- Removal of Acetal, Silyl, and 4,4'-Dimethoxytrityl Protecting Groups from Hydroxyl Functions of Carbohydrates and Nucleosides with Clay in Aqueous MethanolAsakura, Jun-ichi; Robins, Morris J.; Asaka, Yukihiro; Kim, Tong Hei, Journal of Organic Chemistry, 1996, 61(25), 9026-9027
Cas no 951-78-0 (2'-Deoxyuridine)
2'-Deoxyuridine Chemical and Physical Properties
Names and Identifiers
-
- 1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
- 2-Deoxyuridine
- Deoxyuridine
- 2'-Deoxyuridine
- 1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydro-furan-2-yl)pyrimidine-2,4(1H,3H)-dione
- 2`-Deoxyuridine
- 2’-Deoxyuridine
- 2'-Deoxyuridine-1’-d
- [131I]-Deoxyuridine
- [3H]-Deoxyuridine
- 1-(2-Deoxy-β-D-ribofuranosyl)uracil
- 2'-DEOXYTHYMIDINE-5'-DIPHOSPHATE TRISODIUM SALT
- 2'-deoxy-uridin
- 2'-dU
- Deoxy-uridin
- DEOXYURIDINE-2'
- durd
- Uracildeoxyr
- Uracil deoxyriboside
- 1-(2-Deoxy-b-D-erythro-pentofuranosyl)uracil
- 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-b-D-erythro-pentofuranosyl)-
- 2,4(1H,3H)-Pyrimidinedione,1-(2-deoxy-b-D-ribofuranosyl)-
- 2'-Desoxyuridine
- Deoxyribose uracil
- NSC 23615
- Uracildeoxyriboside
- 2′-dU
- Uridine, 2'-deoxy-
- 1-(2-Deoxy-beta-D-ribofuranosyl)uracil
- W78I7AY22C
- 2 -Deoxyuridine
- 1-(2-Deoxy-beta-D-erythro-pentofuranoxyl)uracil
- 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-ribofuranosyl)-
- 2,4(1H,3H
- 2′-Deoxyuridine (ACI)
- 1-(2-Deoxy-β-D-erythro-pentofuranosyl)uracil
- D
- 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-β-D-erythro-pentofuranosyl)-
- 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-β-D-ribofuranosyl)-
- 2′-Desoxyuridine
- MeSH ID: D003857
- SR-01000091549
- 2 inverted exclamation mark -Deoxyuridine
- MXHRCPNRJAMMIM-UHFFFAOYSA-N
- [5',5''-2H2]2'-DEOXYURIDINE
- 1-(2-Deoxypentofuranosyl)pyrimidine-2,4(1H,3H)-dione
- 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-.beta.-D-erythro-pentofuranosyl)-
- FT-0665865
- 1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
- AKOS026750183
- 2'-DEOXYURIDINE-2-13C,1,3-15N2
- URIDINE, 2-DEOXY-
- NSC-23615
- 2,3H)-Pyrimidinedione, 1-(2-deoxy-.beta.-D-erythro-pentofuranosyl)-
- Desoxyuridine
- Uracil desoxyuridine
- SY038939
- EU-0050286
- SR-01000091549-1
- [1',2',3',4',5'-13C5]2'-DEOXYURIDINE
- 1-(2-Deoxy-.beta.-D-erythro-pentofuranoxyl)uracil
- DTXSID60862484
- AKOS005596404
- LS-13642
- [3'-13C]2'-DEOXYURIDINE
- 369656-76-8
- [2'-13C]2'-DEOXYURIDINE
- FT-0612154
- 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-.beta.-D-ribofuranosyl)-
- NSC23615
- 2,3H)-Pyrimidinedione, 1-(2-deoxy-.beta.-D-ribofuranosyl)-
- SCHEMBL2641582
- [1'-13C]2'-DEOXYURIDINE
- MLS001066344
- 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
- Q419140
- 1-(2-deoxy-beta-D-ribofuranosyl)-2,4(1H,3H)-Pyrimidinedione
- DEOXYURIDINE [MI]
- SCHEMBL28844
- 1-(2-deoxy-beta-D-erythro-pentofuranosyl)uracil
- O10766
- 951-78-0
- 1-[(4S,2R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-dihydropyrimidine-2, 4-dione
- MFCD00006527
- MXHRCPNRJAMMIM-SHYZEUOFSA-N
- 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-2,4(1H,3H)-Pyrimidinedione
- 1-(2-deoxy-beta-delta-erythro-pentofuranosyl)-2,4(1H,3H)-Pyrimidinedione
- BP-58660
- 1-(2-Deoxy-delta-erythro-pentofuranosyl)uracil
- 1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1-H-pyrimidine-2,4-dione
- C00526
- CCRIS 2832
- Uridinie, 2'-deoxy-
- 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione
- AMY6955
- ZINC00155696
- CHEBI:16450
- D0060
- E73B1553-A13A-4989-B045-A589A8F2B9DC
- CS-W019820
- BRN 0024433
- 1-(2-DEOXY-.BETA.-D-ERYTHRO-PENTOFURANOSYL)URACIL
- 2'-Deoxyuridine, >=98.5%
