CAS 1772-03-8 D-(+)-Galactosamine hydrochloride (HCID 2723866)

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Basic information

CAS: 1772-03-8
Standard SMILES: Cl.N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O
InChIKey: QKPLRMLTKYXDST-BMZZJELJSA-N
Molecular formula: C6H14ClNO5
Average molar mass: 215.63 g/mol
Monoisotopic mass: 215.05605023

Overview

D-(+)-Galactosamine hydrochloride is a hexose.

Names & identifiers

Preferred name: D-(+)-Galactosamine hydrochloride
IUPAC: (3R,4R,5R,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol;hydrochloride
English name: D(+)-Galactosamine hydrochloride
Molecular formula: C6H14ClNO5
Molecular weight: 215.63

Names & synonyms

D-(+)-Galactosamine hydrochloride1886979-58-3D(+)-Galactosamine hydrochlorideD-(+)-GALACTOSAMINE HCL(3R,4R,5R,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol;hydrochlorideD(+)-Galactosamine (hydrochloride)(3R,4R,5R,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol hydrochlorideD(+)-Galactosamine HClGalactosam2417147-36-3SCHEMBL458114orb1220306

Show more names

GalactosamineD-GALACTOSAMINE HYDROCHLORIDEGALACTOSAMINE HYDROCHLORIDEGALACTOSAMINE HCLD-GalND-GALACTOSAMINE HCL(2R,3R,4R,5R)-2-Amino-3,4,5,6-tetrahydroxyhexanal hydrochloride2-Amino-2-Deoxy-D-Galactopyranose(3R,4R,5R,6R)-3-aMino-6-(hydroxyMethyl)tetrahydro-2H-pyran-2,4,5-triol hydrochlorideD-GALN HCL

CHEMBL3183083D-(+)-GalactosaminehydrochlorideCHEBI:181432QKPLRMLTKYXDST-BMZZJELJSA-NTox21_302002EBC-67071HY-42682RAKOS024438597

Properties

Computed structural properties

Topological polar surface area: 116 Å²
Hydrogen bond donors: 6
Hydrogen bond acceptors: 6
Rotatable bonds: 1
Heavy atoms: 13
Formal charge: 0
Complexity: 155

Physicochemical properties

Melting point: 182 · 182-185 °C (dec.)(lit.)
alpha: 96 · 96 º (589nm c=1,H2O,24 hrs)
Density: 1.3965 · 1.3965 (rough estimate)
refractive index: 96 ° · 96 ° (C=1, H2O)
storage temp.: room temp
solubility: 2 O: · H2O: 50 mg/mL, clear, colorless
form: White solid
color: White to Off-White
biological source: fish cartilage (shark)
Water Solubility: SOLUBLE
Sensitive: Hygroscopic
Merck: 14 · 14,4334
BRN: 3697825 · 3697825
Stability: Moisture Sensitive
InChI: 1S/C6H13NO5.ClH/c7-3(1-8)5(11)6(12)4(10)2-9;/h1,3-6,9-12H,2,7H2;1H/t3-,4+,5+,6-;/m0./s1
InChIKey: CBOJBBMQJBVCMW-NQZVPSPJSA-N
SMILES

Safety & regulation

Safety data

F: 3-10
PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
tsca: TSCA listed
rtecs: LW5500000
hs_code: 29329970
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 24/25-36/37/39-27-26
Storage Class: 11 - Combustible Solids
Hazard statements: H302
Precautionary statements: P280-P305+P351+P338

Chemistry & industry

Applications · 4 items

UsesD-(+)-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.

UsesD-(+)-Galactosamine hydrochloride has been used to:induce livery injury inflammatory liver injury acute liver failure (ALF) in mice

UsesSpecifically inhibits COX-2 by preventing COX-2 N-glycosylation and by increasing COX-2 protein turnover in a proteasome-dependent manner.

General DescriptionPharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards