2'-Deoxyuridine

Description Physical properties synthesis

Product Name: 2'-Deoxyuridine
CAS No.: 951-78-0
Chemical Name: 2'-Deoxyuridine
Synonyms: 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';2'-DEOXYURIDINE
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)
form: Powder
pka: pKa 9.3(H2O t = 25) (Uncertain)
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
F: 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

5-CHLORO-2'-DEOXYURIDINE

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2'-Deoxyuridine Suppliers

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View Lastest Price from 2'-Deoxyuridine manufacturers

HangZhou RunYan Pharma Technology Co.,LTD.

Product: 2'-Desoxyuridine 951-78-0
Price: US $0.00-0.00/g
Min. Order: 10g
Purity: 99% HPLC
Supply Ability: 10000
Release date: 2024-09-20

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD

Product: 2'-Deoxyuridine 951-78-0
Price: US $999.00-800.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 5000
Release date: 2024-08-21

Hebei Zhuanglai Chemical Trading Co.,Ltd

Product: Uracildeoxyr 951-78-0
Price: US $120.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10ton
Release date: 2024-05-22

951-78-0, 2'-DeoxyuridineRelated Search:

6-Methyluracil Uridine Cytidine 1-beta-D-Arabinofuranosyluracil Uracil Deoxycholic acid Disodium 5'-dGMP Thymidine-5'-monophosphate disodium salt 2'-Deoxyuridine 5'-monophosphate disodium salt DNA polymeraseⅠfrom E.coli BROMO-2'-DEOXYURIDINE,5-,BROMO-2'-DEOXYURIDINE,5- PROTOVERATRINE B Doxifluridine DNA, SINGLE STRANDED, IMM. ON CELLULOSE, FROM CALF THYMUS* BrdU (Bromodeoxyuridine) beta-5-fluoro-2’-deoxyuridin 5-Methyluridine Trifluridine

1-(2'-DEOXY-BETA-D-RIBOFURANOSYL)URACIL

1-(2-DEOXY-BETA-D-RIBOFURANOSYL)URACIL

(+)-2'-DEOXYURIDINE

2'-DEOXYURIDINE

DEOXYURIDINE-2'

DU

(+)-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

1-((2R,4S,5R)-4-Hydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)pyriMidine-2,4(1H,3H)-dione

2'-Deowyuridine

-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

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 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

deoxyuridine

durd

uracildesoxyuridine

2'-Deoxyuridine &gt

2-Deoxyuridine, 1-(beta-D-ribofuranosyl)-4-pyrimidinone

2'-Deoxyuridine USP/EP/BP

(+)-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

（2‘-dU） 2'-DeoxyUridine

2'-Deoxy-D-uridine