ChemicalBook--->CAS DataBase List--->1772-03-8

1772-03-8

1772-03-8 Structure

1772-03-8 Structure
IdentificationMore
[Name]

D(+)-Galactosamine hydrochloride
[CAS]

1772-03-8
[Synonyms]

2-AMINO-2-DEOXY-D-GALACTOPYRANOSE HYDROCHLORIDE
2-AMINO-2-DEOXY-D-GALACTOSE
2-AMINO-2-DEOXY-D-GALACTOSE HYDROCHLORIDE
2-AMINO-3-DEOXY-D-GALACTOSE HYDROCHLORIDE
2-AMINO-D-GALACTOSE HYDROCHLORIDE
CHONDROSAMINE
CHONDROSAMINE HYDROCHLORIDE
D-2-GALACTOSAMINE HYDROCHLORIDE
D-CHONDROSAMINE HCL
D-CHONDROSAMINE HYDROCHLORIDE
D-GALACTOSAMINE HCL
D(+)-GALACTOSAMINE HYDROCHLORIDE
D-GALACTOSAMINE HYDROCHLORIDE
D-GALN HCL
GALACTOSAMINE HCL
GALACTOSAMINE HCL, D-
GALACTOSAMINE HYDROCHLORIDE
2-amino-2-deoxy-,hydrochloride,d-galactos
2-amino-2-deoxy-d-galactoshydrochloride
D(+)Galactosamine hydrochloride D-Chondrosamine hydrochloride
[EINECS(EC#)]

217-198-1
[Molecular Formula]

C6H14ClNO5
[MDL Number]

MFCD00135830
[Molecular Weight]

215.63
[MOL File]

1772-03-8.mol
Chemical PropertiesBack Directory
[Appearance]

White Crystalline Solid
[Melting point ]

182-185 °C (dec.)(lit.)
[alpha ]

96 º (589nm c=1,H2O,24 hrs)
[density ]

1.3965 (rough estimate)
[refractive index ]

96 ° (C=1, H2O)
[storage temp. ]

Store at 2-8
[solubility ]

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 ]

14,4334
[BRN ]

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]

Cl.N[C@@H](C=O)[C@@H](O)[C@@H](O)[C@H](O)CO
[CAS DataBase Reference]

1772-03-8(CAS DataBase Reference)
[EPA Substance Registry System]

1772-03-8(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P280-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

3
[RTECS ]

LW5500000
[F ]

3-10
[TSCA ]

Yes
[HS Code ]

29225000
[Storage Class]

11 - Combustible Solids
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-Amino-2-deoxy-D-galactose hydrochloride(1772-03-8).msds
Hazard InformationBack Directory
[Chemical Properties]

White Crystalline Solid
[Uses]

Specifically inhibits COX-2 by preventing COX-2 N-glycosylation and by increasing COX-2 protein turnover in a proteasome-dependent manner.
[General Description]

Pharmaceutical 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
[Biochem/physiol Actions]

Galactosamine (D-GalN) is synthesized from galactose and is potential hepatotoxic agent. D-GalN in combination with lipopolysaccharide leads to the development of lethal liver injury and hepatic failure. It sensitizes cells to the toxic effects of the cytokine in particular the tumor necrosis factor(TNF).
[Synthesis]

A preparation process of D-galactosamine hydrochloride, adding 500ml absolute ethanol into a 1000ml three-necked flask with a reflux condenser, a stirrer and a thermometer, stirring at room temperature and adding 100g of dimethyl dodecyl respectively Tetradecylamine and 500g of solid-supported silica were heated to 110°C within 30 minutes, kept in reflux for 5 hours and then lowered to 29°C, filtered and dried to obtain 589g of organic amine solid-supported catalyst. In a 1000ml three-necked flask with a stirrer and a thermometer, 190g of 5-methyltryptamine hydrochloride and 600ml of dimethylamide were respectively added, 59g of organic amine solid-supported catalyst and 150g of chloropropene were added, and the reaction was carried out for eight hours at room temperature. Liquid filtration, the obtained filtrate was evaporated to dryness and dissolved in 1150ml of isopropanol, and 89ml of 36wt% hydrochloric acid was added to hydrochloride to obtain 130.32g of white crystals of 2-amino-2-deoxy-D-galactose hydrochloride with a yield of 42.05%.
[Purification Methods]

Dissolve the hydrochloride in a small volume of H2O. Then add three volumes of EtOH, followed by acetone until faintly turbid and keep overnight in a refrigerator. [Roseman & Ludoweig J Am Chem Soc 76 301 1954, Beilstein 4 IV 2024.]
Spectrum DetailBack Directory
[Spectrum Detail]

D(+)-Galactosamine hydrochloride(1772-03-8)1HNMR
D(+)-Galactosamine hydrochloride(1772-03-8)13CNMR
D(+)-Galactosamine hydrochloride(1772-03-8)IR1
D(+)-Galactosamine hydrochloride(1772-03-8)IR2
D(+)-Galactosamine hydrochloride(1772-03-8)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

D(+)-Galactosamine hydrochloride, 99%(1772-03-8)
[Alfa Aesar]

D-Galactosamine hydrochloride, 98%(1772-03-8)
[Sigma Aldrich]

1772-03-8(sigmaaldrich)
[TCI AMERICA]

D-(+)-Galactosamine Hydrochloride,>98.0%(T)(1772-03-8)
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