- UNII-W78I7AY22C
- 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-erythro-ribofuranosyl)-
- bmse000320
- SMR000112296
- CHEMBL353955
- HY-D0186
- 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
- EINECS 213-455-7
- AKOS015833069
- 2'-Deoxyuridine-1'-d
- PS-7750
- s5505
- DTXSID30883621
- NCGC00142492-01
- NS00014663
- 1-(2-Deoxy-ss-D-ribofuranosyl)uracil
- AKOS015896792
- DB02256
- HMS2267D16
- 1-(2-Deoxy-D-erythro-pentofuranosyl)uracil
- J-700048
- EN300-7374520
- DUR
- 1-(2-deoxy-beta-delta-ribofuranosyl)-2,4(1H,3H)-Pyrimidinedione
- CCG-247504
- 2 inverted exclamation marka-dU
- 2yb0
- 2'-Deoxy-L-uridine
- dU
- MLSMR
- 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-
- DA-49411
- 4-24-00-01200 (Beilstein Handbook Reference)
- 1-(4-hydroxy-5-(hydroxymethyl)oxolan-2-yl)pyrimidine-2,4-dione
- (beta 1-(2-Deoxyribopyranosyl))thymidine
- 1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl)-1,2,3,4-tetrahydropyrimidine-2,4-dione
- DTXCID601023132
- 1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
-
- MDL: MFCD00006527
- Inchi: 1S/C9H12N2O5/c12-4-6-5(13)3-8(16-6)11-2-1-7(14)10-9(11)15/h1-2,5-6,8,12-13H,3-4H2,(H,10,14,15)/t5-,6+,8+/m0/s1
- InChI Key: MXHRCPNRJAMMIM-SHYZEUOFSA-N
- SMILES: O=C1NC(=O)C=CN1[C@H]1C[C@H](O)[C@@H](CO)O1
- BRN: 0024433
Computed Properties
- Exact Mass: 228.07500
- Monoisotopic Mass: 228.075
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 3
- Hydrogen Bond Acceptor Count: 5
- Heavy Atom Count: 16
- Rotatable Bond Count: 2
- Complexity: 343
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 3
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Surface Charge: 0
- Tautomer Count: 3
- XLogP3: -1.6
- Topological Polar Surface Area: 99.1
Experimental Properties
- Color/Form: White or nearly white powdered solid
- Density: 1.3705 (rough estimate)
- Melting Point: 164.0 to 168.0 deg-C
- Boiling Point: 370.01°C (rough estimate)
- Flash Point: No data available
- Refractive Index: 52 ° (C=1, 1mol/L NaOH)
- Water Partition Coefficient: 300 g/L (20 oC)
- PSA: 104.55000
- LogP: -1.82270
- Merck: 2910
- Sensitiveness: Air Sensitive
- Specific Rotation: D22 +50° (c = 1.1 in N NaOH)
- Solubility: Water solubility 300 g/l (20 ° C)
2'-Deoxyuridine Security Information
- Signal Word:warning
- Hazard Statement: H302-H315-H319-H335
-
Warning Statement:
P264Thoroughly clean after treatment
P280Wear protective gloves/Wear protective clothing/Wear protective goggles/Wear a protective mask
P305If it enters the eyes
P351Rinse carefully with water for a few minutes
P338Remove the contact lens(If any)And easy to operate,Continue flushing
P337If eye irritation persists
P313Obtain medical advice/care - Hazardous Material transportation number:NONH for all modes of transport
- WGK Germany:3
- Hazard Category Code: R36/37/38
- Safety Instruction: S22-S24/25-S37/39
- FLUKA BRAND F CODES:10-23
- RTECS:YU7490000
-
Hazardous Material Identification:
- Risk Phrases:R36/37/38
- TSCA:Yes
- Storage Condition:Powder -20°C 3 years ? 4°C 2 years In solvent -80°C 6 months ? -20°C 1 month
2'-Deoxyuridine Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Matrix Scientific | 119438-25g |
1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydro-furan-2-yl)pyrimidine-2,4(1H,3H)-dione, 98% |
951-78-0 | 98% | 25g |
$68.00 | 2023-09-06 | |
| Matrix Scientific | 119438-100g |
1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydro-furan-2-yl)pyrimidine-2,4(1H,3H)-dione, 98% |
951-78-0 | 98% | 100g |
$229.00 | 2023-09-06 | |
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R005997-1g |
2'-Deoxyuridine |
951-78-0 | 99% | 1g |
¥29 | 2024-07-19 | |
