608-81-1

Basic information

• Product Name: (6E)-6-hydroxyiminohexane-1,2,3,4,5-pentol
• Synonyms: (6E)-6-hydroxyiminohexane-1,2,3,4,5-pentol;glucosoxime;Nsc19777
• CAS NO: 608-81-1
• Molecular Formula: C₆H₁₃NO₆
• Molecular Weight: 195.17
• Mol File: 608-81-1.mol
• Article Data: 8

Chemical Properties

• Melting Point: 138-139 °C
• Boiling Point: 633.525°C at 760 mmHg
• Flash Point: 435.608°C
• Appearance: /
• Density: 1.66g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.566
• PKA: 10.68±0.40(Predicted)
• CAS DataBase Reference: (6E)-6-hydroxyiminohexane-1,2,3,4,5-pentol(CAS DataBase Reference)
• NIST Chemistry Reference: (6E)-6-hydroxyiminohexane-1,2,3,4,5-pentol(608-81-1)
• EPA Substance Registry System: (6E)-6-hydroxyiminohexane-1,2,3,4,5-pentol(608-81-1)

Safety Data

• Hazardous Substances Data: 608-81-1(Hazardous Substances Data)

Usage

General Description

The chemical compound (6E)-6-hydroxyiminohexane-1,2,3,4,5-pentol, also known as D-mannitol hexanitrate, is an organic compound with the molecular formula C6H14N2O8. It is a colorless, crystalline solid that is highly explosive and has been used as a primary explosive in the past. It is formed by the nitrating of D-mannitol, a sugar alcohol, and is known for its stability over a wide range of temperatures and pressures. Its primary use is in the production of nitroglycerin and other explosives. Due to its explosive nature, it is regulated and controlled by government agencies.

InChI:InChI=1/C6H13NO6/c8-2-4(10)6(12)5(11)3(9)1-7-13/h1,3-6,8-13H,2H2/b7-1+/t3-,4+,5+,6-/m0/s1

Upstream product

• 50-99-7 D-glucose 
• 1990-29-0 D-altrose 
• 58-86-6 D-xylose 
• 1253285-17-4 26-O-β-D-glucopyranosyl-(25R)-5α-furostan-20(22)-en-3β,26-diol-3-O-β-D-xylopyranosyl-(1→2)-[β-D-xylopyranosyl-(1→3)]-β-D-glucopyranosyl-(1→4)-[α-L-rhamnopyranosyl-(1→2)]-β-D-galactopyranoside 
• 50-99-7 glucose 

Downstream Products

• 74-90-8 hydrogen cyanide 
• 10323-20-3 D-Arabinose 
• 104013-53-8 D-gluconhydroximo-1,5-lactone 
• 85339-19-1 N-hydroxy-β-D-glucopyranosylamine hexaacetate 
• 6337-12-8 2,3,4,5,6-pentaacetoxy-D-glucononitrile 
• 85339-20-4 β-D-glucoforanose nitrile pentaacetate 
• 109007-62-7 1-deoxy-1-salicylidenamino-D-glucitol 
• 25546-40-1 tetra-O-acetyl-D-xylonic acid nitrile 
• 488-43-7 1-Amino-1-deoxy-D-glucitol 
• 105874-61-1 1-deoxy-1-nitro-4,6-O-benzylidene-β-D-glucose 
• 29505-20-2 2,3,4,5,6-penta-O-benzoyl-D-glucononitrile 

Relevant articles and documents

Phenolics from durian exert pronounced NO inhibitory and antioxidant activities

Durian, known as the king of fruits, is native to Southeast Asia and popular in many countries. Bioactivity-guided fractionation of the peel of durian was applied to determine its bioactive constituents. Four novel phenolics, along with 16 known, were pur

Synthesis and biological evaluation of new carbohydrate-substituted indenoisoquinoline topoisomerase I inhibitors and improved syntheses of the experimental anticancer agents indotecan (LMP400) and indimitecan (LMP776)

Carbohydrate moieties were strategically transported from the indolocarbazole topoisomerase I (Top1) inhibitor class to the indenoisoquinoline system in search of structurally novel and potent Top1 inhibitors. The syntheses and biological evaluation of 20 new indenoisoquinolines glycosylated with linear and cyclic sugar moieties are reported. Aromatic ring substitution with 2,3-dimethoxy-8,9-methylenedioxy or 3-nitro groups exerted strong effects on antiproliferative and Top1 inhibitory activities. While the length of the carbohydrate side chain clearly correlated with antiproliferative activity, the relationship between stereochemistry and biological activity was less clearly defined. Twelve of the new indenoisoquinolines exhibit Top1 inhibitory activity equal to or better than that of camptothecin. An advanced synthetic intermediate from this study was also used to efficiently prepare indotecan (LMP400) and indimitecan (LMP776), two anticancer agents currently under investigation in a Phase I clinical trial at the National Institutes of Health.

Antioxidant activity of a water-soluble polysaccharide purified from Pteridium aquilinum

A water-soluble crude polysaccharide, obtained from fern Pteridium aquilinum, was fractionated by DEAE-Sepharose Fast-Flow column chromatography, and purified by Sephacryl S-400 HR column chromatography. The average molecular weight (Mw) of the purified polysaccharide (PLP) is 458,000 Da. The monosaccharide components of PLP were characterized by gas chromatography (GC), and the majority of the monosaccharide components was glucose (relative mass 58.1%) with low levels of galactose, mannose, rhamnose, and arabinose (relative mass 18.7%, 6.8%, 10.2%, and 6.1%, respectively). The Fourier-transform infrared spectra (FTIR) of PLP revealed typical characteristics of polysaccharides. On the basis of the ferric-reducing antioxidant power assay (FRAP), DPPH radical-scavenging, the superoxide radical assay, and self-oxidation of 1,2,3-phentriol assay, the antioxidant activities of PLP were investigated. The purified polysaccharide was demonstrated to have strong reductive power (FRAP value: 827.6 μmol/L), moderate scavenging activities against DPPH radicals (83.1%) and superoxide radicals (60.5%), and moderate inhibiting power for self-oxidation of 1,2,3-phentriol (52.4%).