1772-03-8 Usage
Chemical Properties
White Crystalline Solid
Uses
Different sources of media describe the Uses of 1772-03-8 differently. You can refer to the following data:
1. Specifically inhibits COX-2 by preventing COX-2 N-glycosylation and by increasing COX-2 protein turnover in a proteasome-dependent manner.
2. 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.
3. D-(+)-Galactosamine hydrochloride has been used to:induce livery injury inflammatory liver injury acute liver failure (ALF) in mice
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.]
Check Digit Verification of cas no
The CAS Registry Mumber 1772-03-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,7,7 and 2 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1772-03:
(6*1)+(5*7)+(4*7)+(3*2)+(2*0)+(1*3)=78
78 % 10 = 8
So 1772-03-8 is a valid CAS Registry Number.
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+;/m1./s1
1772-03-8Relevant articles and documents
Synthesis of N-protected galactosamine building blocks from D-tagatose via the heyns rearrangement
Wrodnigg, Tanja M.,Lundt, Inge,Stuetz, Arnold E.
, p. 33 - 41 (2007/10/03)
N-Acetyl-D-galactosamine (11), a very important naturally occurring building block of oligosaccharides, is easily accessible via the Heyns rearrangement of D-tagatose (3) with benzylamine. The short and efficient synthesis of various differently N-protected D-galactosamine derivatives is reported. Copyright Taylor & Francis Group, LLC.
