Description Physical properties synthesis
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2'-Deoxyuridine

Description Physical properties synthesis
Product Name
2'-Deoxyuridine
CAS No.
951-78-0
Chemical Name
2'-Deoxyuridine
Synonyms
2;DU;deoxyuridine;1-((2R,4S,5R)-4-Hydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)pyriMidine-2,4(1H,3H)-dione;durd;2'-dU;NSC 23615;Uracildeoxyr;Deoxy-uridin;DEOXYURIDINE-2'
CBNumber
CB3472057
Molecular Formula
C9H12N2O5
Formula Weight
228.2
MOL File
951-78-0.mol
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2'-Deoxyuridine Property

Melting point:
167-169 °C(lit.)
alpha 
D22 +50° (c = 1.1 in N NaOH)
Boiling point:
370.01°C (rough estimate)
Density 
1.3705 (rough estimate)
refractive index 
52 ° (C=1, 1mol/L NaOH)
storage temp. 
Inert atmosphere,2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly, Heated), Water (Slightly)
pka
pKa 9.3(H2O t = 25) (Uncertain)
form 
Powder
color 
White to off-white
Water Solubility 
300 g/L (20 ºC)
Sensitive 
Air Sensitive
Merck 
14,2910
BRN 
24433
InChIKey
MXHRCPNRJAMMIM-ATRFCDNQSA-N
CAS DataBase Reference
951-78-0(CAS DataBase Reference)
EPA Substance Registry System
Uridine, 2'-deoxy- (951-78-0)
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Safety

Hazard Codes 
Xn
Risk Statements 
36/37/38
Safety Statements 
22-24/25-37/39-36/37/39-26
WGK Germany 
3
RTECS 
YU7490000
10-23
Hazard Note 
Air Sensitive
TSCA 
Yes
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D5412
Product name
2′-Deoxyuridine
Purity
≥98.5%
Packaging
1g
Price
$155
Updated
2024/03/01
Sigma-Aldrich
Product number
D5412
Product name
2′-Deoxyuridine
Purity
≥98.5%
Packaging
5g
Price
$521
Updated
2024/03/01
TCI Chemical
Product number
D0060
Product name
2'-Deoxyuridine
Purity
>99.0%(HPLC)
Packaging
1g
Price
$84
Updated
2024/03/01
TCI Chemical
Product number
D0060
Product name
2'-Deoxyuridine
Purity
>99.0%(HPLC)
Packaging
5g
Price
$212
Updated
2024/03/01
Alfa Aesar
Product number
A16026
Product name
2'-Deoxyuridine, 99%
Packaging
1g
Price
$22.65
Updated
2024/03/01
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2'-Deoxyuridine Chemical Properties,Usage,Production

Description

2'-Deoxyuridine is a natural deoxynucleoside, which can be directly used to prepare combined deoxynucleoside drugs or used as chemical reagents for biochemical research. At the same time, it can be used as an intermediate to synthesize some antiviral nucleoside drugs and molecular markers, such as 8-bromo-2-deoxyuridine and 8-hydroxy-2-deoxyuridine from 2'-Deoxyuridine.

Physical properties

2'-Deoxyuridine is a white or off-white powdered solid with a melting point of 167 to 169 °C. Its boiling point is roughly estimated to be 370.01°C. It is slightly soluble in water, DMSO, and slightly soluble in methanol when heated.

synthesis

The precursor 3,5-(toluoyl)-2-deoxy-(N1,N3-15N)-uridine (1) was synthesized according to Schiesser et al.4 In a round bottom flask 1 (76 mg, 0.16 mmol, 1.0 eq.) was dissolved in dry MeOH (2.1 mL) and K2CO3 (49 mg, 0.35 mmol, 2.2 eq.) was added. The suspension was stirred at 40 °C for 6 h. The solvent was removed by rotary evaporation. The residue was then suspended in H2O (5 mL) and extracted with DCM (5 mL). The aqueous layer was then concentrated to dryness, redissolved in H2O and subjected to RP-HPLC (0% to 20% MeCN in water in 45 min, 5 mL/min). [15N2]-dU as a white solid (31 mg, 0.13 mmol, 84%).

