN
- 4115923 · 4115923
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 2.6% (2 of 77) of reports.
Warning
H302 (79.2%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 77 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 2H-Tetrazolium, 3,3'-(3,3'-dimethoxy[1,1'-biphenyl]-4,4'-diyl)bis[2-(4-nitrophenyl)-5-phenyl-, dichloride
2H-Tetrazolium, 2,2'-(3,3'-dimethoxy[1,1'-biphenyl]-4,4'-diyl)bis[3-(4-nitrophenyl)-5-phenyl-, dichloride: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
May be harmful after ingestion, inhalation, or skin contact; A skin, eye, and respiratory tract irritant; Target organs are liver, heart, kidneys, and eyes. May cause convulsions; LD50 (mouse) = 2000 mg/kg; [MSDSonline] Moderately toxic by ingestion. [Hawley]
Hazard Classes and CategoriesAcute Tox. 4 (79.2%)
Toxicology
Adverse EffectsNeurotoxin - Other CNS neurotoxin
Safety data
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)
Uses & manufacturing
Uses
Formerly used to distinguish between nonbacterial and bacterial diseases, the latter causing neutrophils to reduce the dye; used to confirm diagnosis of chronic granulomatous disease. [ChemIDplus] A microscopic stain used to detect dehydrogenases and alkaline phosphatase; [Ullmann]
General Manufacturing Information2H-Tetrazolium, 2,2'-(3,3'-dimethoxy[1,1'-biphenyl]-4,4'-diyl)bis[3-(4-nitrophenyl)-5-phenyl-, chloride (1:2): ACTIVE
Applications
DescriptionNitro Blue Tetrazolium (NBT) is a chromogenic substrate that, like other tetrazolium compounds, can be reduced to produce a colored formazan derivative. It is used in the “NBT test” to evaluate the activity of NADPH oxidase in phagocytes, which results in the production of blue reduced NBT formazan in normal cells but not in those from patients with chronic granulomatous disease. NBT can also be used as a chromogenic activity stain for oxidoreductases in gels or solutions. More commonly NBT is often paired with 5-bromo-4-chloro-3-inolyl phosphate (PCIB) for the colorimetric detection of alkaline phosphatase activity. Alkaline phosphate converts PCIB to a product that reduces NBT to its formazan derivative, resulting in a black-purple precipitate.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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