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ChemicalBook >> CAS DataBase List >>deoxyfructosazine

deoxyfructosazine

CAS No.
17460-13-8
Chemical Name:
deoxyfructosazine
Synonyms
2,5-Deoxyfructosazine (hydrochloride);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;Glucosamine EP Impurity C (Deoxy-Fructosazine)
CBNumber:
CB81382147
Molecular Formula:
C12H20N2O7
Molecular Weight:
304.3
MDL Number:
MFCD18382251
MOL File:
17460-13-8.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-04-21 10:31:43
Product description Number Pack Size Price
2,5-Deoxyfructosazine (hydrochloride) ≥98% 18662 1mg $152
2,5-Deoxyfructosazine (hydrochloride) ≥98% 18662 5mg $417
2,5-Deoxyfructosazine (hydrochloride) ≥98% 18662 1mg $138
2,5-Deoxyfructosazine (hydrochloride) ≥98% 18662 500μg $60
2,5-Deoxyfructosazine >95%(HPLC) TRC-D235810-5MG 5mg $422
More product size

deoxyfructosazine Properties

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
Major Application pharmaceutical small molecule
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
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Safety Statements  24/25
WGK Germany  WGK 3
HS Code  29072990
Storage Class 11 - Combustible Solids

deoxyfructosazine price More Price(27)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 18662 2,5-Deoxyfructosazine (hydrochloride) ≥98% 17460-13-8 1mg $152 2026-04-30 Buy
Cayman Chemical 18662 2,5-Deoxyfructosazine (hydrochloride) ≥98% 17460-13-8 5mg $417 2026-04-30 Buy
Cayman Chemical 18662 2,5-Deoxyfructosazine (hydrochloride) ≥98% 17460-13-8 1mg $138 2024-03-01 Buy
Cayman Chemical 18662 2,5-Deoxyfructosazine (hydrochloride) ≥98% 17460-13-8 500μg $60 2023-01-06 Buy
TRC TRC-D235810-5MG 2,5-Deoxyfructosazine >95%(HPLC) 17460-13-8 5mg $422 2026-06-03 Buy
Product number Packaging Price Buy
18662 1mg $152 Buy
18662 5mg $417 Buy
18662 1mg $138 Buy
18662 500μg $60 Buy
TRC-D235810-5MG 5mg $422 Buy

deoxyfructosazine Chemical Properties,Uses,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.

Synthesis

Step 1: 5g fructose and 15g ammonium chloride were weighed and dissolved in 500g distilled water and stirred to make the mixture homogeneous. Step 2: Place the prepared aqueous solution of fructose and additional nitrogen source in a reaction vessel, set the reaction temperature at 120C and the reaction time at 2 hours. At the end of the reaction, a small amount of the mixture of 2,5-deoxyfructosazine crude product was removed and analyzed. A conversion of fructose of 100% and a molar yield of 2,5-deoxyfructosazine of 60% were obtained. Step 3: The mixture of 2,5-deoxyfructosazine crude product was concentrated by spinning, 300 ml of ethanol and formic acid (v/v=1:6) was added, filtered, insoluble impurities were removed, and the filtrate was left to stand for 10 hours, and the product 2,5-deoxyfructosazine was obtained by crystallization, and the crystalline product was obtained with a purity ≥98%.

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

Global( 87)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc.
+1-781-999-5354; +17819995354 marketing@targetmol.com United States 32466 58
BOC Sciences
16314854226; +16314854226 inquiry@bocsci.com United States 19853 58
Wuhan Topule Biopharmaceutical Co., Ltd
+8618327326525 masar@topule.com China 8467 58
Moxin Chemicals
+86-17320513646 +8617320513646 anna@molcoo.com China 10000 58
Sinco Pharmachem (ShenZhen) R&D Co., Ltd.
+undefined18603013401 jack.lin@sincopharmachem.com China 9996 58
QUALITY CONTROL SOLUTIONS LTD.
+86-0755-66853366 +8613670046396 export03@qcsrm.com China 24342 58
Changsha Fuzhen Biotechnology Co.,LTD 15111215862 18229892877 3062105966@qq.com China 5433 58
Shanghai jerryxing Biomedical Technology Co., Ltd 17721492509 17721492509 460170712@qq.com China 4945 58
J & K SCIENTIFIC LTD. 18210857532; 18210857532 jkinfo@jkchemical.com China 96815 76
Adamas Reagent, Ltd. 400-6009262 15618770481 yhx@titansci.com China 14100 59

View Lastest Price from deoxyfructosazine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2,5-Deoxyfructosazine (hydrochloride) pictures 2026-04-21 2,5-Deoxyfructosazine (hydrochloride)
17460-13-8
$129.00-248.00 10g TargetMol Chemicals Inc.
(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 (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 2,5-Deoxyfructosazine (hydrochloride) 17460-13-8 Aromatics, Carbohydrates & Derivatives, Heterocycles Aromatics Carbohydrates & Derivatives Heterocycles
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