Cosamin

Base Information

• Chemical Name: Cosamin
• CAS No.: 5505-63-5
• Molecular Formula: C6H14ClNO5
• Molecular Weight: 215.634
• Hs Code.: 29329985
• European Community (EC) Number: 226-847-8
• NSC Number: 244783,234443,758
• DSSTox Substance ID: DTXSID10948464
• Mol file: 5505-63-5.mol

Synonyms:5505-63-5;2-amino-3,4,5,6-tetrahydroxyhexanal hydrochloride;2-Amino-2-deoxy-D-allose hydrochloride;Cosamin;NSC758;D-(+)-GALACTOSAMINE;2-Amino-2-deoxy-D-gulose hydrochloride;25591-10-0;D-Glucose-1-13C, 2-amino-2-deoxy-, hydrochloride;Glucopyranose, hydrochloride, D-;2-Amino-D-glucose;2-Amino-2-deoxy-D-mannose hydrochloride;Chitosamine hydrochloride;C6H13NO5.ClH;2861-47-4;95245-33-3;C6-H13-N-O5.Cl-H;NSC-758;NSC-234443;GLUCOSAMINE,(D);D-Mannosaminehydrochloride;1174312-44-7;d-galactosamine hydro-chloride;D-(+)-glucosaminehydrochloride;SGCUT00135;DTXSID10948464;CHEBI:177035;STR05310;to_000051;MFCD09880213;NSC234443;NSC244783;AKOS016367767;NSC-244783;SB44346;PD118796;SY033646;FT-0624356;FT-0624550;FT-0625545;EN300-296291;2-Amino-2-deoxyhexose--hydrogen chloride (1/1);2-amino-3,4,5,6-tetrahydroxyhexanal;hydrochloride

Chemical Property of Cosamin

Chemical Property:

• Appearance/Colour: White crystalline solid
• Vapor Pressure: 5.53E-10mmHg at 25°C
• Melting Point: 168 °C (dec.)(lit.)
• Boiling Point: 532.5 °C at 760 mmHg
• Flash Point: 275.8 °C
• PSA: 124.01000
• LogP: -1.91010
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: H2O: 0.1 g/mL, clear, colorless
• Water Solubility.: Soluble in water and methanol.
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 215.0560502
• Heavy Atom Count: 13
• Complexity: 142

Purity/Quality:

99% min ^*data from raw suppliers

D-Mannosamine HCl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(C(C(C=O)N)O)O)O)O.Cl
• Uses: D-Mannosamine hydrochloride is a pharmaceutical compound used in the development of mannosylated liposomes for bioadhesive oral drug delivery via M cells of Peyer's patches. D-Mannosamine hydrochloride is used in the synthesis of non-natural Mannac analogs for the expression of thiols on cell-surface sialic acids. It is also used to investigate and screening of N-acetyl-beta-hexosaminidase inhibitor libraries targeting osteoarthritis. It acts as a precursor of N-propanoyl mannosamine and other N-acyl precursors of sialic acid (N-acyl neuraminic acids). It is a pharmaceutical compound used in the development of mannosylated liposomes for bioadhesive oral drug delivery through M cells of Peyer's patches. D-Mannosamine hydrochloride can be used for the synthesis of non-natural ManNAc analogs for the expression of thiols on cell-surface sialic acids. It has been used in a study to investigate the synthesis and high-throughput screening of N-acetyl-β-hexosaminidase inhibitor libraries targeting osteoarthritis.

Technology Process of Cosamin

There total 16 articles about Cosamin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ 2-amino-2-deoxy-D-galactose hydrochloride (66-84-2,1772-03-8,2861-47-4,4773-26-6,5505-63-5,20880-44-8,25591-10-0,28002-39-3,91673-93-7,91674-20-3,91674-21-4,92986-85-1,95245-33-3,113532-33-5)

Guidance literature:

Diacetat VII, Eg., H2, HCl;

Reference yield:

N-benzyl-2-amino-2-deoxy-D-mannose → D-mannosamine hydrochloride (5505-63-5)

Guidance literature:

In water;

Reference yield:

N,N'-dibenzyl-1,2-diamino-1,2-dideoxy-D-mannopyranose (1402410-04-1) → D-mannosamine hydrochloride (5505-63-5)

Guidance literature:

In methanol; water; isopropyl alcohol;

upstream raw materials:

N-acetyl-D-mannosamine

2-acetamido-1,2-dideoxy-1-nitro-D-mannitol

2-benzylamino-2-deoxy-D-mannononitrile

2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-mannose

Downstream raw materials:

2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-α-D-galactopyranoside

D-glucaric acid

2-benzyloxycarbonylamino-2-deoxy-D-galactose

2-benzyloxycarbonylamino-2-deoxy-D-galactose-diethyldithioacetal

Refernces

• 1、 O'Neill. "-". . p. 1747,1751. Retrieved 1959.
• 2、 Ishido, Yoshiharu,Sakairi, Nobuo. "Nucleophilic substitution-reaction at C-2 of methyl 3-O-benzoyl-4,6-O-benzylidene-2-O-(trifluoromethylsulfonyl)-α-D-glucopyranoside". . p. 151 - 155. Retrieved 2007/10/02.