36889-43-7 , Thiocarbamyl nitro blue tetrazolium ;
2,2'-Di(p-nitrophenyl)-5,5'-di(p-thiocarbamylphenyl)-3,3'-(3,3'-dimethoxy-4,4'-biphenylene)ditetrazolium chloride; TC-NBT
C42H32Cl2N12O6S2 / 935.82
MFCD00060035
2,2'-Di(p-nitrophenyl)-5,5'-di(p-thiocarbamylphenyl)-3,3'-(3,3'-dimethoxy-4,4'-biphenylene)ditetrazolium chloride; TC-NBT
Thiocarbamyl nitro blue tetrazolium (TNBT) is an organic compound that has been used extensively in scientific research for over three decades. In this paper, we will explore the definition, physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety, applications in scientific experiments, the current state of research, potential implications in various fields of research and industry, limitations, and future directions of TNBT.
Definition and background:
TNBT is a non-fluorescent compound that is used in histochemical staining to detect respiratory and oxidative enzyme activity. It is commonly used to detect dehydrogenase activity in cells and tissues, and its blue precipitate can be easily visualized under light microscopy. TNBT is also known as NBT-C, NBT-D, and NBT-P, and its chemical formula is C40H31N9O9S2.
Physical and chemical properties:
TNBT is a dark blue to purple crystalline powder that is insoluble in water but soluble in dimethyl sulfoxide and ethanol. It has a melting point between 210 and 215°C and a molecular weight of 837.87 g/mol. TNBT contains two thiocarbamyl groups that are capable of binding to metal ions, which gives it its unique properties.
Synthesis and characterization:
TNBT is typically synthesized by reacting nitro blue tetrazolium (NBT) with thiourea in the presence of a reducing agent. The reduction of NBT by thiourea results in the formation of TNBT, which can be purified by recrystallization. Characterization of TNBT is typically done using infrared spectroscopy, mass spectrometry, and nuclear magnetic resonance spectroscopy.
Analytical methods:
TNBT is commonly used in histochemical staining to detect dehydrogenase activity in cells and tissues. The most common method is the reduction of TNBT by the dehydrogenase enzyme, which results in the formation of a blue precipitate. Other methods include the use of TNBT in flow cytometry, electrochemical biosensors, and chromatography.
Biological Properties:
TNBT has been shown to have antimicrobial properties against bacteria such as Staphylococcus aureus and Pseudomonas aeruginosa. It has also been used in the detection of cancer cells, as cancer cells have increased levels of dehydrogenase activity. TNBT has been shown to have antioxidant properties and has been used in the study of free radicals and oxidative stress.
Toxicity and Safety in Scientific Experiments:
TNBT has been shown to be non-toxic at concentrations commonly used in scientific experiments. However, it is important to handle TNBT with care and to avoid inhalation, ingestion, or direct contact with skin or eyes.
Applications in Scientific Experiments:
TNBT has a wide range of applications in scientific research, including the detection of dehydrogenase activity, the study of free radicals and oxidative stress, the detection of cancer cells, the measurement of enzymatic activity, and the study of antimicrobial properties.
Current State of Research:
Currently, there is ongoing research on the use of TNBT in electrochemical biosensors and the study of antioxidative and antihypertensive properties.
Potential Implications in Various Fields of Research and Industry:
TNBT has potential applications in various fields of research and industry, including electrochemistry, biosensors, antimicrobial agents, and drug development.
Limitations:
The major limitation of TNBT is its low water solubility, which limits its use in aqueous systems.
Future Directions:
1. Investigating the use of TNBT in the development of electrochemical biosensors.
2. Developing new methods for the synthesis and purification of TNBT.
3. Studying the potential use of TNBT in the treatment of hypertension and cardiovascular disease.
4. Investigating the use of TNBT in the development of antimicrobial agents.
5. Developing new methods for the detection of cancer cells using TNBT.
6. Studying the use of TNBT in the study of oxidative stress and antioxidative properties.
7. Exploring the use of TNBT in the development of new drugs for various diseases.
8. Investigating the use of TNBT in the detection of enzyme activity in real-time.
9. Developing new methods for the characterization of TNBT using various analytical techniques.
10. Investigating the use of TNBT in the study of diabetes and glucose metabolism.
CAS Number | 36889-43-7 |
Product Name | Thiocarbamyl nitro blue tetrazolium |
IUPAC Name | 4-[2-[4-[4-[5-(4-carbamothioylphenyl)-3-(4-nitrophenyl)tetrazol-2-ium-2-yl]-3-methoxyphenyl]-2-methoxyphenyl]-3-(4-nitrophenyl)tetrazol-2-ium-5-yl]benzenecarbothioamide;dichloride |
Molecular Formula | C42H32Cl2N12O6S2 |
Molecular Weight | 935.8 g/mol |
InChI | InChI=1S/C42H30N12O6S2.2ClH/c1-59-37-23-29(11-21-35(37)51-47-41(27-7-3-25(4-8-27)39(43)61)45-49(51)31-13-17-33(18-14-31)53(55)56)30-12-22-36(38(24-30)60-2)52-48-42(28-9-5-26(6-10-28)40(44)62)46-50(52)32-15-19-34(20-16-32)54(57)58;;/h3-24H,1-2H3,(H2-2,43,44,61,62);2*1H |
InChI Key | VTWBTCNQXRKYSS-UHFFFAOYSA-N |
SMILES | COC1=C(C=CC(=C1)C2=CC(=C(C=C2)[N+]3=NC(=NN3C4=CC=C(C=C4)[N+](=O)[O-])C5=CC=C(C=C5)C(=S)N)OC)[N+]6=NC(=NN6C7=CC=C(C=C7)[N+](=O)[O-])C8=CC=C(C=C8)C(=S)N.[Cl-].[Cl-] |
Canonical SMILES | COC1=C(C=CC(=C1)C2=CC(=C(C=C2)[N+]3=NC(=NN3C4=CC=C(C=C4)[N+](=O)[O-])C5=CC=C(C=C5)C(=S)N)OC)[N+]6=NC(=NN6C7=CC=C(C=C7)[N+](=O)[O-])C8=CC=C(C=C8)C(=S)N.[Cl-].[Cl-] |
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