CAS 40627-31-4

7-(2,3-Anhydro-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine

Description:

7-(2,3-Anhydro-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine is a chemical compound that belongs to the class of pyrrolopyrimidines, which are characterized by a fused pyrrole and pyrimidine ring system. This compound features a ribofuranosyl moiety, indicating that it is a nucleoside analog, which may exhibit biological activity relevant to nucleic acid metabolism. The presence of the anhydro sugar suggests that it may have unique properties compared to standard ribonucleosides, potentially influencing its stability and interaction with biological targets. The compound's structure may allow it to participate in hydrogen bonding and π-π stacking interactions, which are crucial for binding to nucleic acid structures or enzymes. Its specific applications could include roles in antiviral or anticancer therapies, as many nucleoside analogs are designed to inhibit viral replication or cancer cell proliferation. Further studies would be necessary to elucidate its pharmacological properties and mechanisms of action.

Formula: C₁₁H₁₂N₄O₃

InChI: InChI=1S/C11H12N4O3/c12-9-5-1-2-15(10(5)14-4-13-9)11-8-7(18-8)6(3-16)17-11/h1-2,4,6-8,11,16H,3H2,(H2,12,13,14)/t6-,7-,8-,11-/m1/s1

InChI key: InChIKey=SVPYLXNTYPUWBJ-KCGFPETGSA-N

SMILES: C(O)[C@@H]1[C@@]2([C@]([C@@H](O1)N3C=4C(C=C3)=C(N)N=CN4)(O2)[H])[H]

Synonyms:

• 7-(2,3-Anhydro-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine
• 3,6-Dioxabicyclo[3.1.0]hexane, 7H-pyrrolo[2,3-d]pyrimidin-4-amine deriv.
• 7H-Pyrrolo[2,3-d]pyrimidin-4-amine, 7-(2,3-anhydro-β-D-ribofuranosyl)-
• 2',3'-Anhydro-tubercidin
• 2’,3’-Anhydro-tubercidin, 2’,3’-Anhydro-7-deazaadenosine
• 2’,3’-Anhydro-7-deazaadenosine
• 4-amino-7-(2,3-anhydro-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

2',3'-Anhydro-tubercidin

CAS: 40627-31-4

Nucleoside Derivatives - 7-Deaza-purine nucleosides; Anhydro-nucleosides

Formula: C₁₁H₁₂N₄O₃

Color and Shape: Solid

Molecular weight: 248.24

Ref: TM-TNU0416

2’,3’-Anhydro-7-deazaadenosine

CAS: 40627-31-4

2’,3’-Anhydro-7-deazaadenosine is a modified nucleoside that is used in the treatment of viral infections. It is an antiviral drug that has been shown to have anticancer properties. 2’,3’-Anhydro-7-deazaadenosine can be synthesized from deoxyribonucleosides and diphosphates. The compound has been shown to inhibit the synthesis of DNA by binding to the enzyme DNA polymerase and blocking the formation of a phosphodiester bond between the 5' phosphate group and 3'-OH group. This may lead to inhibition of DNA replication and transcription. 2’,3’-Anhydro-7-deazaadenosine also inhibits protein synthesis by inhibiting RNA polymerase activity.

Purity: Min. 95%

Ref: 3D-NA163156