CAS 865363-93-5

2′-Deoxy-4′-C-ethynyl-2-fluoroadenosine

Description:

2′-Deoxy-4′-C-ethynyl-2-fluoroadenosine, commonly referred to as a modified nucleoside, is characterized by its structural modifications that enhance its stability and bioactivity. This compound features a deoxyribose sugar backbone, with a fluorine atom at the 2′ position and an ethynyl group at the 4′ position, which contribute to its unique chemical properties. The presence of the ethynyl group can improve the compound's resistance to enzymatic degradation, making it a valuable candidate in therapeutic applications, particularly in antiviral and anticancer research. The fluorine substitution can also influence the compound's binding affinity to biological targets, potentially enhancing its efficacy. As a nucleoside analog, it may interfere with nucleic acid synthesis, thereby impacting cellular processes. Overall, 2′-Deoxy-4′-C-ethynyl-2-fluoroadenosine represents a significant modification of adenosine, with potential implications in medicinal chemistry and drug development.

Formula: C₁₂H₁₂FN₅O₃

InChI: InChI=1S/C12H12FN5O3/c1-2-12(4-19)6(20)3-7(21-12)18-5-15-8-9(14)16-11(13)17-10(8)18/h1,5-7,19-20H,3-4H2,(H2,14,16,17)/t6-,7+,12+/m0/s1

InChI key: InChIKey=IKKXOSBHLYMWAE-QRPMWFLTSA-N

SMILES: NC1=C2C(N(C=N2)[C@@H]3O[C@](C#C)(CO)[C@@H](O)C3)=NC(F)=N1

Synonyms:

• E2FDA
• Adenosine, 2′-deoxy-4′-C-ethynyl-2-fluoro-
• 4′-Ethynyl-2-fluoro-2′-deoxyadenosine
• MK 8591
• 2'-Deoxy-4'-ethynyl-2-fluoroadenosine
• 4'-ethynyl-2-fluoro-2'-deoxyadenosine
• 2′-Deoxy-4′-C-ethynyl-2-fluoroadenosine
• Islatravir
• Adenosine Impurity 22
• 4'-ethynyl-2-fluoro-2'-deoxyadenosine EFDA E2FDA
• (2R,3S,5R)-5-(6-amino-2-fluoro-9H-purin-9-yl)-2-ethynyl-2-(hydroxymethyl)tetrahydrofuran-3-ol
• Adenosine Related Compound
• EFdA
• Adenosine Related Compound 6 (MK-8591)
• 4'-ethynyl-2-fluoro-2'-deoxyadenosine/EFDA

Islatravir

CAS: 865363-93-5

Islatravir (MK-8591) is an effective anti-HIV-1 agent.

Formula: C₁₂H₁₂FN₅O₃

Purity: 98.77%

Color and Shape: Solid

Molecular weight: 293.25

Ref: TM-T16098

4'-ethynyl-2-fluoro-2'-deoxyadenosine

CAS: 865363-93-5

Formula: C₁₂H₁₂FN₅O₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 293.2538

Ref: IN-DA00H1KH

(2R,3S,5R)-5-(6-Amino-2-Fluoro-9H-Purin-9-Yl)-2-Ethynyl-2-(Hydroxymethyl)Tetrahydrofuran-3-Ol

CAS: 865363-93-5

(2R,3S,5R)-5-(6-Amino-2-Fluoro-9H-Purin-9-Yl)-2-Ethynyl-2-(Hydroxymethyl)Tetrahydrofuran-3-Ol

Purity: 98%

Molecular weight: 293.25g/mol

Ref: 54-PC108526

Islatravir

CAS: 865363-93-5

Islatravir

Purity: ≥95%

Molecular weight: 293.25g/mol

Ref: 54-BUP09440

Adenosine Related Compound 6 (MK-8591)

CAS: 865363-93-5

Formula: C₁₂H₁₂FN₅O₃

Molecular weight: 293.26

Ref: 4Z-A-106020

2'-Deoxy-4'-ethynyl-2-fluoroadenosine

CAS: 865363-93-5

2'-Deoxy-4'-ethynyl-2-fluoroadenosine (EFdA) is an analog of adenosine. EFdA is a potent inhibitor of HIV replication, and has been shown to be effective against other viruses such as influenza virus, herpes simplex virus, and vesicular stomatitis virus. EFdA was the first nucleoside analog to show antiviral activity in tissue culture against these viruses. This drug also inhibits the synthesis of mitochondrial rRNA and reduces the formation of mitochondrial DNA in human cells by inhibiting mitochondrial DNA polymerase γ. EFdA also prevents the binding of monoclonal antibodies to human B lymphocytes, which may be due to its steric interactions with plasma RNA. This drug is metabolized by cytochrome P450 2C8 and 2C9 into a variety of metabolites that are excreted in urine as glucuronides or sulfates. EFdA has a long

Formula: C₁₂H₁₂FN₅O₃

Purity: Min. 95%

Molecular weight: 293.25 g/mol

Ref: 3D-ND45638