5505-63-5

Basic information

• Product Name: D-Mannosamine hydrochloride
• Synonyms: 2-AMINO-2-DEOXY-D-MANNOPYRANOSE HYDROCHLORIDE;2-AMINO-2-DEOXY-D-MANNOSE HCL;2-AMINO-2-DEOXY-D-MANNOSE HYDROCHLORIDE;D-MANNOSE AMINE HCL;D-MANNOSEAMINE HYDROCHLORIDE;D-MANNOSAMINE HCL;D-MANNOSAMINE HYDROCHLORIDE;MANNOSAMINE HCL, D-
• CAS NO: 5505-63-5
• Molecular Formula: C₆H₁₃NO₅*ClH
• Molecular Weight: 215.63
• EINECS: 226-847-8
• Product Categories: Sugars, Carbohydrates & Glucosides;13C & 2H Sugars;aldehydes;Carbohydrates & Derivatives;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;Carbohydrate
• Mol File: 5505-63-5.mol
• Article Data: 2

Chemical Properties

• Melting Point: 168 °C (dec.)(lit.)
• Boiling Point: 532.5 °C at 760 mmHg
• Flash Point: 275.8 °C
• Appearance: White to Off-white/Powder
• Vapor Pressure: 5.53E-10mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: H2O: 0.1 g/mL, clear, colorless
• Water Solubility: Soluble in water and methanol.
• Sensitive: Hygroscopic
• BRN: 3914860
• CAS DataBase Reference: D-Mannosamine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: D-Mannosamine hydrochloride(5505-63-5)
• EPA Substance Registry System: D-Mannosamine hydrochloride(5505-63-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25
• WGK Germany: 3
• F: 3-10
• TSCA: Yes
• Hazardous Substances Data: 5505-63-5(Hazardous Substances Data)

Usage

Description

D-Mannosamine hydrochloride is a white crystalline solid pharmaceutical compound with significant applications in the medical and pharmaceutical industries. It is known for its role in the synthesis of various compounds and its use in drug delivery systems.

Uses

Used in Pharmaceutical Industry:
D-Mannosamine hydrochloride is used as a precursor for the synthesis of non-natural ManNAc analogs, which are essential for the expression of thiols on cell-surface sialic acids. This application is crucial for the development of novel therapeutic strategies targeting various diseases.
Used in Drug Delivery Systems:
D-Mannosamine hydrochloride is used as a key component in the development of mannosylated liposomes for bioadhesive oral drug delivery. These liposomes are designed to enhance the delivery of drugs through M cells of Peyer's patches, providing a more efficient and targeted approach to oral drug administration.
Used in Synthesis of N-Acetyl-beta-Hexosaminidase Inhibitors:
D-Mannosamine hydrochloride is employed in the synthesis of N-acetyl-beta-hexosaminidase inhibitor libraries, which are being investigated for their potential in targeting osteoarthritis. This application highlights the compound's versatility in contributing to the development of new treatments for various medical conditions.
Used in Research and Screening:
D-Mannosamine hydrochloride is also utilized in research and high-throughput screening of potential inhibitors targeting osteoarthritis. Its role in this process is vital for identifying and developing new therapeutic agents to combat this debilitating disease.

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

Upstream product

• 3615-17-6 N-acetyl-D-mannosamine 
• 132128-99-5 2-benzylamino-2-deoxy-D-mannononitrile 
• 79940-33-3 methyl 2-azido-3-O-benzoyl-4,6-O-benzylidene-2-deoxy-α-D-mannopyranoside 
• 73448-38-1 D-arabinose-benzylimine 
• 1402410-04-1 N,N'-dibenzyl-1,2-diamino-1,2-dideoxy-D-mannopyranose 
• 25878-57-3 1,6-anhydro-2,2',3,3',4',6'-hexa-O-acetyl-β-D-lactose 
• 122999-05-7 3,4,5,6-tetra-O-acetyl-1,2-dideoxy-1-nitro-D-arabino-hex-1-enitol 
• 10323-20-3 D-Arabinose 
• 79940-32-2 methyl 3-O-benzoyl-4,6-O-benzylidene-2-O-(trifluoromethylsulfonyl)-α-D-glucopyranoside 
• 33535-04-5 methyl 3-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 6730-10-5 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-mannose 
• 14199-86-1 2-acetamido-1,2-dideoxy-1-nitro-D-mannitol 

Downstream Products

• 361154-27-0 N-Benzyloxyacetylmannosamine 
• 935658-94-9 N-4-pentynoylmannosamine 
• 10385-50-9 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-α-D-galactopyranoside 
• 95191-34-7 2-benzyloxycarbonylamino-2-deoxy-D-galactose 
• 3006-60-8 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-galactopyranose 
• 68733-26-6 2-azido-2-deoxy-D-galactose 
• 1159408-54-4 5-(((2R,3R,4R,5R,6R)-3-acetamido-4,5-diacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-yl)oxy)pentanoic acid 
• 80924-00-1 2,5-anhydro-1-deoxy-D-talitol 
• 13032-90-1 2-benzamido-1,3,4,6-tetra-O-benzoyl-2-deoxy-β-D-galactopyranose 
• 77489-45-3 2-amino-2-deoxy-D-galactose diethyl dithioacetal hydrochloride 
• 42890-19-7 2-benzyloxycarbonylamino-2-deoxy-D-galactose-diethyldithioacetal 
• 17460-13-8 2-(D-arabino-1',2',3',4'-tetrahydroxybutyl)-5-(D-erythro-2,3,4-trihydroxybutyl)piperazine 

Relevant articles and documents

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SYNTHESIS OF N-ACETYL-D-NEURAMINIC ACID

Method of making NANA from NAM, which may itself be made from fructose. The NAM is treated with pyruvic acid or a pyruvate in the presence of a NANA aldolase having at least 70% sequence similarity or homology to the amino acid sequence of SEQ. ID. NO. 1.