114748-60-6

Basic information

• Product Name: 5-TFA-ap-2',3'-Dideoxyuridine
• Synonyms: 5-TFA-ap-2',3'-Dideoxyuridine;2',3'-Dideoxy-5-[3-[(trifluoroacetyl)amino]-1-propyn-1-yl]-uridine
• CAS NO: 114748-60-6
• Molecular Formula: C₁₄H₁₄F₃N₃O₅
• Molecular Weight: 361.2732696
• Mol File: 114748-60-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-TFA-ap-2',3'-Dideoxyuridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-TFA-ap-2',3'-Dideoxyuridine(114748-60-6)
• EPA Substance Registry System: 5-TFA-ap-2',3'-Dideoxyuridine(114748-60-6)

Safety Data

• Hazardous Substances Data: 114748-60-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-TFA-ap-2',3'-Dideoxyuridine is used as an antiviral agent for its ability to inhibit the replication of various viruses. 5-TFA-ap-2',3'-Dideoxyuridine's unique structure allows it to interfere with the synthesis of viral nucleic acids, thereby preventing the spread and proliferation of the virus within the host.
Used in Viral Infection Treatment:
5-TFA-ap-2',3'-Dideoxyuridine is used as a therapeutic intervention for the treatment of viral infections. Its antiviral activity is attributed to its capacity to disrupt the viral replication process, making it a valuable asset in the management and control of viral diseases.
Used in Research and Development:
5-TFA-ap-2',3'-Dideoxyuridine is utilized in scientific research to explore its potential as a broad-spectrum antiviral agent. Ongoing studies aim to understand its mechanism of action, efficacy against different viral strains, and possible synergistic effects when combined with other antiviral compounds.
Used in Drug Development:
5-TFA-ap-2',3'-Dideoxyuridine is employed in the development of new antiviral drugs. Its unique antiviral properties and the ongoing research into its potential applications make it a candidate for the creation of novel pharmaceuticals to address the growing need for effective antiviral treatments.

Upstream product

• 14719-21-2 trifluoroacetyl-propargyl amine 
• 105784-83-6 5-Iodo-2',3'-dideoxyuridine 
• 5983-09-5 2',3'-Dideoxyuridine 
• 130532-28-4 4-Methyl-benzoic acid (2S,5R)-5-{4-hydroxy-2-oxo-5-[3-(2,2,2-trifluoro-acetylamino)-prop-1-ynyl]-2H-pyrimidin-1-yl}-tetrahydro-furan-2-ylmethyl ester 
• 130532-27-3 4-Methyl-benzoic acid (2S,5R)-5-(4-hydroxy-5-iodo-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 
• 105784-83-6 1-((S)-5-Hydroxymethyl-tetrahydro-furan-2-yl)-5-iodo-1H-pyrimidine-2,4-dione 

Relevant articles and documents

A ligand-free solid-supported system for Sonogashira couplings: Applications in nucleoside chemistry

A mild heterogeneous, ligand-free protocol for Sonogashira and Heck couplings has been developed and used to access several biologically important deoxynucleoside derivatives in a facile manner. The Royal Society of Chemistry 2005.

Cyanine dye activating group with improved coupling selectivity

Activating groups for cyanine dyes used to label chain terminators in nucleotide sequencing, based on N-hydroxyphthalimide, are disclosed. From these activating groups, activated dyes of the present Invention are prepared which react with the derivitized nucleotide chain terminators to give a labeled chain terminator of the present Invention. The activating groups of the present Invention allow the dye-chain terminator reaction to occur at a much higher yield and with much greater selectivity for the mono-substituted product, compared with the prior art.

Alkynylamino-nucleotides

Alkynylamino-nucleotides and labeled alkynylaminonucleotides useful, for example, as chain terminating substrates for DNA sequencing are provided along with several key intermediates and processes for their preparation. For some applications, longer, hydrophilic linkers are provided.

Method of gene mapping

The method described characterizes each DNA segment to be mapped by cleaving it to produce DNA fragments which are then end labeled with a reporter(s) specific to the end nucleotides of each fragment. The labeled fragments are again cleaved to produce short fragments which are separated according to size. The short fragments are analyzed as to report identify and size which is indicative of the character of each fragment. By derivatizing the cleaved ends of the primary cleaved fragments, the labeling may be delayed until the second cleavage. Prior to the labeling the derivatized fragments, all underivatized fragments are removed, the derivatized fragments being immobilized.

Alkynylamino-nucleotides

Alkynylamino-nucleotides and labeled alkynylamino-nucleotides useful, for example, as chain terminating substrates for DNA sequencing are provided along with several key intermediates and processes for their preparation.

Solvent, not palladium oxidation state, is the primary determinant for successful coupling of terminal alkynes with iodo-nucleosides

Coupling of iodo-nucleosides with terminal alkynes such as 3-(acylamino)propynes, whose initial products readily undergo secondary cyclization reactions, can be effected smoothly by the standard catalysis with (Ph3P)2PdCl2

Palladium-Catalyzed Synthesis of Alkynylamino Nucleosides. A Universal Linker for Nucleic Acid

A method for attaching alkynylamino "linkers" to nucleosides and nucleotides is described.Protected or unprotected alkynylamines are coupled to iodonucleosides in dimethylformamide using a 1:2 mol ratio of tetrakis(triphenylphosphine)palladium(0) and copper(I) iodide, a catalyst system superior to the standard system using palladium(II) species.The resulting alkynylamino nucleosides are useful for enzymatic or chemical labeling of all four bases of DNA.