13030-62-1

Basic information

• Product Name: 3,5'-Di-O-acetyl-2'-deoxyuridine
• Synonyms: 3,5'-Di-O-acetyl-2'-deoxyuridine;1-(3',5'-Di-O-acetyl-2'-deoxy-b-D-ribofuranosyl)uraci;2'-Deoxy-3',5'-di-O-acetyluridine;3',5'-Diacetyl-2'-deoxyuridine;1-(3',5'-Di-O-acetyl-2'-deoxy--D-ribofuranosyl)uracil;1-(3-O,5-O-Diacetyl-2-deoxy-β-D-erythro-pentofuranosyl)-4-hydroxypyrimidine-2(1H)-one;3'-O,5'-O-Diacetyl-2'-deoxyuridine;((2R,3S,5R)-3-Acetoxy-5-(2,4-dioxo-3,4-dihydropyriMidin-1(2H)-yl)tetrahydrofuran-2-yl)Methyl acetate
• CAS NO: 13030-62-1
• Molecular Formula: C₁₃H₁₆N₂O₇
• Molecular Weight: 312.28
• EINECS: 1308068-626-2
• Product Categories: Bases & Related Reagents;Carbohydrates & Derivatives;Heterocycles;Nucleotides
• Mol File: 13030-62-1.mol
• Article Data: 31

Chemical Properties

• Melting Point: 99-101°C
• Appearance: /
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Water (Slightly)
• CAS DataBase Reference: 3,5'-Di-O-acetyl-2'-deoxyuridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5'-Di-O-acetyl-2'-deoxyuridine(13030-62-1)
• EPA Substance Registry System: 3,5'-Di-O-acetyl-2'-deoxyuridine(13030-62-1)

Safety Data

• Hazardous Substances Data: 13030-62-1(Hazardous Substances Data)

Usage

Description

3,5'-Di-O-acetyl-2'-deoxyuridine is a chemical compound that belongs to the class of carbocyclic nucleosides. It is a white crystalline solid with potent antitumor properties, making it a valuable compound in the field of cancer research and treatment.

Uses

Used in Pharmaceutical Industry:
3,5'-Di-O-acetyl-2'-deoxyuridine is used as an antitumor agent for its ability to inhibit the growth and proliferation of cancer cells. It is particularly effective against various types of solid tumors, including those found in the liver, breast, lung, pancreas, colon, and ovaries.
Used in Cancer Research:
In the field of cancer research, 3,5'-Di-O-acetyl-2'-deoxyuridine serves as a valuable tool for studying the mechanisms of tumor growth and the development of novel therapeutic strategies. Its potent antitumor activity makes it a promising candidate for further investigation and potential incorporation into new cancer treatments.
Used in Drug Development:
3,5'-Di-O-acetyl-2'-deoxyuridine is also utilized in the development of new drugs and drug delivery systems. Its chemical properties and antitumor efficacy make it a suitable candidate for the creation of innovative pharmaceutical formulations, which could potentially improve the bioavailability, delivery, and overall effectiveness of cancer treatments.
Overall, 3,5'-Di-O-acetyl-2'-deoxyuridine is a significant compound in the fight against cancer, with applications in the pharmaceutical industry, cancer research, and drug development. Its potent antitumor properties and versatility in various applications make it a valuable asset in the ongoing efforts to combat cancer and improve patient outcomes.

Upstream product

• 951-78-0 2'-deoxyuridine 
• 108-24-7 acetic anhydride 
• 75014-48-1 4-<(triphenylmethyl)oxy>-1-butyne 
• 1956-30-5 3',5'-O-diacetyl-5-iodo-2'-deoxyuridine 
• 19325-92-9 1-(3,5-di-O-acetyl-2-bromo-2-deoxy-β-D-ribofuranosyl)-uracil 
• 58-96-8 uridine 
• 16667-57-5 2',3'-O-(methoxymethylidene)uridine 
• 50-89-5 thymidine 
• 6979-97-1 3',5'-diacetylthymidine 
• 75-05-8 acetonitrile 
• 64-19-7 acetic acid 
• 23197-88-8 3'-O-acetyl-2'-deoxyuridine 

