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ChemicalBook--->CAS DataBase List--->17460-13-8

17460-13-8

17460-13-8 Structure

17460-13-8 Structure
IdentificationBack Directory
[Name]

deoxyfructosazine
[CAS]

17460-13-8
[Synonyms]

NSC 270912
deoxyfructosazine
2,5-Deoxyfructosazine
Glucosamine Impurity C
Glucosamine EP Impurity C
Glucosamine sulfate Impurity 12
Glucosamine sulphate Impurity C
Glucosamine sulfate EP impurity C
2,5-Deoxyfructosazine (hydrochloride)
Glucosamine EP Impurity C (Deoxy-Fructosazine)
(1R,2S,3R)-1-(5-((2S,3R)-2,3,4-trihydroxybutyl)
Glucosamine EP Impurity C (2,5-Deoxyfructosazine)
2-(D-arabino-Tetrahydroxybutyl)-5-(D-erythro-2,3,4-trihydroxybutyl)pyrazine
Glucosamine Hydrochloride Impurity 3(Glucosamine Hydrochloride EP Impurity C)
(1R,2S,3R)-1-[5-[(2S,3R)-2,3,4-Trihydroxybutyl]pyrazin-2-yl]-1,2,3,4-butanetetrol
(1R,2S,3R)-1-[5-[(2S,3R)-2,3,4-Trihydroxybutyl]-2-pyrazinyl]-1,2,3,4-butanetetrol
(1R,2S,3R)-1-(5-((2S,3R)-2,3,4-Trihydroxybutyl)pyrazin-2-yl)butane-1,2,3,4-tetraol
2-[(1R,2S,3R)-1,2,3,4-Tetrahydroxybutyl]-5-[(2S,3R)-2,3,4-trihydroxybutyl]pyrazine
1,2,3,4-Butanetetrol, 1-[5-[(2S,3R)-2,3,4-trihydroxybutyl]-2-pyrazinyl]-, (1R,2S,3R)-
(1R,2S,3R)-1-[5-[(2S,3R)-2,3,4-trihydroxybutyl]pyrazin-2-yl]butane-1,2,3,4-tetrol (deoxyfructosazine)
[Molecular Formula]

C12H20N2O7
[MDL Number]

MFCD18382251
[MOL File]

17460-13-8.mol
[Molecular Weight]

304.3
Chemical PropertiesBack Directory
[Melting point ]

157-160°C
[Boiling point ]

712.0±60.0 °C(Predicted)
[density ]

1.582
[storage temp. ]

Refrigerator
[solubility ]

DMSO (Slightly), Methanol (Slightly, Heated), Water (Slightly, Sonicated)
[form ]

Solid
[pka]

11.86±0.20(Predicted)
[color ]

Pale Brown to Brown
Safety DataBack Directory
[Safety Statements ]

24/25
[HS Code ]

29072990
Hazard InformationBack Directory
[Description]

2,5-Deoxyfructosazine is a pyrazine derivative that can be found in cured tobacco and is used as a flavoring agent in the food and tobacco industry. Pyrazines, including 2,5-deoxyfructosazine, can be produced either by pyrolytic decomposition of natural compounds or by the reaction of sugars with alcoholic ammonia. 2,5-Deoxyfructosazine is also formed by the breakdown of D-glucosamine at neutral pH. Like glucosamine, 2,5-deoxyfructosazine has DNA strand breakage activity and strongly inhibits IL-2 production by Jurkat cells stimulated with phytohemagglutinin (IC50 = ~1.25 mM).
[Chemical Properties]

Tan Solid
[Uses]

Contained in tobacco flavor additives.
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