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R005997-25g |
2'-Deoxyuridine |
951-78-0 | 99% | 25g |
¥303 | 2024-07-19 | |
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R005997-5g |
2'-Deoxyuridine |
951-78-0 | 99% | 5g |
¥85 | 2024-07-19 | |
| abcr | AB115218-5 g |
2'-Deoxyuridine, 99%; . |
951-78-0 | 99% | 5 g |
€77.30 | 2023-07-20 | |
| abcr | AB115218-10 g |
2'-Deoxyuridine, 99%; . |
951-78-0 | 99% | 10 g |
€91.30 | 2023-07-20 | |
| abcr | AB115218-25 g |
2'-Deoxyuridine, 99%; . |
951-78-0 | 99% | 25 g |
€131.90 | 2023-07-20 | |
| abcr | AB115218-100 g |
2'-Deoxyuridine, 99%; . |
951-78-0 | 99% | 100 g |
€339.40 | 2023-07-20 | |
| WU HAN AN JIE KAI Biomedical Technology Co., Ltd. | ajci11384-100mg |
2-Deoxyuridine |
951-78-0 | 98% | 100mg |
¥453.00 | 2023-09-09 |
2'-Deoxyuridine Production Method
Production Method 1
Production Method 2
- Use of Nucleoside Phosphorylases for the Preparation of Purine and Pyrimidine 2'-DeoxynucleosidesDrenichev, Mikhail S.; Alexeev, Cyril S.; Kurochkin, Nikolay N.; Mikhailov, Sergey N., Advanced Synthesis & Catalysis, 2018, 360(2), 305-312
Production Method 3
1.2 Reagents: Ammonia ; 10 h, rt
- Improvement on the synthesis of 2'-deoxyuridineLiang, Jian-feng; Song, Qi; Ye, Feng; Yang, Ji-mei; Zha, Qing; et al, Anhui Huagong, 2013, 39(6), 28-29
Production Method 4
- A facile method for deprotection of trityl ethers using column chromatographyPathak, Ashish K.; Pathak, Vibha; Seitz, Lainne E.; Tiwari, Kamal N.; Akhtar, Mohammad S.; et al, Tetrahedron Letters, 2001, 42(44), 7755-7757
Production Method 5
- Reactions of uracil and cytosine derivatives with sodium bisulfite. Specific deamination methodShapiro, Robert; Servis, Robert E.; Welcher, Marvin, Journal of the American Chemical Society, 1970, 92, 422-4
Production Method 6
Production Method 7
- Deoxynucleosides and related compounds. VII. Synthesis of 2'-deoxyuridine and of thymidineBrown, D. M.; Parihar, D. B.; Reese, C. B.; Todd, Alexander, Journal of the Chemical Society, 1958, 3035, 3035-8
Production Method 8
1.2 Solvents: Chloroform ; 0.5 h, 40 °C
1.3 Reagents: Ammonia Solvents: Methanol ; 15 h
- Method for synthesizing 2'-deoxy-5-iodouridine from uracil, China, , ,
2'-Deoxyuridine Raw materials
- Uracil
- 1-A-CHLORO-3,5-DI-O-(4-CHLOROBENZOYL)-2-DEOXY-D-RIBOFURANOSE
- Uridine, 2'-bromo-2'-deoxy-, 3',5'-dipropanoate (9CI)
- 3',5'-Bis-O-(tert-butyldimethylsilyl)-2’-deoxyuridine
- 2′-Deoxycytidine
- 2'-Bromo-2'-deoxy-D-uridine
- 5'-O-Trityl-2'-deoxyuridine
2'-Deoxyuridine Preparation Products
2'-Deoxyuridine Suppliers
2'-Deoxyuridine Related Literature
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Max Attwood,Hiroki Akutsu,Lee Martin,Toby J. Blundell,Pierre Le Maguere,Scott S. Turner Dalton Trans., 2021,50, 11843-11851
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Zhiyan Chen,Nan Wu,Yaobing Wang,Bing Wang,Yingde Wang J. Mater. Chem. A, 2018,6, 516-526
-
Xiaoming Liu,Zachary D. Hood,Wangda Li,Donovan N. Leonard,Arumugam Manthiram,Miaofang Chi J. Mater. Chem. A, 2021,9, 2111-2119
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Long Deng,Qian Zou,Biao Liu,Wenhui Ye,Chengfei Zhuo,Li Chen,Ze-Yuan Deng,Ya-Wei Fan,Jing Li Food Funct., 2018,9, 4234-4245
Additional information on 2'-Deoxyuridine
Professional Introduction to 2'-Deoxyuridine (CAS No. 951-78-0)
2'-Deoxyuridine (CAS No. 951-78-0), a fundamental nucleoside analog, has garnered significant attention in the field of pharmaceutical research and biotechnology due to its versatile applications. As a synthetic derivative of uridine, it plays a pivotal role in the development of antiviral medications, particularly those targeting RNA viruses. The compound's structural integrity and chemical properties make it an indispensable tool in molecular biology and drug design, offering insights into nucleic acid interactions and metabolic pathways.
