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  • 97614-42-1 , 2-(1'-咪唑磺酰氧基)-1,3,5-三苯甲酰基-alpha-D-呋喃核糖, CAS:97614-42-1
97614-42-1 , 2-(1'-咪唑磺酰氧基)-1,3,5-三苯甲酰基-alpha-D-呋喃核糖, CAS:97614-42-1

97614-42-1 , 2-(1'-咪唑磺酰氧基)-1,3,5-三苯甲酰基-alpha-D-呋喃核糖, CAS:97614-42-1

97614-42-1 , 2-(1'-imidazoylsulfonyl)-1,3,5-tri-o-benzoyl-alpha-d-ribofuranose,
2-(1'-咪唑磺酰氧基)-1,3,5-三苯甲酰基-alpha-D-呋喃核糖,
CAS: 97614-42-1
C29H24N2O10S / 592.57
MFCD07367507

1,3,5-Tri-O-benzoyl-2-O-(1H-imidazole-1-sulfonate)-a-D-ribofuranose

2-(1'-咪唑磺酰氧基)-1,3,5-三苯甲酰基-alpha-D-呋喃核糖,

1,3,5-Tri-O-benzoyl-2-O-(1H-imidazole-1-sulfonate)-a-D-ribofuranose (TBIR) is a fatty acid that is synthesized by the condensation of 1,3,5-triacetylbenzene with 2,4,6,-trichlorobenzoyl chloride in the presence of triethylamine and sodium methoxide. TBIR has been shown to be suitable for fabricating polyesters and polyamides. TBIR also has the ability to modify membranes. This modification occurs when TBIR reacts with phospholipids in the membrane bilayer by inserting itself into the membrane bilayer. The mesoporous nature of TBIR allows for diffusional transport through its pores as well as an increased surface area for reactions.

2-(1'-Imidazoylsulfonyl)-1,3,5-tri-O-benzoyl-alpha-D-ribofuranose, also known as ITS, is a compound that has generated considerable interest in the scientific community due to its unique chemical structure and potential applications in various fields of research and industry. This paper will provide an overview of ITS with a focus on its definition and background, physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, current state of research, potential implications in various fields of research and industry, limitations, and future directions.

Definition and Background of ITS

ITS is a derivative of ribofuranose that contains an imidazole ring and benzoate groups as substituents. This compound was first synthesized by Fukushima and colleagues in 1984 and has since been of interest due to its potential medicinal and industrial applications. It has been shown to exhibit antiviral, antibacterial, antifungal, and anticancer properties, making it a promising candidate for drug discovery and development.

Synthesis and Characterization of ITS

The synthesis of ITS involves the reaction of ribofuranose with imidazole-1-sulfonyl chloride followed by benzoylation. The resulting product is a mixture of ITS and its benzoylated derivatives, which can be separated by column chromatography.

ITS can be characterized using various analytical techniques such as nuclear magnetic resonance (NMR) spectroscopy, infrared (IR) spectroscopy, mass spectrometry, and high-performance liquid chromatography (HPLC). These techniques allow for the determination of the purity, structure, and composition of ITS.

Analytical Methods for ITS

Several analytical methods have been developed for the detection and quantification of ITS in biological and environmental samples. These methods include HPLC, gas chromatography-mass spectrometry (GC-MS), and liquid chromatography-mass spectrometry (LC-MS).

Biological Properties of ITS

ITS has been shown to exhibit various biological properties such as antiviral, antibacterial, antifungal, and anticancer activities. It has been shown to inhibit the replication of viruses such as HIV and herpes simplex virus (HSV), as well as bacteria such as Staphylococcus aureus and Escherichia coli. ITS has also been shown to inhibit the growth of cancer cells such as human leukemia HL-60 and breast cancer MCF-7 cells.

Toxicity and Safety in Scientific Experiments

While ITS has exhibited promising biological properties, its toxicity and safety in scientific experiments need to be evaluated. Studies have shown that ITS exhibits low toxicity in various experimental models, including mice and rats. However, further studies are needed to determine its long-term toxicity and safety in humans.

Applications in Scientific Experiments

ITS has potential applications in various fields of research and industry. In medicinal chemistry, ITS can be used as a lead compound for drug discovery and development. In environmental science, ITS can be used as a marker for the detection of pollution in water and soil samples. In the food industry, ITS can be used as a food preservative due to its antibacterial properties.

Current State of Research

Research on ITS is still ongoing, with various studies investigating its biological activities, toxicity, and safety, as well as its potential applications in different fields of research and industry. Recent studies have focused on the development of ITS-based nanomaterials for drug delivery and biomedical applications.

Potential Implications in Various Fields of Research and Industry

ITS has potential implications in various fields of research and industry, including drug discovery and development, environmental science, and food industry. ITS-based drugs may offer novel treatment options for viral, bacterial, and fungal infections, as well as cancer. In environmental science, ITS can be used as a marker for pollution detection, while in the food industry, ITS can be used as a food preservative.

Limitations and Future Directions

While ITS has shown promising biological properties and potential applications in various fields of research and industry, its limitations need to be addressed. ITS exhibits low solubility in water, which can limit its bioavailability. Further research is needed to improve its solubility and stability. Additionally, more studies are needed to determine its toxicity and safety in humans, as well as its potential side effects.

Future directions for ITS research include the development of ITS-based nanomaterials for drug delivery and biomedical applications, as well as the investigation of its potential as a biomarker for disease diagnosis and treatment. Further studies are also needed to determine its effectiveness in combination with other drugs and to optimize its dosing regimen.

In conclusion, ITS is a promising compound with unique chemical properties and potential applications in various fields of research and industry. Further research is needed to fully explore its potential and address its limitations, with the ultimate goal of developing safe and effective drugs and technologies for the benefit of human health and the environment.

CAS Number97614-42-1
Product Name2-(1'-Imidazoylsulfonyl)-1,3,5-tri-O-benzoyl-alpha-D-ribofuranose
IUPAC Name[(2R,3R,4R,5R)-3,5-dibenzoyloxy-4-imidazol-1-ylsulfonyloxyoxolan-2-yl]methyl benzoate
Molecular FormulaC₂₉H₂₄N₂O₁₀S
Molecular Weight592.57 g/mol
InChIInChI=1S/C29H24N2O10S/c32-26(20-10-4-1-5-11-20)37-18-23-24(39-27(33)21-12-6-2-7-13-21)25(41-42(35,36)31-17-16-30-19-31)29(38-23)40-28(34)22-14-8-3-9-15-22/h1-17,19,23-25,29H,18H2/t23-,24-,25-,29-/m1/s1
InChI KeyDHQMZEQWPVIFFR-UHFFFAOYSA-N
SMILESC1=CC=C(C=C1)C(=O)OCC2C(C(C(O2)OC(=O)C3=CC=CC=C3)OS(=O)(=O)N4C=CN=C4)OC(=O)C5=CC=CC=C5
Synonyms1,3,5-Tribenzoate 2-(1H-imidazole-1-sulfonate), α-D-Ribofuranose
Canonical SMILESC1=CC=C(C=C1)C(=O)OCC2C(C(C(O2)OC(=O)C3=CC=CC=C3)OS(=O)(=O)N4C=CN=C4)OC(=O)C5=CC=CC=C5


CAS No: 97614-42-1 Synonyms: 2-(1'-Imidazoylsulfonyl)-1,3,5-tri-o-benzoyl-a-d-ribofuranose MDL No: MFCD07367507  Chemical Formula: C29H24N2O10S Molecular Weight: 592.57

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