Downstream Products

• 65499-42-5 3',5'-di-O-acetyl-5-(trifluoromethyl)-2'-deoxyuridine 
• 135073-78-8 5-(2,6-Dichlorobenzoyl)-3',5'-di-O-acetyl-2'-deoxyuridine oxime 
• 951-78-0 2'-deoxyuridine 
• 1956-30-5 3',5'-O-diacetyl-5-iodo-2'-deoxyuridine 
• 6046-63-5 1-(3,5-di-O-acetyl-β-D-2-deoxyribofuranosyl)-5-chlorouracil 
• 6161-23-5 1-(3,5-di-O-acetyl-β-D-2-deoxyribofuranosyl)-5-bromouracil 
• 110522-47-9 1-(2'-deoxy-3',5'-tri-O-acetyl-β-D-ribofuranosyl)-5-fluorouracil 
• 80384-36-7 5-(bromoethynyl)-β-2'-deoxyuridine 
• 2277-58-9 1-(β-D-2-deoxyribofuranosyl)-4-hydroxyaminopyrimidin-2(1H)-one 5'-monophosphate 
• 180476-68-0 N⁴-(N⁶-benzoyl-6-aminopyridin-2-yl)-2'-deoxycytidine 
• 252720-13-1 3',5'-O-diacetyl-N⁴-(N⁶-benzoyl-6-aminopyridin-2-yl)-2'-deoxycytidine 
• 180476-69-1 N⁴-(N⁶-benzoyl-6-aminopyridin-2-yl)-5'-dimethoxytrityl-2'-deoxycytidine 
• 51549-47-4 3',5'-di-O-acetyl-N₄-benzoyl-2'-deoxycytidine 
• 3106-01-2 1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-5-nitropyrimidine-2,4(1H,3H)-dione 

Relevant articles and documents

Synthesis of nucleoside-based antiviral drugs in ionic liquids

Nucleoside-based antiviral drugs have been synthesized using imidazolium-based ionic liquids as reaction medium. The ionic liquids were proved to be better solvents for all the nucleoside in terms of solubility and reaction medium as compared to conventional molecular solvents.

Nucleic acid related compounds. 107. Efficient nitration of uracil base and nucleoside derivatives

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5-iodo-4-thio-2′-deoxyuridine as a sensitizer of X-ray induced cancer cell killing

Nucleosides, especially pyrimidines modified in the C5-position, can act as radiosensitizers via a mechanism that involves their enzymatic triphosphorylation, incorporation into DNA, and a subsequent dissociative electron attachment (DEA) process. In this paper, we report 5-iodo-4-thio-2′-deoxyuridine (ISdU) as a compound that can effectively lead to ionizing radiation (IR)-induced cellular death, which is proven by a clonogenic assay. The test revealed that the survival of cells, pre-treated with 10 or 100 μM solution of ISdU and exposed to 0.5 Gy of IR, was reduced from 78.4% (for non-treated culture) to 67.7% and to 59.8%, respectively. For a somewhat higher dose of 1 Gy, the surviving fraction was reduced from 68.2% to 54.9% and to 40.8% for incubation with 10 or 100 μM ISdU, respectively. The cytometric analysis of histone H2A.X phosphorylation showed that the radiosensitizing effect of ISdU was associated, at least in part, with the formation of double-strand breaks. Moreover, the cytotoxic test against the MCF-7 breast cancer cell line and human dermal fibroblasts (HDFa line) confirmed low cytotoxic activity of ISdU. Based on the results of steady state radiolysis of ISdU with a dose of 140 Gy and quantum chemical calculations explaining the origin of the MS detected radioproducts, the molecular mechanism of sensitization by ISdU was proposed. In conclusion, we found ISdU to be a potential radiosensitizer that could improve anticancer radiotherapy.

Biologically active glycosides from asteroidea, I. - Structures of a new cerebroside mixture and of two nucleosides from the starfish Acanthaster planci

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5-Ethynyl-2′-deoxyuridine as a molecular probe of cell proliferation for high-content siRNA screening assay by "click" chemistry

Labelling and identification of proliferating cells is important for the study of physiological or pathological processes in high-content screening (HCS) assays. Here we describe ethynyl deoxyuridine (EdU) as a biomarker for the assessment of cell proliferation and clearly demonstrate the feasibility of the EdU-labelling method for use in HCS assays. EdU detection is highly robust, reproducible, technically simple, and well suited for automated segmentation, which provides an excellent alternative for setting up multiplexed HCS assays of siRNA, miRNA and small-molecule libraries.

4 -thiouracil deoxynucleoside phosphate and application thereof in antiviral medicine

The invention discloses 4 -thiouracil deoxynucleoside phosphate and a structural formula thereof. Q06, discovery of new drug molecules not only has a new choice for treating hepatitis B, but also has important significance for developing more ideal hepatitis B drugs for treating hepatitis B.