CAS 64183-27-3

2'-Fluoro-2'-deoxyadenosine

Description:

2'-Fluoro-2'-deoxyadenosine is a nucleoside analog of adenosine, characterized by the presence of a fluorine atom at the 2' position of the ribose sugar. This modification enhances its stability and alters its biological activity, making it of interest in medicinal chemistry, particularly in antiviral and anticancer research. The compound retains the purine base adenine, which is essential for its role in nucleic acid synthesis and function. Its structural modifications can influence its interaction with enzymes and receptors, potentially leading to altered pharmacokinetics and pharmacodynamics compared to natural nucleosides. 2'-Fluoro-2'-deoxyadenosine is often studied for its ability to inhibit viral replication and its potential use in therapeutic applications, including as a part of combination therapies. The CAS number 64183-27-3 uniquely identifies this compound in chemical databases, facilitating research and development efforts. Overall, its unique properties make it a valuable compound in the field of biochemistry and pharmaceutical development.

Formula: C₁₀H₁₂FN₅O₃

InChI: InChI=1/C10H12FN5O3/c11-5-7(18)4(1-17)19-10(5)16-3-15-6-8(12)13-2-14-9(6)16/h2-5,7,10,17-18H,1H2,(H2,12,13,14)

SMILES: C(C1C(C(C(n2cnc3c(N)ncnc23)O1)F)O)O

Synonyms:

• (2R,3R,4R,5R)-5-(6-Aminopurin-9-yl)-4-fluoro-2-(hydroxymethyl)oxolan-3-ol
• 2'-Deoxy-2'-Fluoroadenosine
• 9-(2-deoxy-2-fluoropentofuranosyl)-9H-purin-6-amine

2'-Fluoro-2'-deoxyadenosine, 99%

CAS: 64183-27-3

2'-Fluoro-2'-deoxyadenosine is a potential prodrug for 2-fluroadenine, involves deoxygenation by reduction of the 2'-thiocar-bonylimidazolide with (Tms)3SiH as hydrogen donor. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation a

Formula: C₁₀H₁₂FN₅O₃

Purity: 99%

Color and Shape: White to off-white, Powder

Molecular weight: 269.24

Ref: 02-J65441

2'-Fluoro-2'-deoxyadenosine

CAS: 64183-27-3

Formula: C₁₀H₁₂FN₅O₃

Purity: 97%

Color and Shape: Solid

Molecular weight: 269.2324

Ref: IN-DA00372M

2''-Deoxy-2''-fluoroadenosine

CAS: 64183-27-3

Formula: C₁₀H₁₂FN₅O₃

Purity: ≥ 98.0%

Color and Shape: White to off-white powder

Molecular weight: 269.23

Ref: 7W-GN8721

2'-Fluoro-2'-deoxyadenosine

CAS: 64183-27-3

2'-Fluoro-2'-deoxyadenosine

Formula: C₁₀H₁₂FN₅O₃

Purity: ≥95%

Color and Shape: white. fluffy powder

Molecular weight: 269.23g/mol

Ref: 54-PC450034

2'-Fluoro-2'-Deoxyadenosine

CAS: 64183-27-3

2'-Fluoro-2'-Deoxyadenosine

Purity: ≥98%

Molecular weight: 269.23g/mol

Ref: 54-BUP16457

2'-Fluoro-2'-deoxyadenosine

CAS: 64183-27-3

Formula: C₁₀H₁₂FN₅O₃

Molecular weight: 269.24

Ref: 4Z-A-267077

2'-Deoxy-2'-fluoroadenosine

CAS: 64183-27-3

2'-Deoxy-2'-fluoroadenosine

Formula: C₁₀H₁₂FN₅O₃

Purity: By hplc: >99% (Typical Value in Batch COA)

Color and Shape: white to off-white crystals

Molecular weight: 269.23g/mol

Ref: 54-BIMN2001

2'-Fluoro-2'-Deoxyadenosine

CAS: 64183-27-3

2'-Fluoro-2'-Deoxyadenosine is efficiently cleaved to the toxic 2-fluoroadenine (FAde) by Escherichia coli purine nucleoside phosphorylase (PNP).

Formula: C₁₀H₁₂FN₅O₃

Purity: 99.95%

Color and Shape: Solid

Molecular weight: 269.23

Ref: TM-T9727

2'-Deoxy-2'-fluoroadenosine

CAS: 64183-27-3

2’-Deoxy-2’-fluoro nucleosides and nucleotides have been shown to demonstrate anti-viral activity against influenza, SARS and HIV. More specifically the phosphonate of 2'-Deoxy-2'-fluoroadenosine has been evaluated as an inhibitor of Hepacivirus C (HCV).

Formula: C₁₀H₁₂FN₅O₃

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 269.24 g/mol

Ref: 3D-ND02827

2′-Fluoro-2′-deoxyadenosine

CAS: 64183-27-3

Formula: C₁₀H₁₂FN₅O₃

Purity: 97%

Color and Shape: Solid, White to off-white powder

Molecular weight: 269.236

Ref: 10-F225618

2'-Fluoro-2'-deoxyadenosine

Controlled Product

CAS: 64183-27-3

Stability Hygroscopic
Applications 2'-Fluoro-2'-deoxyadenosine is a useful compound for the preparation of AB680, which is a potent and selective inhibitor of CD73.
References Lawson, K. V., et al.: J. Med. Chem., 63, 11448 (2020)

Formula: C₁₀H₁₂FN₅O₃

Color and Shape: Neat

Molecular weight: 269.24

Ref: TR-F590805