| Identification | More | [Name]
D-Glucosamine hydrochloride | [CAS]
66-84-2 | [Synonyms]
2-AMINO-2-DEOXY-D-GLUCOPYRANOSE HYDROCHLORIDE
2-AMINO-2-DEOXY-D-GLUCOSE HCL
2-AMINO-2-DEOXY-D-GLUCOSE HYDROCHLORIDE
2-AMINO-D-GLUCOSE HYDROCHLORIDE
2-DESOXY-2-AMINO-D-GLUCOSE HYDROCHLORIDE
CHITOSAMINE
CHITOSAMINE HCL
CHITOSAMINE HYDROCHLORIDE
D-GLCN HCL
D-(+)-GLUCOSAMINE HCL
D-GLUCOSAMINE HCL
D(+)-GLUCOSAMINE HYDROCHLORIDE
D-GLUCOSAMINE HYDROCHLORIDE
GLUCOSAMINE HCL
GLUCOSAMINE HCL, D-(+)-
GLUCOSAMINE HYDROCHLORIDE
2-Amido-2-deoxy-D-glucosaminehydrochloride
2-amino-2-deoxy-d-glucoshydrochloride
cosamin
D-Glucose,2-amino-2-deoxy-,hydrochloride | [EINECS(EC#)]
200-638-1 | [Molecular Formula]
C6H14ClNO5 | [MDL Number]
MFCD00135831 | [Molecular Weight]
215.63 | [MOL File]
66-84-2.mol |
| Chemical Properties | Back Directory | [Appearance]
white powder | [Melting point ]
190-194 °C (dec.)(lit.)
| [alpha ]
72.5 º (c=2, H2O, 5hrs.) | [refractive index ]
72 ° (C=1, H2O) | [storage temp. ]
Store at RT. | [solubility ]
H2O: 0.1 g/mL, clear, colorless
| [form ]
crystalline
| [color ]
White | [Stability:]
Stable. Incompatible with strong oxidizing agents. Combustible. | [Water Solubility ]
soluble | [Detection Methods]
T | [Merck ]
14,4458 | [BRN ]
4157370 | [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) | [Uses]
glucosamine hydrochloride (glucosamine HCl) is used to adjust the pH of a formulation. It also has anti-static and hair-conditioning properties. | [CAS DataBase Reference]
66-84-2(CAS DataBase Reference) | [EPA Substance Registry System]
66-84-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
F,Xi,Xn | [Risk Statements ]
R21:Harmful in contact with skin.
R36/38:Irritating to eyes and skin .
R62:Possible risk of impaired fertility.
R63:Possible risk of harm to the unborn child. | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S53:Avoid exposure-obtain special instruction before use .
S36/37:Wear suitable protective clothing and gloves .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S25:Avoid contact with eyes . | [WGK Germany ]
2
| [RTECS ]
LZ6665000
| [F ]
3-10 | [Hazard Note ]
Highly Flammable | [TSCA ]
Yes | [HS Code ]
29329900 | [Hazardous Substances Data]
66-84-2(Hazardous Substances Data) |
| Hazard Information | Back Directory | [Chemical Properties]
white powder | [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. | [storage]
Store at 2-8°C | [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.] |
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