99212-30-3

Basic information

• Product Name: DEOXYFUCONOJIRIMYCIN, HYDROCHLORIDE
• Synonyms: DFJ;DFJ, HYDROCHLORIDE;DEOXYFUCONOJIRIMYCIN HCL;DEOXYFUCONOJIRIMYCIN, HYDROCHLORIDE;1,5-DIDEOXY-1,5-IMINO-L-FUCITOL, HCL;3,4,5-Piperidinetriol, 2-methyl-, (2S,3R,4S,5R)-;(2S,3R,4S,5R)-2-methylpiperidine-3,4,5-triol;1-Deoxyfuconojirimycin hydrochloride ,98%
• CAS NO: 99212-30-3
• Molecular Formula: C₆H₁₃NO₃
• Molecular Weight: 183.63
• Product Categories: Miscellaneous Natural Products;pharmacetical;13C & 2H Sugars;Carbohydrates & Derivatives;Glycosidase Inhibitors;Inhibitors
• Mol File: 99212-30-3.mol
• Article Data: 13

Chemical Properties

• Melting Point: 155-157
• Boiling Point: 311.7 °C at 760 mmHg
• Flash Point: 142.3 °C
• Appearance: Tan Crystalline Solid
• Density: 1.297 g/cm³
• Vapor Pressure: 0.000462mmHg at 25°C
• Refractive Index: 1.545
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Solubility: Methanol (Slightly, Sonicated), Water (Slightly)
• CAS DataBase Reference: DEOXYFUCONOJIRIMYCIN, HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: DEOXYFUCONOJIRIMYCIN, HYDROCHLORIDE(99212-30-3)
• EPA Substance Registry System: DEOXYFUCONOJIRIMYCIN, HYDROCHLORIDE(99212-30-3)

Safety Data

• Hazardous Substances Data: 99212-30-3(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 99212-30-3 differently. You can refer to the following data:
1. A powerful and specific inhibitor of several alpha-L-fucosidases
2. selective inhibitor of a-D-galactosidase

InChI:InChI=1/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1

Upstream product

• 122194-06-3 1,5-dideoxy-1,5-imino-3, 4-O-isopropylidene-L-fucitol 
• 116265-44-2 2-Azido-2-desoxy-6-O-trityl-D-galactose-trimethylendithioacetal 
• 1392233-19-0 (+)-(3S,4S,5R)-6-azido-2,3,4,5-tetraacetoxyhex-1-ene 
• 17682-70-1 2,3:4,6-bis-O-isopropylidene-L-sorbose 
• 144848-60-2 (3aS,3bR,7aS,8aR)-8a-Fluoromethyl-2,2,5,5-tetramethyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3]dioxine 
• 144848-59-9 Trifluoro-methanesulfonic acid (3aS,3bR,7aS,8aS)-2,2,5,5-tetramethyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3]dioxin-8a-ylmethyl ester 
• 144848-62-4 Toluene-4-sulfonic acid (3aR,5S,6R,6aS)-3a-fluoromethyl-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester 
• 122194-03-0 Trifluoro-methanesulfonic acid (3aS,4R,6aS)-2,2-dimethyl-6-oxo-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester 
• 10257-28-0 D-Galactose 
• 56607-40-0 methyl D-arabinofuranoside 
• 7473-42-9 methyl tri-O-benzoyl-α-D-arabinofuranoside 
• 139639-72-8 Methyl 2,3-di-O-(tert-butyldimethylsilyl)-6-deoxy-α-D-altrofuranoside 
• 139639-74-0 (2R,3R,4S,5S)-2-((S)-1-Azido-ethyl)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan 
• 139639-77-3 Methanesulfonic acid (S)-1-[(2S,3R,4S,5S)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-ethyl ester 

Downstream Products

• 117821-10-0 1,5-Didesoxy-1,5-imino-N-methyl-L-fucit 
• 116265-55-5 N-Benzyl-1,5-didesoxy-1,5-imino-L-fucit 
• 116265-56-6 1,5-Didesoxy-1,5-imino-N-<5-(methoxycarbonyl)pentyl>-L-fucit 

Relevant articles and documents

N-Alkyl-1,5-dideoxy-1,5-imino-L-fucitols as fucosidase inhibitors: Synthesis, molecular modelling and activity against cancer cell lines

1,5-Dideoxy-1,5-imino-L-fucitol (1-deoxyfuconojirimycin, DFJ) is an iminosugar that inhibits fucosidases. Herein, N-alkyl DFJs have been synthesised and tested against the α-fucosidases of T. maritima (bacterial origin) and B. taurus (bovine origin). The

Deoxygenative olefination reaction as the key step in the syntheses of deoxy and iminosugars

Just a spoonful of sugar! A new synthetic strategy involving the use of a deoxygenative olefination reaction as the key step was developed for the preparation of deoxy and iminosugars in their optically active form (see scheme). This strategy has been proven successful by the use of a pentose, hexose, heptose, and disaccharide as the starting materials. Furthermore, it was applied in a formal total synthesis of iminosugar (-)-1-deoxy-l- fuconojirimycin, which can inhibit a-l-fucosidase.

Looking glass inhibitors: Efficient synthesis and biological evaluation of D-deoxyfuconojirimycin

1,6-Dideoxygalactostatin, the mirror image of 1-deoxy-L-fuconojirimycin, was efficiently prepared from 2,3-O-isopropylidene-L-lyxonolactone in four steps and evaluated as a glycosidase inhibitor.