Cas no 19272-52-7 (Benzyl N,N’-Diacetyl-b-chitobioside)
Benzyl N,N’-Diacetyl-b-chitobioside Chemical and Physical Properties
Names and Identifiers
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- b-D-Glucopyranoside, phenylmethyl2-(acetylamino)-4-O-[2-(acetylamino)-2-deoxy-b-D-glucopyranosyl]-2-deoxy-
- Benzyl N,N'-Diacetyl--chitobioside
- BENZYL N,N'-DIACETYL-B-CHITOBIOSIDE
- Benzyl N,N?-Diacetyl-β-chitobioside
- Benzyl N,N’-Diacetyl-β-chitobioside
- Benzyl N,N'-Diacetyl-β-chitobioside
- GlcNAcβ1-4GlcNAc-β-O-Bn
- Benzyl-N,N'-diacetyl-betachitobioside
- 19272-52-7
- N-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6R)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-phenylmethoxyoxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
- W-201715
- beta-D-Glucopyranoside, phenylmethyl 2-(acetylamino)-4-O-[2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl]-2-deoxy-
- Benzyl N,N'-di-acetyl-b-chitobioside
- Benzyl N,N'-Diacetyl-beta-chitobioside
- N-((2R,3R,4R,5S,6R)-5-(((2S,3R,4R,5S,6R)-3-Acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2-(benzyloxy)-4-hydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide
- Benzyl N,N’-Diacetyl-b-chitobioside
-
- MDL: MFCD00269927
- Inchi: 1S/C23H34N2O11/c1-11(28)24-16-19(31)18(30)14(8-26)34-23(16)36-21-15(9-27)35-22(17(20(21)32)25-12(2)29)33-10-13-6-4-3-5-7-13/h3-7,14-23,26-27,30-32H,8-10H2,1-2H3,(H,24,28)(H,25,29)/t14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1
- InChI Key: YKIHNKSMASHGRS-LQNYZTQFSA-N
- SMILES: O([C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)NC(C)=O)[C@@H]1[C@@H](CO)O[C@H]([C@@H]([C@H]1O)NC(C)=O)OCC1C=CC=CC=1
Computed Properties
- Exact Mass: 514.21625990g/mol
- Monoisotopic Mass: 514.21625990g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 7
- Hydrogen Bond Acceptor Count: 11
- Heavy Atom Count: 36
- Rotatable Bond Count: 9
- Complexity: 722
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 10
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: -2.8
- Topological Polar Surface Area: 196?2
Experimental Properties
- Melting Point: 296-298°C
- Refractive Index: 1.61
- PSA: 196.27000
- LogP: -2.10330
Benzyl N,N’-Diacetyl-b-chitobioside Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TRC | B235000-10mg |
Benzyl N,N’-Diacetyl-b-chitobioside |
19272-52-7 | 10mg |
$ 98.00 | 2023-04-18 | ||
| TRC | B235000-25mg |
Benzyl N,N’-Diacetyl-b-chitobioside |
19272-52-7 | 25mg |
$ 184.00 | 2023-04-18 | ||
| TRC | B235000-50mg |
Benzyl N,N’-Diacetyl-b-chitobioside |
19272-52-7 | 50mg |
$ 339.00 | 2023-04-18 | ||
| TRC | B235000-100mg |
Benzyl N,N’-Diacetyl-b-chitobioside |
19272-52-7 | 100mg |
$ 603.00 | 2023-04-18 | ||
| TRC | B235000-250mg |
Benzyl N,N’-Diacetyl-b-chitobioside |
19272-52-7 | 250mg |
$ 1453.00 | 2023-04-18 | ||
| Biosynth | OB06763-10 mg |
Benzyl N,N'-di-acetyl-b-chitobioside |
19272-52-7 | 10mg |
$115.50 | 2023-01-03 | ||
| Biosynth | OB06763-25 mg |
Benzyl N,N'-di-acetyl-b-chitobioside |
19272-52-7 | 25mg |
$225.23 | 2023-01-03 | ||
| Biosynth | OB06763-50 mg |
Benzyl N,N'-di-acetyl-b-chitobioside |
19272-52-7 | 50mg |
$415.80 | 2023-01-03 | ||
| Biosynth | OB06763-100 mg |
Benzyl N,N'-di-acetyl-b-chitobioside |
19272-52-7 | 100MG |
$750.75 | 2023-01-03 | ||
| Biosynth | OB06763-250 mg |
Benzyl N,N'-di-acetyl-b-chitobioside |
19272-52-7 | 250MG |
$1,804.69 | 2023-01-03 |
Benzyl N,N’-Diacetyl-b-chitobioside Related Literature
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Jason Y. C. Lim,Yong Yu,Guorui Jin,Kai Li,Yi Lu,Jianping Xie Nanoscale Adv., 2020,2, 3921-3932
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Bin Han,Yasuo Shimizu,Gabriele Seguini,Celia Castro,Gérard Ben Assayag,Koji Inoue,Yasuyoshi Nagai,Sylvie Schamm-Chardon,Michele Perego RSC Adv., 2016,6, 3617-3622
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Thi Thu Tram Nguyen,Thanh Binh Nguyen Org. Biomol. Chem., 2021,19, 6015-6020
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Guiying Zhang,Maosheng Cheng,Yanni Li,Keliang Liu,Lifeng Cai Chem. Commun., 2013,49, 11086-11088
Additional information on Benzyl N,N’-Diacetyl-b-chitobioside
Introduction to Benzyl N,N’-Diacetyl-β-chitobioside (CAS No. 19272-52-7)
Benzyl N,N’-Diacetyl-β-chitobioside, a compound with the chemical formula C20H27O10N2, is a derivative of chitobiose, a disaccharide derived from chitin. This compound is characterized by its Benzyl N,N’-Diacetyl functional groups, which contribute to its unique chemical properties and biological activities. With a CAS number of 19272-52-7, it has garnered significant attention in the field of pharmaceutical research and biotechnology due to its potential applications in drug development and therapeutic interventions.
The structure of Benzyl N,N’-Diacetyl-β-chitobioside consists of two glucose units linked by a β-(1→4) glycosidic bond, with acetylation occurring at the amino groups of both glucose units. The presence of Benzyl groups further modifies its reactivity and solubility, making it a versatile intermediate in synthetic chemistry. This compound’s molecular architecture not only enhances its stability but also allows for selective interactions with biological targets, which is crucial for its pharmacological efficacy.
In recent years, Benzyl N,N’-Diacetyl-β-chitobioside has been extensively studied for its potential role in modulating various biological pathways. One of the most promising areas of research involves its application in immunomodulation. Studies have demonstrated that this compound can interact with immune cells, particularly macrophages and dendritic cells, by modulating the expression of key cytokines and chemokines. This interaction has been linked to improved immune response modulation, making it a candidate for treating chronic inflammatory diseases and enhancing vaccine efficacy.
Furthermore, the Benzyl N,N’-Diacetyl moiety in Benzyl N,N’-Diacetyl-β-chitobioside plays a critical role in its bioactivity. The benzyl group provides hydrophobicity, which aids in membrane penetration, while the acetyl groups enhance binding affinity to specific protein targets. This dual functionality has been exploited in the development of novel drug candidates that target enzymes involved in cancer progression and metabolic disorders. For instance, preclinical studies have shown that derivatives of this compound can inhibit the activity of certain kinases, thereby slowing down tumor growth and metastasis.
The pharmaceutical industry has also explored the use of Benzyl N,N’-Diacetyl-β-chitobioside as a prodrug or a carrier molecule for delivering therapeutic agents. Its ability to form stable complexes with small molecules has opened up possibilities for targeted drug delivery systems. By leveraging its structural features, researchers have developed formulations that enhance drug solubility and bioavailability, leading to more effective treatment outcomes. This approach is particularly relevant in cases where traditional oral or intravenous administration methods are inefficient.
Another area where Benzyl N,N’-Diacetyl-β-chitobioside has shown promise is in neurodegenerative disease research. Chitooligosaccharides, including derivatives like this compound, have been found to cross the blood-brain barrier and interact with neural receptors. Early studies suggest that it may help mitigate neuroinflammation and protect against oxidative stress, which are key pathological features of conditions such as Alzheimer’s disease and Parkinson’s disease. While further research is needed to fully understand its mechanisms of action, these findings are encouraging for future therapeutic applications.
The synthesis of Benzyl N,N’-Diacetyl-β-chitobioside is another area of interest due to its complex structure and potential applications. Researchers have developed various synthetic routes that optimize yield and purity while minimizing environmental impact. Advances in enzymatic synthesis and green chemistry principles have made it possible to produce this compound more efficiently and sustainably. These innovations not only reduce production costs but also align with global efforts to promote sustainable pharmaceutical manufacturing.
In conclusion, Benzyl N,N’-Diacetyl-β-chitobioside (CAS No. 19272-52-7) is a multifaceted compound with significant potential in pharmaceutical applications. Its unique structural features enable interactions with various biological targets, making it valuable in immunomodulation, cancer therapy, drug delivery systems, and neurodegenerative disease research. As research continues to uncover new applications for this compound, it is likely to play an increasingly important role in developing innovative treatments for a wide range of diseases.
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