26108-75-8

Basic information

• Product Name: 1,3,4,6-TETRA-O-ACETYL-2-AMINO-2-DESOXY-BETA-D-GLUCOPYRANOSE HYDROCHLORIDE
• Synonyms: 1,3,4,6-Tetra-O-acetyl-2-amino-2-deoxy-alpha-D-glucopyranose hydrochloride;1,3,4,6-TETRA-O-ACETYL-2-AMINO-2-DEOXY-B-D-GLUCOPYRANOSE HCL;1,3,4,6-TETRA-O-ACETYL-2-AMINO-2-DEOXY-BETA-D-GLUCOPYRANOSE HYDROCHLORIDE;1,3,4,6-TETRA-O-ACETYL-2-AMINO-2-DESOXY-BETA-D-GLUCOPYRANOSE HYDROCHLORIDE;1,3,4,6-Tetra-O-acetyl-2-amino-2-desoxy-beta-D-glucopyranoseHCl;1,3,4,6-Tetra-O-acetyl-2-amino-2-desoxy-beta-D-glucopyranose hydrochloride 98%;1,3,4,6-Tetra-O-acetyl-2-amino-2-desoxy-D-;1,3,4,6,-Tetra-O-Acetyl-β-D-Glucosamine
• CAS NO: 26108-75-8
• Molecular Formula: C₁₄H₂₁NO₉
• Molecular Weight: 383.78
• Mol File: 26108-75-8.mol
• Article Data: 20

Chemical Properties

• Melting Point: 225°C
• Boiling Point: 429.5oC at 760 mmHg
• Flash Point: 158.3oC
• Appearance: /
• Density: 1.30±0.1 g/cm3(Predicted)
• Vapor Pressure: 1.39E-07mmHg at 25°C
• PKA: 7.57±0.70(Predicted)
• CAS DataBase Reference: 1,3,4,6-TETRA-O-ACETYL-2-AMINO-2-DESOXY-BETA-D-GLUCOPYRANOSE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,4,6-TETRA-O-ACETYL-2-AMINO-2-DESOXY-BETA-D-GLUCOPYRANOSE HYDROCHLORIDE(26108-75-8)
• EPA Substance Registry System: 1,3,4,6-TETRA-O-ACETYL-2-AMINO-2-DESOXY-BETA-D-GLUCOPYRANOSE HYDROCHLORIDE(26108-75-8)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 26108-75-8(Hazardous Substances Data)

Usage

General Description

1,3,4,6-Tetra-O-acetyl-2-amino-2-deoxy-beta-D-glucopyranose hydrochloride is a chemical compound mainly used in various scientific and research applications. 1,3,4,6-TETRA-O-ACETYL-2-AMINO-2-DESOXY-BETA-D-GLUCOPYRANOSE HYDROCHLORIDE, often also known simply as ‘2-amino-2-deoxy-beta-D-glucose hydrochloride acetate’, belongs to the class of organic compounds known as O-glycosyl compounds. These compounds contain a glycosyl moiety directly linked to a derivative of an alcohol via a oxygen atom. The compound is commonly used in laboratories and in the production of various products, although it has no broadly known commercial applications.

InChI:InChI=1/C14H21NO9.ClH/c1-6(16)20-5-10-12(21-7(2)17)13(22-8(3)18)11(15)14(24-10)23-9(4)19;/h10-14H,5,15H2,1-4H3;1H

Upstream product

• 7597-81-1 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(4-methoxybenzylidene)amino-β-D-glucopyranose 
• 676166-27-1 2-(2-acetoxy-benzylidenamino)-tetra-O-acetyl-2-deoxy-β-D-glucopyranose 
• 52162-39-7 2-(benzylidene)amino-2-deoxy-1,3,4,6-tetra-O-acetyl-β-D-glucopyranose 
• 7597-81-1 (2S,3R,4R,5S,6R)-6-(acetoxymethyl)-3-((E)-(4-methoxybenzylidene)amino)tetrahydro-2Hpyran-2,4,5-triyl triacetate 
• 130259-35-7 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(1,1-dimethylethoxycarbonylamino)-β-D-glucopyranose 
• 7647-01-0 hydrogenchloride 
• 67-64-1 acetone 
• 5432-46-2 1,3,4,6-tetra-O-acetyl-D-glucosamine hydrochloride 
• 51471-40-0 2--2-deoxy-D-glucopyranose 
• 1078691-95-8 (+)-D-glucosamine hydrochloride 
• 90-76-6 2-deoxy-2-amino glucose 
• 90176-39-9 2-benzylideneamino-2-deoxy-β-D-glucopyranose 
• 80321-89-7 1,3,4,6-Tetra-O-acetyl-2-azido-2-deoxy-β-D-glucopyranose 
• 14131-62-5 D-glucosamine hydrochloride 

