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Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
5′-Azido-5′-deoxyadenosine is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis , etc. 5′-Azido-5′-deoxyadenosine is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.
| Canonical Smiles | C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CN=[N+]=[N-])O)O)N |
|---|---|
| IUPAC Name | 2-(6-aminopurin-9-yl)-5-(azidomethyl)oxolane-3,4-diol |
| InChIKey | SKWSYTVBPHWKHX-UHFFFAOYSA-N |
| INCHI | 1S/C10H12N8O3/c11-8-5-9(14-2-13-8)18(3-15-5)10-7(20)6(19)4(21-10)1-16-17-12/h2-4,6-7,10,19-20H,1H2,(H2,11,13,14) |
| Isomeric SMILES | C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CN=[N+]=[N-])O)O)N |
| Alternate CAS | 737-76-8 |
| PubChem CID | 3358362 |
| NSC Number | 98778 |
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