D-Glucosamine hydrochloride Chemical Properties

Melting point:

190-194 °C (dec.)(lit.)

alpha 

72.5 º (c=2, H2O, 5hrs.)

refractive index 

72 ° (C=1, H2O)

storage temp. 

2-8°C

solubility 

H₂O: 0.1 g/mL, clear, colorless

form 

crystalline

color 

White

Water Solubility 

soluble

Merck 

14,4458

BRN 

4157370

Stability:

Stable. Incompatible with strong oxidizing agents. Combustible.

InChI

InChI=1/C6H13NO5.ClH/c7-3-5(10)4(9)2(1-8)12-6(3)11;/h2-6,8-11H,1,7H2;1H/t2-,3-,4-,5-,6?;/s3

InChIKey

QKPLRMLTKYXDST-LPRXMDNASA-N

SMILES

[C@H]1(CO)OC([C@H](N)[C@@H](O)[C@@H]1O)O.Cl |&1:0,5,7,9,r|

LogP

-2.375 (est)

CAS DataBase Reference

66-84-2(CAS DataBase Reference)

EPA Substance Registry System

D-Glucose, 2-amino-2-deoxy-, hydrochloride (66-84-2)

Safety Information

Hazard Codes 

F,Xi,Xn

Risk Statements 

21-36/38-46-62-63

Safety Statements 

24/25-53-36/37-26-25

WGK Germany 

2

RTECS 

LZ6665000

F 

3-10

Hazard Note 

Highly Flammable

TSCA 

Yes

HS Code 

29329985

MSDS

• Language:English Provider:2-Amino-2-deoxy-D-glucopyranose hydrochloride
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

D-Glucosamine hydrochloride Usage And Synthesis

Chemical Properties

white powder

Uses

glucosamine hydrochloride (glucosamine HCl) is used to adjust the pH of a formulation. It also has anti-static and hair-conditioning properties.

Uses

Novel application of glucosamine is to prepare medical agent for treating vertigo. It is used as food ingredients and additives, raw material for anti cancer and antibiotic drugs.

Uses

Novel application of D-Glucosamine hydrochloride to prepare medical agent for treating vertigo. Found in chitin, in mucoproteins, and in mucopolysaccharides. Antiarthritic. Recent studies show that its chondroprotective activity is related to its antiapoptic properties.

General Description

Glucosamine, an amino sugar is generated form glucose and glutamine and is naturally produced in the body. Glucosamine, a endogenous amino monosaccharide is the major source of glucosamine-6-phosphate and n-acetylglucosamine.

Biochem/physiol Actions

Glucosamine is preferred as a nutritional supplement?for individuals with osteoarthritis. It is used as a building block for the production of proteoglycans?and?glycosaminoglycans.

Purification Methods

Crystallise the hydrochloride from 3M HCl, water, and finally water/EtOH/acetone as for galactosamine hydrochloride. [Purchase & Braun Org Synth 26 36 1946, Stacey & Webber Methods in Carbohydrate Chemistry I 228 1962, Academic Press.] The salt has also been purified by dissolving in the minimum volume of boiling H2O (charcoal), filtering and adding a large excess of 95% EtOH (~4 volumes) and stirring vigorously for several hours. Collect the crystals after 4-6hours to give 
anomer which mutarotates ] D +100o to +72o (equilibrium, c 1, H2O). A large amount of the -anomer stays in solution. This can be precipitated from the filtrate by adding excess Et2O. The mixture of -plus -anomers has [] D +68.8o (c 4.75, H2O, mutarotating to +70.1o)[Leaback Biochemical Preparations 10 118 1963]. Note that if Et2NH is used instead of Et3N, conversion to the -anomer can be complete (see above). [Stacey et al. Methods in Carbohydrate Chemistry I 3061962, Academic Press; Beilstein 4 IV 2018.]

D-Glucosamine hydrochloride(66-84-2)Related Product Information

• Glucosamine
• Aminoacetonitrile hydrochloride
• Topotecan hydrochloride
• AMINOGUANIDINE HYDROCHLORIDE
• D-Glucosamine sulfate
• ALTRENOGEST
• Tris(hydroxymethyl)aminomethane
• Glycine
• glucopyranose
• 5-Bromo-4-chloro-3-indolyl-N-acetyl-beta-D-glucosaminide
• Mideplanin
• glucametacin
• Glucosamine sulfate
• D-[1-13C]GLUCOSAMINE HYDROCHLORIDE
• 5-BROMO-4-CHLORO-3-INDOLYL-N-ACETYL-BETA-D-GLUCOSAMINIDE
• 2-AMINO-2-DEOXY-1,3,4,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSE HYDROCHLORIDE
• CM-DCF-NAG
• 2-DEOXY-2-(4 5-DICHLOROPHTHALIMIDO)D-GL&
• Glucosamine Hcl