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22933-89-7, 3-Chloro-3-deoxy-D-glucose, CAS:22933-89-7

22933-89-7 , 3-Chloro-3-deoxy-D-glucose,
CAS:22933-89-7
C6H11ClO5 / 198.60
MFCD03425530

3-氯-3-脱氧-D-葡萄糖, 3-Chloro-D-glucose

3-Chloro-3-deoxy-D-glucose is a synthetic compound that has been used to study substituent effects on the transport of molecules across membranes. 3-Chloro-3-deoxy-D-glucose is hydrophobic and can be transported across membranes by a passive diffusion mechanism. It is also capable of transporting other hydrophobic compounds, such as l-arabinose, across membranes. 3-Chloro-3-deoxyglucose contains a transition metal halogeno group and has an affinity for divalent cations, which may explain its ability to bind with the sugar d -xylose.

3-Chloro-3-deoxy-D-glucopyranose is a halogenated sugar that has gained a significant amount of attention in the scientific community due to its unique properties. It is an important precursor for a variety of chemically and biologically active molecules, making it an essential building block for drug discovery and synthesis.

Synthesis and Characterization

3-Chloro-3-deoxy-D-glucopyranose is synthesized from D-glucose through a series of chemical reactions. The synthesis involves the use of thionyl chloride as a chlorination agent, followed by a deoxylation step using a reducing agent such as sodium borohydride. Characterization of the compound is typically performed using a combination of spectroscopic techniques, such as NMR and IR.

Analytical Methods

Analytical methods commonly used to detect 3-Chloro-3-deoxy-D-glucopyranose include high-performance liquid chromatography (HPLC) and gas chromatography-mass spectrometry (GC-MS). These techniques are used to determine the purity and concentration of the compound in various sample matrices.

Biological Properties

The biological activity of 3-Chloro-3-deoxy-D-glucopyranose has been studied extensively and has been shown to possess diverse biological activities, including antimicrobial, antifungal, and anti-inflammatory properties.

Toxicity and Safety in Scientific Experiments

Toxicity studies have shown that 3-Chloro-3-deoxy-D-glucopyranose is relatively safe for use in scientific experiments and is not cytotoxic in vitro. However, in vivo studies are limited and further safety assessments are required before the compound can be considered for use in clinical trials.

Applications in Scientific Experiments

3-Chloro-3-deoxy-D-glucopyranose has a range of applications in scientific experiments. It has been used as a starting material for the synthesis of various drugs and biologically active molecules. The compound is also used in glycochemistry as a key building block for the synthesis of complex carbohydrates.

Current State of Research

Research on 3-Chloro-3-deoxy-D-glucopyranose is ongoing, with an increasing number of studies focusing on its biological properties and potential applications in drug discovery and synthesis. Its unique properties make it an attractive compound for various fields of research, including medicinal chemistry and glycobiology.

Potential Implications in Various Fields of Research and Industry

3-Chloro-3-deoxy-D-glucopyranose has potential implications in various fields of research and industry. Its use as a key building block in the synthesis of complex carbohydrates has potential applications in drug development, particularly in the area of glycomimetics. Furthermore, its antimicrobial and anti-inflammatory properties make it an attractive candidate for the development of novel therapeutic agents.

Limitations and Future Directions

The use of 3-Chloro-3-deoxy-D-glucopyranose in drug development is limited by its low bioavailability and solubility, which makes it challenging to incorporate into drug formulations. Future directions for research include the development of more efficient synthesis methods and the evaluation of the compound's potential for use in nanotechnology and as a biological probe.

Future Directions:

1. Develop more efficient and cost-effective methods for the synthesis of 3-Chloro-3-deoxy-D-glucopyranose

2. Investigate the feasibility of using the compound as a biological probe for glycan profiling

3. Explore the potential of the compound for use in nanotechnology

4. Develop strategies to overcome the compound's low bioavailability and solubility

5. Evaluate the compound's potential for use as a therapeutic agent in various disease models

6. Investigate the compound's potential for use as a coating material in various industries

7. Investigate the mechanisms underlying the antimicrobial and anti-inflammatory properties of the compound

8. Develop novel drug delivery systems based on the properties of 3-Chloro-3-deoxy-D-glucopyranose

9. Investigate the compound's potential for use in regenerative medicine

10. Evaluate the compound's toxicity and safety profile in various animal models.


CAS No: 22933-89-7 MDL No: MFCD03425530 Chemical Formula: C6H11ClO5 Molecular Weight: 198.6

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