ChemicalBook > CAS DataBase List > deoxyfructosazine

deoxyfructosazine

Product Name
deoxyfructosazine
CAS No.
17460-13-8
Chemical Name
deoxyfructosazine
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)
CBNumber
CB81382147
Molecular Formula
C12H20N2O7
Formula Weight
304.3
MOL File
17460-13-8.mol
More
Less

deoxyfructosazine Property

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
InChI
InChI=1S/C12H20N2O7/c15-4-9(18)8(17)1-6-2-14-7(3-13-6)11(20)12(21)10(19)5-16/h2-3,8-12,15-21H,1,4-5H2/t8-,9+,10+,11+,12+/m0/s1
InChIKey
FBDICDJCXVZLIP-VSSNEEPJSA-N
SMILES
[C@H](C1=NC=C(C[C@H](O)[C@H](O)CO)N=C1)(O)[C@H](O)[C@H](O)CO
More
Less

Safety

Safety Statements 
24/25
HS Code 
29072990
More
Less

Hazard and Precautionary Statements (GHS)

More
Less

N-Bromosuccinimide Price

Cayman Chemical
Product number
18662
Product name
2,5-Deoxyfructosazine (hydrochloride)
Purity
≥98%
Packaging
1mg
Price
$138
Updated
2024/03/01
Cayman Chemical
Product number
18662
Product name
2,5-Deoxyfructosazine (hydrochloride)
Purity
≥98%
Packaging
500μg
Price
$60
Updated
2023/01/06
Cayman Chemical
Product number
18662
Product name
2,5-Deoxyfructosazine (hydrochloride)
Purity
≥98%
Packaging
5mg
Price
$379
Updated
2024/03/01
TRC
Product number
D235810
Product name
2,5-Deoxyfructosazine
Packaging
1mg
Price
$135
Updated
2021/12/16
Usbiological
Product number
293208
Product name
2,5-Deoxyfructosazine
Packaging
1mg
Price
$479
Updated
2021/12/16
More
Less

deoxyfructosazine Chemical Properties,Usage,Production

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.

References

[1] NATHALY HENRY. Synthesis of water-compatible imprinted polymers of in situ produced fructosazine and 2,5-deoxyfructosazine.[J]. Talanta, 2012, 99: 816-823. DOI: 10.1016/j.talanta.2012.07.035
[2] RODGMAN A, PERFETTI T. The Chemical Components of Tobacco and Tobacco Smoke[C]. 2008: 0. DOI: 10.1201/b13973
[3] AIPING ZHU . 2,5-Deoxyfructosazine, a d-glucosamine derivative, inhibits T-cell interleukin-2 production better than d-glucosamine[J]. Carbohydrate Research, 2007, 342 18: Pages 2745-2749. DOI: 10.1016/j.carres.2007.08.025
[4] TOMOKO SHIMAMURA. Reduction mechanism of tetrazolium salt XTT by a glucosamine derivative.[J]. Bioscience, Biotechnology, and Biochemistry, 2003, 67 2: 295-299. DOI: 10.1271/bbb.67.295
[5] K SUMOTO. Formation of pyrazine derivatives from D-glucosamine and their deoxyribonucleic acid (DNA) strand breakage activity.[J]. Chemical & pharmaceutical bulletin, 1991, 39 3: 792-794. DOI: 10.1248/cpb.39.792

deoxyfructosazine Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

deoxyfructosazine Suppliers

Canada 1 China 71 India 5 United Kingdom 1 United States 5 Global 83
QUALITY CONTROL SOLUTIONS LTD.
Tel
+86-0755-66853366 +86-13670046396
Email
export03@qcsrm.com
Country
China
ProdList
24342
Advantage
58
Changsha Fuzhen Biotechnology Co.，LTD
Tel
0731-13823398 15111215862
Email
313359644@qq.com
Country
China
ProdList
4161
Advantage
58
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
Country
China
ProdList
14101
Advantage
59
Chemsky（shanghai）International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
S.Z. PhyStandard Bio-Tech. Co., Ltd.
Tel
0755-4000505016 13380397412
Fax
0755 28094224
Email
3001272453@qq.com
Country
China
ProdList
5158
Advantage
50
Shanghai TaoSu Biochemical Technology Co., Ltd.
Tel
021-33632979
Fax
021-34692979
Email
info@tsbiochem.com
Country
China
ProdList
8065
Advantage
58
ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
18333
Advantage
56
Shandong Boluoda Biological Technology Co., Ltd.
Tel
0531-68652053 15863796298;
Email
2310993908@qq.com
Country
China
ProdList
2437
Advantage
58
Shanghai Kewel Chemical Co., Ltd.
Tel
021-64609169 18901607656
Fax
021-64609160
Email
greensnown@163.com
Country
China
ProdList
9906
Advantage
50

17460-13-8, deoxyfructosazineRelated Search:

UDP-3-O[R-3-Hydroxymyristoyl]-N-Acetylglucosamine Tris Salt Fructosazine UDP-3-O-(3-hydroxymyristoyl)-N-acetylglucosamine polyfructan(inulin type) beta-D-Fructopyranose

  • (1R,2S,3R)-1-[5-[(2S,3R)-2,3,4-Trihydroxybutyl]-2-pyrazinyl]-1,2,3,4-butanetetrol
  • 2-(D-arabino-Tetrahydroxybutyl)-5-(D-erythro-2,3,4-trihydroxybutyl)pyrazine
  • NSC 270912
  • deoxyfructosazine
  • (1R,2S,3R)-1-[5-[(2S,3R)-2,3,4-Trihydroxybutyl]pyrazin-2-yl]-1,2,3,4-butanetetrol
  • 2-[(1R,2S,3R)-1,2,3,4-Tetrahydroxybutyl]-5-[(2S,3R)-2,3,4-trihydroxybutyl]pyrazine
  • 2,5-Deoxyfructosazine
  • 2,5-Deoxyfructosazine (hydrochloride)
  • (1R,2S,3R)-1-(5-((2S,3R)-2,3,4-trihydroxybutyl)
  • Glucosamine Hydrochloride Impurity 3(Glucosamine Hydrochloride EP Impurity C)
  • Glucosamine EP Impurity C (Deoxy-Fructosazine)
  • Glucosamine EP Impurity C
  • Glucosamine Impurity C
  • 1,2,3,4-Butanetetrol, 1-[5-[(2S,3R)-2,3,4-trihydroxybutyl]-2-pyrazinyl]-, (1R,2S,3R)-
  • Glucosamine EP Impurity C (2,5-Deoxyfructosazine)
  • (1R,2S,3R)-1-(5-((2S,3R)-2,3,4-Trihydroxybutyl)pyrazin-2-yl)butane-1,2,3,4-tetraol
  • Glucosamine sulphate Impurity C
  • (1R,2S,3R)-1-[5-[(2S,3R)-2,3,4-trihydroxybutyl]pyrazin-2-yl]butane-1,2,3,4-tetrol (deoxyfructosazine)
  • Glucosamine sulfate EP impurity C
  • Glucosamine sulfate Impurity 12
  • 17460-13-8
  • Aromatics, Carbohydrates & Derivatives, Heterocycles
  • Aromatics
  • Carbohydrates & Derivatives
  • Heterocycles