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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
Molecular Weight:
228.2
MDL Number:
MFCD00006527
MOL File:
951-78-0.mol
MSDS File:
SDS
Last updated:2024-04-28 16:56:32

2'-Deoxyuridine Properties

Melting point 167-169 °C(lit.)
Boiling point 370.01°C (rough estimate)
alpha D22 +50° (c = 1.1 in N NaOH)
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)
FDA UNII W78I7AY22C
EPA Substance Registry System Uridine, 2'-deoxy- (951-78-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
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
NFPA 704
1
0 0

2'-Deoxyuridine price More Price(52)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D5412 2′-Deoxyuridine ≥98.5% 951-78-0 1g $155 2024-03-01 Buy
Sigma-Aldrich D5412 2′-Deoxyuridine ≥98.5% 951-78-0 5g $521 2024-03-01 Buy
TCI Chemical D0060 2'-Deoxyuridine >99.0%(HPLC) 951-78-0 1g $84 2024-03-01 Buy
TCI Chemical D0060 2'-Deoxyuridine >99.0%(HPLC) 951-78-0 5g $212 2024-03-01 Buy
Alfa Aesar A16026 2'-Deoxyuridine, 99% 951-78-0 1g $22.65 2024-03-01 Buy
Product number Packaging Price Buy
D5412 1g $155 Buy
D5412 5g $521 Buy
D0060 1g $84 Buy
D0060 5g $212 Buy
A16026 1g $22.65 Buy

2'-Deoxyuridine Chemical Properties,Uses,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%).
synthesis of 2'-Deoxyuridine

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.

951-77-9
951-78-0
Synthesis of 2'-Deoxyuridine from 2'-Deoxycytidine

2'-Deoxyuridine Preparation Products And Raw materials

Global( 530)Suppliers
Supplier Tel Email Country ProdList Advantage
Wuhu Nuowei chemistry Co., Ltd.
+86-0553-2911116-802 +undefined17756524438 sales1@nuowei-chem.com China 1642 58
SHANGHAI NOVRIBO BIOTECH
17821030819 June.Liu@Desano.com China 73 58
Hebei Yanxi Chemical Co., Ltd.
+8617531190177 peter@yan-xi.com China 5993 58
Henan Fengda Chemical Co., Ltd
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career henan chemical co
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View Lastest Price from 2'-Deoxyuridine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2'-Deoxyuridine pictures 2024-04-28 2'-Deoxyuridine
951-78-0
US $10.00-2.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
2′-deoxyuridine pictures 2024-04-08 2′-deoxyuridine
951-78-0
US $0.00-0.00 / Kg 1Kg 99.9% 200tons airuikechemical co., ltd.
2'-Deoxyuridine pictures 2023-09-06 2'-Deoxyuridine
951-78-0
US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Guanlang Biotechnology Co., Ltd.
  • 2'-Deoxyuridine pictures
  • 2'-Deoxyuridine
    951-78-0
  • US $10.00-2.00 / KG
  • 99%
  • Henan Fengda Chemical Co., Ltd
  • 2'-Deoxyuridine pictures
  • 2'-Deoxyuridine
    951-78-0
  • US $0.00-0.00 / KG
  • 99%
  • Hebei Guanlang Biotechnology Co., Ltd.
1-(2'-DEOXY-BETA-D-RIBOFURANOSYL)URACIL 1-(2-DEOXY-BETA-D-RIBOFURANOSYL)URACIL (+)-2'-DEOXYURIDINE 2'-DEOXYURIDINE DEOXYURIDINE-2' (+)-2'-DEOXYURIDINE, 99+% Uracildeoxyr 1-(2-Deoxy-b-D-erythro-pentofuranosyl)uracil NSC 23615 1-(2-deoxy-á-d-ribofuranosyl)uracil 2'-Deoxy-D-uridine 1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione 2'-deoxy-uridin 1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione 1-(2-Deoxy--D-erythro-pentofuranosyl)uracil 1-((2R,4R,5R)-4-HYDROXY-5-(HYDROXYMETHYL)TETRAHYDROFURAN-2-YL)PYRIMIDINE-2,4(1H,3H)-DIONE 2-DEOXYURIDINE extrapure 1-(2-Deoxy-β-D-ribofuranosyl)uracil, Uracil deoxyriboside 1-(2-Deoxy-β-D-ribofuranosyl)uracil, 2μ-Deoxyuridine, Uracil deoxyriboside Uridine, 2'-deoxy 2'-dU 1-[(2S,4R,5S)-4-hydroxy-5-(hydroxyMethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyriMidine-2,4-dione 2'-Deowyuridine 2'-DEOXYURIDINE 99-100% 1-(2-Deoxy-β-D-ribofuranosyl)uracil Deoxy-uridin 1-(2-Deoxy-beta-D-ribofuranosyl)uracil, Uracil deoxyriboside URACIL DEOXYRIBOSIDE 2’-desoxyuridine deoxyriboseuracil durd uracildesoxyuridine 5-Ethynyl-2&rsquo 5-Hydroxymethyl-2&rsquo 2'-Deoxyuridine(2'-dU) 5-(2-Furanyl)-2&rsquo 5-[N(6-(Trifluoroacetamido)hexyl)-3-(E)-acrylamido]-2&rsquo 2'-Deoxyuridine > 2-Deoxyuridine, 1-(beta-D-ribofuranosyl)-4-pyrimidinone 2'-Deoxyuridine USP/EP/BP -deoxyuridine N-Hydroxysuccinimide Ester Cytarabine Impurity 19(2'-Deoxyuridine) (E)-5-(2-Carboxyvinyl)-2&rsquo (E)-5-(2-Carbomethoxyvinyl)-2&rsquo S4-(2-Cyanoethyl)-4-thio-2&rsquo -deoxyuridine-d1 DU 1-((2R,4S,5R)-4-Hydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)pyriMidine-2,4(1H,3H)-dione 2 deoxyuridine (+)-2`-Deoxyuridine 2‘-dU/ 2'-Deoxyuridine 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4(1H,3H)-dione (2’-deoxyuridine) 2'-Deoxyuridine, ≥ 98.0% 2'-Deoxyuridine(2'-dU) 2'-Deoxyuridine 2''-Deoxyuridine 951-78-0