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Usage

Uses

Used in Pharmaceutical Industry:
5'-Deoxyuridine is used as a therapeutic agent for treating a wide range of conditions, including allergies, cancer, infections, and autoimmune diseases. Its ability to interfere with DNA synthesis and repair makes it a valuable compound in the development of treatments for these conditions.
Used in Anticancer Applications:
In the field of oncology, 5'-Deoxyuridine is employed as an anticancer agent, particularly in the treatment of solid tumors and leukemia. It has been shown to inhibit the growth of cancer cells by disrupting their DNA synthesis and repair mechanisms, thus preventing tumor progression.
Used in Antiviral Applications:
5'-Deoxyuridine is also used in the treatment of viral infections, such as herpes simplex virus (HSV) and varicella-zoster virus (VZV). It acts as an antiviral agent by incorporating itself into the viral DNA, thereby inhibiting viral replication and reducing the severity of the infection.
Used in Autoimmune Disease Treatment:
In autoimmune diseases, where the immune system mistakenly attacks the body's own cells, 5'-Deoxyuridine can be used to modulate the immune response. By affecting the DNA synthesis and repair in immune cells, it can help regulate the immune system and alleviate the symptoms of autoimmune diseases.
Used in Allergy Treatment:
5'-Deoxyuridine is also utilized in the treatment of allergies, where it can help reduce the severity of allergic reactions by modulating the immune system's response to allergens.

Upstream product

• 14671-65-9 5'-deoxy-5'-iodo-2',3'-O-isopropylideneuridine 
• 22314-42-7 2',3'-O-isopropylidene-5'-deoxyuridine 
• 19556-51-5 5'-chloro-5'-deoxy-2'-3'-O-isopropylideneuridine 
• 19556-55-9 5'-bromo-5'-deoxyuridine 
• 94097-93-5 2',3'-di-O-acetyl-5'-deoxyuridine 
• 362-43-6 2',3'-O-isopropylideneuridine 

Downstream Products

• 77180-82-6 C₂₃H₂₀N₂O₇ 
• 118967-81-0 (5R,6S)-1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methyl-tetrahydro-furan-2-yl)-5-fluoro-6-hydroxy-dihydro-pyrimidine-2,4-dione 
• 118967-80-9 Acetic acid (4R,5S)-3-((2R,3R,4S,5R)-3,4-dihydroxy-5-methyl-tetrahydro-furan-2-yl)-5-fluoro-2,6-dioxo-hexahydro-pyrimidin-4-yl ester 
• 118967-80-9 Acetic acid (4S,5R)-3-((2R,3R,4S,5R)-3,4-dihydroxy-5-methyl-tetrahydro-furan-2-yl)-5-fluoro-2,6-dioxo-hexahydro-pyrimidin-4-yl ester 
• 69260-71-5 doxifluridine 
• 118967-81-0 (5S,6R)-1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methyl-tetrahydro-furan-2-yl)-5-fluoro-6-hydroxy-dihydro-pyrimidine-2,4-dione 
• 66-22-8 uracil 
• 77180-87-1 2',3'-di-O-benzoyl-5'-deoxy-5-fluorouridine 

Relevant academic research and scientific papers

Acyclic Analogs of Nucleosides. Synthesis of Chiral 1,5-Dihydroxy-4-methyl-3-oxapent-2-yl Derivatives of Uracil

A convenient method has been developed for the synthesis of optically active 1-uracils. 5'-Deoxyuridine is obtained from 2',3'-O-isopropylideneuridine, and its periodate oxidation followed by reduction with sodium tetrahydroborate leads to the desired 4(R),2(R)-isomer.The acetonide of α-uridine is converted into the 4(R),2(S)-isomer analogously.

Black light induced radical cyclization approach to cyclonucleosides: An independent approach

The paper highlights an efficient methodology based on consecutive radical reaction for the preparation of cyclonucleoside derivatives. The reactions were performed in organic and aqueous media, using common and efficient free radical hydrogen donors in the range of innovative and conventional initiation conditions to afford good to excellent yields of corresponding cyclonucleosides. The mechanistic aspects of the transformations are also addressed.

A versatile synthesis of 5'-fenctionalized nucleosides through regioselective enzymatic hydrolysis of their peracetylated precursors

We describe a chemo-enzymatic synthesis of modified nucleosides through lipase-catalyzed hydrolysis of their peracetylated precursors. It was found from screening of a large number of substrates that these enzymesregioselectivities were affected by the sugar and the nucleobase structures. By selecting the best enzyme for each substrate in terms of activity and regioselectivity, we prepared a small library of differently monodeprotecled purine and pyrimidine nucleosides useful as intermediates for the synthesis of high-value nucleosides and mononucleotides. By this approach, the chemo-enzymatic preparation of doxifluridine (14) and uridine 5'-monophosphate (5'-UMP, 15) from peracetylated uridine 1 was carried out. Elimination of many of the processing stages associated with existing methods was achieved, and higher yields and products of increased purity were generated. Wiley-VCH Verlag GmbH & Co. KGaA.