1191127-63-5

Basic information

• Product Name: 1,3,4,6-Tetra-o-acetyl-2-amino-2-desoxy-D-glucopyranose hydrochloride
• Synonyms: 1,3,4,6-Tetra-o-acetyl-2-amino-2-desoxy-D-glucopyranose hydrochloride
• CAS NO: 1191127-63-5
• Molecular Formula: C14H22ClNO9
• Molecular Weight: 383.77878
• Mol File: 1191127-63-5.mol
• Article Data: 70

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,3,4,6-Tetra-o-acetyl-2-amino-2-desoxy-D-glucopyranose hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,4,6-Tetra-o-acetyl-2-amino-2-desoxy-D-glucopyranose hydrochloride(1191127-63-5)
• EPA Substance Registry System: 1,3,4,6-Tetra-o-acetyl-2-amino-2-desoxy-D-glucopyranose hydrochloride(1191127-63-5)

Safety Data

• Hazardous Substances Data: 1191127-63-5(Hazardous Substances Data)

Usage

Type

Chemical compound

Usage

Medical research and drug development

Derivative of

D-glucopyranose (a type of sugar)

Acetylation

At four positions (1, 3, 4, and 6)

Functional groups

Contains an amino group and a desoxy (lacking oxygen) configuration

Salt form

Hydrochloride

Stability

Commonly used in laboratory settings due to its stability and solubility

Interest

Potential biological and pharmaceutical properties

Applications

Synthesis of carbohydrate-based drugs or as a building block for complex organic molecules

Ongoing research

In the field of organic chemistry and pharmaceutical science

Structure

A modified sugar molecule with four acetyl groups attached and an amino group at the 2-position, with one oxygen atom missing from the 2-position

Solubility

Soluble in water due to the hydrochloride salt form

Relevance

Important for the development of new drugs and understanding the structure and function of carbohydrates in biological systems

Upstream product

• 7597-81-1 (2S,3R,4R,5S,6R)-6-(acetoxymethyl)-3-((E)-(4-methoxybenzylidene)amino)tetrahydro-2Hpyran-2,4,5-triyl triacetate 
• 7597-81-1 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(4-methoxybenzylidene)amino-β-D-glucopyranose 
• 114297-26-6 1,3,4,6-tetra-O-acetyl-2-deoxy-2-{[(4-methoxyphenyl)methylidene]amino}-D-glucopyranose 
• 51471-40-0 2--2-deoxy-D-glucopyranose 
• 1078691-95-8 (+)-D-glucosamine hydrochloride 
• 51471-40-0 6-(hydroxymethyl)-3-[4-methoxybenzylideneamino]tetrahydropyran-2,4,5-triol 
• 14131-63-6 D-glucosamine hydrochloride 
• 14257-69-3 glucosamine 
• 51471-40-0 Anisalglucosamin 
• 51471-42-2 N-(1,3,4,6-tetra-O-acetyl-2-deoxy-β-d-glucopyranos-2-yl)salicylaldimine 
• 52162-39-7 2-(benzylidene)amino-2-deoxy-1,3,4,6-tetra-O-acetyl-β-D-glucopyranose 
• 75-36-5 acetyl chloride 
• 90176-39-9 2-benzylideneamino-2-deoxy-β-D-glucopyranose 
• 14131-62-5 D-glucosamine hydrochloride 

Downstream Products

• 17460-45-6 1,3,4,6-tetra-O-acetyl-2-amino-2-deoxy-alpha-D-glucopyranose 
• 141280-19-5 2--L-phenylalanylamido-2-deoxy-1,3,4,6-tetra-O-acetyl-β-D-glucose 
• 141280-14-0 2-(N-acetyl)-L-phenylalanylamido-2-deoxy-1,3,4,6-tetra-O-acetyl-β-D-glucose 
• 106405-13-4 2--L-leucylamido-2-deoxy-1,3,4,6-tetra-O-acetyl-β-D-glucose 
• 141280-18-4 2--L-phenylalanylamido-2-deoxy-1,3,4,6-tetra-O-acetyl-β-D-glucose 
• 141280-21-9 2--L-valyl>-L-prolylamido-2-deoxy-1,3,4,6-tetra-O-acetyl-β-D-glucose 
• 126946-45-0 (2S,3R,4R,5S,6R)-6-(acetoxymethyl)-3-(benzylamino)tetrahydro-2H-pyran-2,4,5-triyl triacetate 
• 35804-60-5 1,3,4,6-tetra-O-acetyl-2-<3-(4-chlorophenylureido)>-2-deoxy-β-D-glucopyranose 
• 129784-21-0 1,3,4,6-Tetra-O-acetyl-2-<3-(4-chlorophenyl)ureido>-2-deoxy-α-D-glucopyranose 
• 114924-71-9 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(3-phenylureido)-β-D-glucopyranose 
• 114924-70-8 1,3,4,6-Tetra-O-acetyl-2-deoxy-2-(3-phenylureido)-α-D-glucopyranose 
• 158315-52-7 1,3,4,6-tetra-O-acetyl-2-deoxy-2-<3-(phenyl)thioureido>-β-D-glucopyranose 
• 158315-51-6 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(3-phenylthioureido)-α-D-glucopyranose 
• 4710-56-9 1,3,4,6-tetra-O-acetyl-2-deoxy-2-<3-(4-tolylureido)>-β-D-glucopyranose 

Relevant articles and documents

Profiling of: Haemophilus influenzae strain R2866 with carbohydrate-based covalent probes

We demonstrate the application of four covalent probes based on anomerically pure d-galactosamine and d-glucosamine scaffolds for the profiling of Haemophilus influenzae strain R2866. The probes have been used successfully for the labelling of target prot

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.

1,8-NAPHTHYRIDINE GLUCOSAMINE DERIVATIVES, THEIR USE IN THE TREATMENT OF MICROBIAL INFECTIONS, AND A METHOD FOR PREPARATION

The present disclosure provides a compound of Formula (I) or any pharmaceutically acceptable salt thereof for use in treating a microbial infection in a subject, a method for preparing the same, and a pharmaceutical composition thereof: (I) wherein R