Downstream Products

• 106117-37-7 tetra-O-acetyl-2-[(N-benzyloxycarbonyl-α-L-glutamyl)-amino]-2-deoxy-β-D-glucopyranose 
• 10022-13-6 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose 
• 31505-46-1 tetra-O-acetyl-2-(2-carboxy-benzoylamino)-2-deoxy-β-D-glucopyranose 
• 68499-61-6 N-bromoacetyl-β-D-glucosamine tetra-O-acetate 
• 150698-52-5 2-(3-bromo-benzoylamino)-2-deoxy-D-glucose 
• 857677-98-6 1,3,4,6-tetra-O-acetyl-2-azidoacetamide-2-deoxy-β-D-glucopyranose 
• 948565-46-6 1,3,4,6-tetra-O-acetyl-2-[(N-(carbobenzyloxy)glycyl)amino]-2-deoxy-β-D-glucopyranose 
• 16682-10-3 1,3,4,6-tetra-O-acetyl-2-[(N-(carbobenzyloxy)-L-alanyl)amino]-2-deoxy-β-D-glucopyranose 
• 115048-14-1 tetra-O-acetyl-2-(4-nitro-benzoylamino)-2-deoxy-β-D-glucopyranose 
• 7772-82-9 (2S,3R,4R,5S,6R)-6-(acetoxymethyl)-3-(4-methylphenylsulfonamido)tetrahydro-2H-pyran-2,4,5-triyl triacetate 
• 384834-91-7 tetra-O-acetyl-2-(3-nitro-benzoylamino)-2-deoxy-β-D-glucopyranose 
• 117153-32-9 1,3,4,6-tetra-O-acetyl-2-N-(3,5-dinitro)benzoyl-2-deoxy-β-D-glucopyranose 
• 10385-49-6 1,2,4,6-tetra-O-acetyl-2-benzamido-2-deoxy-β-D-glucopyranose 
• 68499-56-9 1,3,4,6-tetra-O-acetyl-2-chloroacetamido-2-deoxy-β-D-glucopyranoside 

Relevant articles and documents

Design, synthesis and antimicrobial evaluation of novel glycosylated-fluoroquinolones derivatives

Herein we report the design, synthesis and biological evaluation of structurally modified ciprofloxacin, norfloxacin and moxifloxacin standard drugs, featuring amide functional groups at C-3 of the fluoroquinolone scaffold. In vitro antimicrobial testing against various Gram-positive bacteria, Gram-negative bacteria and fungi revealed potential antibacterial and antifungal activity. Hybrid compounds 9 (MIC 0.2668 ± 0.0001 mM), 10 (MIC 0.1358 ± 00025 mM) and 13 (MIC 0.0898 ± 0.0014 mM) had potential antimicrobial activity against a fluoroquinolone-resistant Escherichia coli clinical isolate, compared to ciprofloxacin (MIC 0.5098 ± 0.0024 mM) and norfloxacin (MIC 0.2937 ± 0.0021 mM) standard drugs. Interestingly, compound 10 also exerted potential antifungal activity against Candida albicans (MIC 0.0056 ± 0.0014 mM) and Penicillium chrysogenum (MIC 0.0453 ± 0.0156 mM). Novel derivatives and standard fluoroquinolone drugs exhibited near-identical cytotoxicity levels against L6 muscle cell-line, when measured using the MTT assay.

GLYCOSYLATED 3-SUBSTITUTED FLUOROQUINOLONE DERIVATIVES, PREPARATION METHODS THEREOF, AND THEIR USE IN THE TREATMENT OF ANTIMICROBIAL INFECTIONS

The present disclosure relates to 3-substituted fluoroquinolone derivatives, and more particularly to glycosylated 3-substitutred fluoroquinolone derivatives, methods of preparation thereof, and uses thereof for treating microbial infections.

Design, synthesis, and biological evaluation of 1,8-naphthyridine glucosamine conjugates as antimicrobial agents

In the quest for discovering potent antimicrobial agents with lower toxicity, we envisioned the design and synthesis of nalidixic acid-D-(+)-glucosamine conjugates. The novel compounds were synthesized and evaluated for their in vitro antimicrobial activi