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655-42-5 , 2-Benzamido-2-deoxy-D-glucopyranose, CAS:655-42-5

655-42-5, 2-Benzamido-2-deoxy-D-glucopyranose, CAS:655-42-5
C13H17NO6 / 283.28
MFCD00070521

N-Benzoyl-D-glucosamine

2-苯甲酰氨基-2-脱氧-D-葡萄糖,

2-Benzamido-2-deoxy-D-glucopyranose is a synthetic, inexpensive, and non-toxic compound that has antibiotic properties. It is used as a reagent for the sulfonylating of aromatic rings and as an intermediate in the synthesis of other compounds. 2-Benzamido-2-deoxy-D-glucopyranose can be radiolabeled with carbon or fluorine atoms to form a resonance labeled probe that can be used in magnetic resonance spectroscopy.

N-((2R,3R,4S,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl)benzamide, commonly known as THOB or benzamide-threitol, is a chemical compound with the molecular formula C13H17NO6. It is a white or off-white crystalline powder with a molecular weight of 283.28 g/mol. THOB is a type of benzamide derivative that has shown a wide range of biological and pharmaceutical properties, including anti-inflammatory, antioxidant, anticancer, and antimicrobial activities.

Synthesis and Characterization

THOB can be synthesized from the reaction of threitol and benzoyl chloride in the presence of a base catalyst. The resulting product is purified by recrystallization from a suitable solvent. The synthesized THOB can be characterized by various spectroscopic techniques such as nuclear magnetic resonance (NMR), infrared (IR), and mass spectrometry (MS).

Analytical Methods

Various analytical techniques can be used to quantify THOB in different samples, including high-performance liquid chromatography (HPLC), gas chromatography-mass spectrometry (GC-MS), and capillary electrophoresis (CE). These techniques can provide accurate and precise results, enabling the detection and quantification of THOB at low concentrations.

Biological Properties

THOB has been shown to possess several valuable biological properties, including antioxidant, antitumor, and antibacterial activities. The compound's antioxidant properties are attributed to its ability to scavenge free radicals and prevent oxidative damage to cells and tissues. THOB also inhibits the growth of various cancer cells and has been reported to induce apoptosis and cell cycle arrest in vitro. Moreover, THOB has exhibited strong antibacterial properties against various gram-positive and gram-negative bacterial species.

Toxicity and Safety in Scientific Experiments

THOB has been shown to be safe and non-toxic at low concentrations in scientific experiments. However, higher concentrations of THOB can induce toxicity and have adverse effects on different biological systems. Therefore, it is essential to determine the optimal dosage of THOB for different applications carefully.

Applications in Scientific Experiments

THOB has found many applications in scientific research, including drug development, cell culture studies, and biochemical assays. The compound has been used as an antitumor agent, an antioxidant agent, and a bacteriostatic agent in various experiments. THOB has also been used in the modification of biomolecules and the synthesis of novel functional materials.

Current State of Research

Currently, there is ongoing research on the potential applications of THOB in different fields, including biomedicine, nanotechnology, and biochemistry. Different studies are exploring the compound's biological, chemical, and physicochemical properties to develop new therapeutic agents and functional materials. There is a growing interest in THOB due to its unique chemical structure and valuable biological and physical properties.

Potential Implications in Various Fields of Research and Industry

THOB has shown potential implications in various fields of research, including:

Biomedical Research: THOB's anti-inflammatory, anticancer, and antioxidant properties make it a potential therapeutic agent for various diseases such as cancer, diabetes, and cardiovascular diseases.

Nanotechnology: THOB has been used to modify the surface properties of nanoparticles, enabling them to bind to specific biological molecules and be used for targeted drug delivery.

Food Industry: THOB has shown antibacterial properties, making it a potential antibacterial agent for food preservation and storage.

Limitations and Future Directions

Although THOB has shown many promising biological and pharmaceutical properties, there are some limitations that need to be addressed:

The optimal dosage and safety profile of THOB for various applications need to be determined.

The long-term effects of THOB on different biological systems need more research.

Future Directions:

Some future directions for THOB research could include:

Exploring the potential applications of THOB in modifying biomolecules and synthesizing novel functional materials.

Investigating the therapeutic effects of THOB in different animal models of human diseases.

Studying the effects of THOB on different biological systems at the molecular level using advanced techniques such as proteomics and genomics.

Developing new analytical techniques for the quantification and detection of THOB in different samples.

In conclusion, THOB is a promising chemical compound with many valuable properties that have potential implications in various fields of research and industry. THOB's biological, chemical, and physical properties need more research to realize its full potential. THOB research could lead to the development of new therapeutic agents and functional materials that could benefit human health and the environment.

CAS Number655-42-5
Product NameN-((2R,3R,4S,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl)benzamide
IUPAC NameN-[(2R,3R,4S,5R)-3,4,5,6-tetrahydroxy-1-oxohexan-2-yl]benzamide
Molecular FormulaC13H17NO6
Molecular Weight283.28 g/mol
InChIInChI=1S/C13H17NO6/c15-6-9(11(18)12(19)10(17)7-16)14-13(20)8-4-2-1-3-5-8/h1-6,9-12,16-19H,7H2,(H,14,20)/t9-,10+,11+,12+/m0/s1
InChI KeyQCYHKZRHOGVACA-UHFFFAOYSA-N
SMILESC1=CC=C(C=C1)C(=O)NC(C=O)C(C(C(CO)O)O)O
SynonymsN-benzoyl-D-glucosamine
Canonical SMILESC1=CC=C(C=C1)C(=O)NC(C=O)C(C(C(CO)O)O)O
CAS No: 655-42-5 MDL No: MFCD00070521 Chemical Formula: C13H17NO6 Molecular Weight: 283.28
References: 1. Inouye Y, Onodera K, Kitaoka S, et al., J. Am. Chem. Soc. 1956, Vol78, 4722


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