Description

2'-Deoxyuridine is an intermediate in the synthesis of thymidylate, which is a precursor for DNA synthesis. It has been shown to inhibit the enzymatic activity of enzymes responsible for synthesizing uridine and thymidylate, leading to neuronal death. 2'-Deoxyuridine has been used as a fluorescence probe for nucleic acids and as a polymerase chain reaction (PCR) substrate. It is also known to bind with toll-like receptor 4 (TLR4), which is involved in inflammatory responses.

Chemical Properties

White crystalline powder

Uses

2'-Deoxyuridine is frequently halogenated to create thymidine analogues useful for studies of DNA synthesis and degradation mechanisms. Derivatized 2'-Deoxyuridines used as labeling substrates include chloro-2'-deoxyuridine (CldU), bromodeoxyuridine (BrdU) and/or iododeoxyuridine (IdU). Other useful analogues of 2'-deoxyuridine include 5-ethynyl-2'-deoxyuridine (DdU) and 5-hydroxymethyl-2'-deoxyuridine (HmdU). Laboratory suppression of deoxyuridine is used to diagnose megaloblastic anemias due to vitamin B12 and folate deficiencies. Deoxyuridine (dU) is used to indirectly determine if there are sufficient levels of folate and cobalamin in cell or tissue samples.

Uses

An uridine derivative as therapeutic agent for treating allergy, cancer, infection and autoimmune disease

Definition

ChEBI: 2'-deoxyuridine is a pyrimidine 2'-deoxyribonucleoside having uracil as the nucleobase. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite. It is functionally related to a uracil.

Biological Activity

2'-deoxyuridine is frequently halogenated to create thymidine analogues useful for studies of dna synthesis and degradation mechanisms.

2'-Deoxyuridine Preparation Products And Raw materials

Raw materials

Preparation Products

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2'-Deoxyuridine Suppliers

Hangzhou Weitai Biological Pharmaceutical Co., Ltd.
Tel
0571-82358004 13588879771
Email
info@weitai-pharmaceutical.com
Country
China
ProdList
81
Advantage
58
Zhengzhou First biochem technology Co.,Ltd.
Tel
0371-68865717 13213090566
Email
firstbio@126.com
Country
China
ProdList
15
Advantage
58
Wuhu Huaren Science and Technology Co., Ltd.
Tel
0553-0553-5842013-801 18155347026
Fax
086-553-5843138
Email
sale@huarensh.com
Country
China
ProdList
296
Advantage
64
Hongene Biotech Corporation
Tel
021-64757213
Fax
86-21-64700613
Email
info@hongene.com
Country
China
ProdList
672
Advantage
61
Wuhu Nuowei Chemical Technology Co., Ltd
Tel
0553-8233716 18055326116
Email
sales@nuowei-chem.com
Country
China
ProdList
949
Advantage
55
Anhui Chnbio Technology Co., Ltd.
Tel
18969017660
Email
2424422732@qq.com
Country
China
ProdList
66
Advantage
58
Nanjing Youwei Biotechnology Co., Ltd
Tel
025-86506605 13952030024
Fax
QQ:24810051
Email
13811988123@139.com
Country
China
ProdList
24
Advantage
58
Hangzhou Qianhui Biotechnology Co., LTD
Tel
0571-16680502907 16680502907
Email
640280132@qq.com
Country
China
ProdList
794
Advantage
58
Suzhou Biosynthetica Co., Ltd.
Tel
0512-89581819; 18915732708
Email
657839514@qq.com
Country
China
ProdList
26
Advantage
58
Xiangyang Meijun Machinery Technology Testing Co., Ltd.
Tel
13774177198
Email
qjuyd@126.com
Country
China
ProdList
21
Advantage
58
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View Lastest Price from 2'-Deoxyuridine manufacturers

Hebei Duling International Trade Co. LTD
Product
2'-Deoxyuridine 951-78-0
Price
US $25.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 tons
Release date
2023-03-23
Hebei Yanxi Chemical Co., Ltd.
Product
2'-Deoxyuridine 951-78-0
Price
US $20.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20
Release date
2023-09-05
WUHAN FORTUNA CHEMICAL CO., LTD
Product
2'-Deoxyuridine 951-78-0
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
99%min
Supply Ability
100KG
Release date
2021-06-01

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