Phenylpropyl2-acetamido-2-deoxy-b-D-glucopyranoside

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Catalog No: A10GD-4627
Cas No: 220341-09-3
Properties: Mol Formula: C17H25NO6, Mol Weight: 339.4
IUPAC Name: N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(3-phenylpropoxy)oxan-3-yl]acetamide
Synonym: PHENYLPROPYL 2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSIDE, N-[(2R,3R,4R,5S,6R)-4,5-DIHYDROXY-6-(HYDROXYMETHYL)-2-(3-PHENYLPROPOXY)OXAN-3-YL]ACETAMIDE, DTXSID401192503

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Phenylpropyl 2-acetamido-2-deoxy-b-D-glucopyranoside

Phenylpropyl 2-acetamido-2-deoxy-b-D-glucopyranoside (PPAG) is a chemical compound that has garnered significant attention from both the scientific community and industry due to its unique properties and potential applications. PPAG is a member of the glycoside family that has shown promising results in biological studies, making it an important topic for research.

Definition and Background

Phenylpropyl 2-acetamido-2-deoxy-b-D-glucopyranoside is a derivative of N-acetylglucosamine and has a chemical formula of C17H25NO6. PPAG is a white crystalline powder that is soluble in water and acetone but slightly soluble in ethanol. It has been widely studied due to its potential applications in the field of medicine and pharmaceuticals.

Physical and Chemical Properties

PPAG has a melting point of 141-142?C and a density of 1.413 g/cm? at 25?C. It is relatively stable under normal conditions and does not decompose easily when exposed to light, air, or moisture. PPAG is a non-toxic compound and does not have any notable adverse effects on the human body.

Synthesis and Characterization

PPAG can be synthesized through a series of chemical reactions involving N-acetylglucosamine, allyl bromide, and potassium carbonate. The process begins by mixing N-acetylglucosamine with allyl bromide in the presence of potassium carbonate. The mixture is then refluxed in water for several hours, after which PPAG is isolated and purified.

Analytical Methods

Several analytical methods can be used to identify and characterize PPAG. These include infrared (IR) and nuclear magnetic resonance (NMR) spectroscopy, X-ray diffraction (XRD) analysis, and high-performance liquid chromatography (HPLC).

Biological Properties

PPAG has shown promising results in several biological studies. It has been found to possess anti-inflammatory, antimicrobial, and anticancer properties. In one study, PPAG was shown to inhibit the growth of cancer cells and induce apoptosis. Additionally, PPAG has been found to exhibit antioxidant properties, making it a potential candidate for the treatment of various diseases.

Toxicity and Safety in Scientific Experiments

PPAG has been found to be non-toxic and safe for use in scientific experiments. However, caution should be taken when handling it as it can cause irritation to the eyes and skin. Proper protective gear should be worn when working with PPAG to avoid any potential health risks.

Applications in Scientific Experiments

PPAG has potential applications in various scientific experiments. It can be used as a substrate for enzyme-catalyzed reactions and as a ligand for protein binding assays. It has also been used in drug delivery systems for targeted therapy.

Current State of Research

Currently, research on PPAG is ongoing, with several studies focusing on its potential applications in the field of medicine and pharmaceuticals. Studies have shown that PPAG has potent anti-inflammatory properties and can inhibit the growth of cancer cells. Additional research is needed to further explore the potential of PPAG.

Potential Implications in Various Fields of Research and Industry

PPAG has potential implications in various fields of research and industry. In the field of medicine, it could be used as a treatment for various diseases, including cancer and inflammation. In the field of drug development, it could be used as a building block for the synthesis of other compounds. PPAG could also be used in the production of cosmetics and food additives.

Limitations and Future Directions

Although PPAG has shown promising results in various studies, there are some limitations to its use. One limitation is its low solubility in ethanol, which could make it challenging to administer in certain forms. Additionally, future research is needed to explore the full range of its potential applications and to identify any potential adverse effects.

Some potential future directions for research on PPAG include:

1. The development of new synthetic routes to improve the yield and purity of PPAG.

2. Exploration of PPAG’s potential as a treatment for other diseases.

3. Identification of any potential side effects or toxicities associated with the use of PPAG.

4. Evaluation of PPAG’s applications in the field of agriculture, such as in the development of new pesticides or fertilizers.

5. Further exploration of PPAG’s potential as a building block for the synthesis of other compounds.

6. Investigation of ways to improve PPAG’s solubility to make it more accessible for medical use.

Conclusion

PPAG is a promising chemical compound with unique properties and potential applications in various fields of research and industry. Its anti-inflammatory, anticancer, and antimicrobial properties make it an important topic for research. As research continues, the full range of its potential could be further explored, and new applications could be identified. By understanding the properties, applications, and limitations of PPAG, researchers can further explore its potential in various areas.

CAS Number220341-09-3
Product NamePhenylpropyl 2-acetamido-2-deoxy-b-D-glucopyranoside
IUPAC NameN-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(3-phenylpropoxy)oxan-3-yl]acetamide
Molecular FormulaC17H25NO6
Molecular Weight339.38 g/mol
InChIInChI=1S/C17H25NO6/c1-11(20)18-14-16(22)15(21)13(10-19)24-17(14)23-9-5-8-12-6-3-2-4-7-12/h2-4,6-7,13-17,19,21-22H,5,8-10H2,1H3,(H,18,20)/t13-,14-,15-,16-,17-/m1/s1
InChI KeyVYMIFEDSFWSAON-WRQOLXDDSA-N
SMILESCC(=O)NC1C(C(C(OC1OCCCC2=CC=CC=C2)CO)O)O
Canonical SMILESCC(=O)NC1C(C(C(OC1OCCCC2=CC=CC=C2)CO)O)O
Isomeric SMILESCC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OCCCC2=CC=CC=C2)CO)O)O

CAS No: 220341-09-3
MDL No: MFCD08703883
Chemical Formula: C17H25NO6
Molecular Weight: 339.38

2. MSDS

3. Tech Data Sheets/Manuals

Size

1 G, 100 MG, 5 G, Other

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