114748-71-9

Basic information

• Product Name: 7-TFA-ap-7-Deaza-ddA
• Synonyms: 7-TFA-ap-7-Deaza-ddA;7-TFA-ap-7-Deaza-2',3'-dideoxyadenosine;Acetamide, N-[3-[4-amino-7-[(2R,5S)-tetrahydro-5-(hydroxymethyl)-2-furanyl]-7H-pyrrolo[2,3-d]pyrimidin-5-yl]-2-propyn-1-yl]-2,2,2-trifluoro-7-Deaza-2', 3'-dideoxy-7-[3-[(trifluoroacetyl)amino]-1-propyn-1-yl]adeno
• CAS NO: 114748-71-9
• Molecular Formula: C₁₆H₁₆F₃N₅O₃
• Molecular Weight: 383.33
• EINECS: -0
• Mol File: 114748-71-9.mol

Chemical Properties

• Melting Point: 167-169 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 650.9±55.0 °C(Predicted)
• Appearance: /
• Density: 1.58±0.1 g/cm3(Predicted)
• PKA: 9.63±0.46(Predicted)
• CAS DataBase Reference: 7-TFA-ap-7-Deaza-ddA(CAS DataBase Reference)
• NIST Chemistry Reference: 7-TFA-ap-7-Deaza-ddA(114748-71-9)
• EPA Substance Registry System: 7-TFA-ap-7-Deaza-ddA(114748-71-9)

Safety Data

• Hazardous Substances Data: 114748-71-9(Hazardous Substances Data)

Usage

Uses

Used in Antiviral Applications:
7-TFA-ap-7-Deaza-ddA is used as an antiviral agent for its capacity to impede the replication of DNA viruses, particularly those belonging to the herpesvirus family. Its mechanism of action involves acting as a chain terminator during the DNA replication process, which effectively suppresses the virus's ability to proliferate and spread within the host.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 7-TFA-ap-7-Deaza-ddA is utilized as a research tool for investigating the mechanisms of action of nucleoside analogs. This helps in understanding their interactions within biological systems and contributes to the development of novel antiviral therapies and other medicinal applications.
Used in Viral Infection Treatment:
7-TFA-ap-7-Deaza-ddA is considered for use in the treatment of viral infections, specifically those caused by DNA viruses. Its application in this context is aimed at managing and potentially curing infections by targeting the viral replication process, thus offering a therapeutic approach to combat viral diseases.

Upstream product

• 14719-21-2 trifluoroacetyl-propargyl amine 
• 114748-70-8 7-deaza-2',3'-dideoxy-7-iodoadenosine 
• 115899-25-7 2-Acetoxy-2-methyl-propionic acid (2R,3S,4S,5R)-4-acetoxy-5-(4-amino-pyrrolo[2,3-d]pyrimidin-7-yl)-3-bromo-tetrahydro-furan-2-ylmethyl ester 
• 69-33-0 tubercidin 
• 40627-30-3 2',3'-dideoxytubercidin 
• 64702-16-5 7-(2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin-4-amine 
• 114748-70-8 [(S)-5-(4-Amino-5-iodo-pyrrolo[2,3-d]pyrimidin-7-yl)-tetrahydro-furan-2-yl]-methanol 

Relevant articles and documents

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.