D-(+)-Galactosamine hydrochloride

Base Information

• Chemical Name: D-(+)-Galactosamine hydrochloride
• CAS No.: 1772-03-8
• Deprecated CAS: 316792-02-6,5808-21-9,885318-71-8
• Molecular Formula: C6H14ClNO5
• Molecular Weight: 215.634
• Hs Code.: 29329970
• DSSTox Substance ID: DTXSID4031356
• ChEMBL ID: CHEMBL3183083
• Mol file: 1772-03-8.mol

Synonyms:D-(+)-Galactosamine hydrochloride;1886979-58-3;D(+)-Galactosamine hydrochloride;DTXSID4031356;D-Galactosamine HCl;(3R,4R,5R,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol;hydrochloride;D(+)-Galactosamine (hydrochloride);2-Amino-2-deoxy-D-galactopyranose hydrochloride;D(+)-Galactosamine HCl;(3R,4R,5R,6R)-3-amino-6-(hydroxymethyl)tetrahydro-2H-pyran-2,4,5-triol hydrochloride;D-(+)-GALACTOSAMINE HCL;Galactosamine HCl;SCHEMBL458114;CHEMBL3183083;DTXCID2011356;D-(+)-Galactosaminehydrochloride;CHEBI:181432;QKPLRMLTKYXDST-BMZZJELJSA-N;Tox21_302002;(3R,4R,5R,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol hydrochloride;AKOS024438597;NCGC00255106-01;AS-12134;HY-42682;CAS-1772-03-8;CS-0028438;G0007;EN300-7406681;2417147-36-3

Chemical Property of D-(+)-Galactosamine hydrochloride

Chemical Property:

• Appearance/Colour: white crystalline solid
• Vapor Pressure: 5.53E-10mmHg at 25°C
• Melting Point: 182-185 °C (dec.)(lit.)
• Refractive Index: 96 ° (C=1, H2O)
• Boiling Point: 449.9 °C at 760 mmHg
• Flash Point: 225.9 °C
• PSA: 116.17000
• Density: 1.3965 (rough estimate)
• LogP: -1.75270
• Storage Temp.: Store at 2-8
• Sensitive.: Hygroscopic
• Solubility.: H2O: 50 mg/mL, clear, colorless
• Water Solubility.: SOLUBLE
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 215.0560502
• Heavy Atom Count: 13
• Complexity: 155

Purity/Quality:

98% ^*data from raw suppliers

D-Galactosamine HCl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36/37/39-27-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C1C(C(C(C(O1)O)N)O)O)O.Cl
• Isomeric SMILES: C([C@@H]1[C@@H]([C@@H]([C@H](C(O1)O)N)O)O)O.Cl
• Uses: Specifically inhibits COX-2 by preventing COX-2 N-glycosylation and by increasing COX-2 protein turnover in a proteasome-dependent manner. D-(+)-Galactosamine (D-chondrosamine) is used with lipopolysaccharides (LPS) to induce models of acute hepatic failure (LPS/D-GalN-induced liver injury, hepatitis) for therapeutic research to find new drugs. D-(+)-Galactosamine hydrochloride has been used to:induce livery injury inflammatory liver injury acute liver failure (ALF) in mice

Technology Process of D-(+)-Galactosamine hydrochloride

There total 6 articles about D-(+)-Galactosamine hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ 2-amino-2-deoxy-D-galactose hydrochloride (66-84-2,1772-03-8,2861-47-4,4773-26-6,5505-63-5,20880-44-8,25591-10-0,28002-39-3,91673-93-7,91674-20-3,91674-21-4,92986-85-1,95245-33-3,113532-33-5)

Guidance literature:

Diacetat VII, Eg., H2, HCl;

Reference yield:

N-benzyl-D-galactosamine → D-(+)-galactosamine hydrochloride (1772-03-8,4710-95-6,6730-09-2,14131-59-0,14131-62-5,14131-63-6,14131-65-8,14131-67-0,14257-79-5,19124-46-0,20706-90-5,91673-92-6)

Guidance literature:

With hydrogenchloride; hydrogen; palladium dihydroxide; In 1,4-dioxane; water; at 20 ℃; pH=1; atmospheric pressure;

DOI:10.1080/07328300500495795

Reference yield:

N-benzyl-D-tagatosylamine (887472-18-6) → D-(+)-galactosamine hydrochloride (1772-03-8,4710-95-6,6730-09-2,14131-59-0,14131-62-5,14131-63-6,14131-65-8,14131-67-0,14257-79-5,19124-46-0,20706-90-5,91673-92-6)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / methanol / 1 h / 20 °C

2: hydrogen; hydrochloric acid / palladium(II) hydroxide on carbon / dioxane; H₂O / 20 °C / pH 1 / atmospheric pressure

With hydrogenchloride; hydrogen; acetic acid; palladium dihydroxide; In 1,4-dioxane; methanol; water; 1: Heyns rearrangement;

DOI:10.1080/07328300500495795

upstream raw materials:

N-benzyl-D-tagatosylamine

(3S,4S,5R)-2-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetrol

Downstream raw materials:

2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-galactopyranose

2-benzamido-1,3,4,6-tetra-O-benzoyl-2-deoxy-β-D-galactopyranose

2-[(E)-cinnamylidene]amino-2-deoxy-D-galactopyranose

2-azido-2-deoxy-D-galactose

Refernces

• 1、 -. "Synthesis of 2-amino-2-deoxyglycoses and 2-amino-2-deoxyglycosides from glycals". . . Retrieved 2008/06/13.