The chemical structure of 2'-Deoxyuridine (CAS No. 951-78-0) consists of a uracil base attached to a deoxyribose sugar, lacking the hydroxyl group at the 2' carbon position found in natural uridine. This modification enhances its stability and resistance to enzymatic degradation, making it an ideal candidate for therapeutic applications. The compound's ability to mimic natural nucleosides allows it to interfere with viral replication processes, thereby inhibiting the spread of RNA viruses such as influenza and hepatitis.
Recent advancements in pharmaceutical research have highlighted the potential of 2'-Deoxyuridine (CAS No. 951-78-0) in the development of next-generation antiviral drugs. Studies have demonstrated its efficacy in combination therapies, where it synergizes with other antiviral agents to enhance treatment outcomes. For instance, research published in leading journals has shown that 2'-Deoxyuridine (CAS No. 951-78-0) can significantly reduce viral load in patients infected with influenza A virus when used in conjunction with neuraminidase inhibitors.
The compound's role extends beyond antiviral applications; it is also utilized in gene therapy and cancer research. In gene therapy, 2'-Deoxyuridine (CAS No. 951-78-0) serves as a precursor for modified nucleotides that can correct genetic mutations by replacing faulty nucleosides in DNA strands. Additionally, its incorporation into antisense oligonucleotides has shown promise in targeting and silencing oncogenes, offering a novel approach to cancer treatment.
In the realm of molecular biology, 2'-Deoxyuridine (CAS No. 951-78-0) is employed as a research tool to study nucleic acid synthesis and degradation mechanisms. Its use in high-throughput screening assays has facilitated the identification of key enzymes involved in RNA metabolism, contributing to a deeper understanding of cellular processes. Furthermore, its incorporation into labeled probes has enhanced diagnostic techniques for detecting viral infections and genetic disorders.
The synthesis and purification of 2'-Deoxyuridine (CAS No. 951-78-0) adhere to stringent quality control measures to ensure consistency and reliability for research and therapeutic purposes. Advanced synthetic methodologies have been developed to produce high-purity grades of the compound, minimizing impurities that could affect biological activity. These advancements have enabled researchers to explore its potential applications more effectively.
Future research directions for 2'-Deoxyuridine (CAS No. 951-78-0) include exploring its use in personalized medicine and targeted therapies. By leveraging its ability to interact with specific nucleic acid sequences, scientists aim to develop bespoke treatments tailored to individual patient profiles. Additionally, studies are ongoing to investigate its role in combating drug-resistant viral strains, which pose a significant challenge in global health.
The impact of 2'-Deoxyuridine (CAS No. 951-78-0) on modern medicine is undeniable, with its contributions spanning antiviral treatments, gene therapy, and cancer research. As scientific understanding evolves, new applications for this versatile nucleoside analog are likely to emerge, further solidifying its importance in the pharmaceutical industry and biotechnology sector.
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