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42204-43-3

42204-43-3 Structure

42204-43-3 Structure
IdentificationBack Directory
[Name]

[5-(6-aminopurin-9-yl)-3-hydroxy-oxolan-2-yl]methylimino-imino-azanium
[CAS]

42204-43-3
[Synonyms]

5'-Azido-2',5'-dideoxyadenosine
5’-Azido-2’,5’-dideoxyadenosine
[5-(6-aminopurin-9-yl)-3-hydroxy-oxolan-2-yl]methylimino-imino-azanium
[Molecular Formula]

C10H15N8O2+
[MDL Number]

MFCD31707475
[MOL File]

42204-43-3.mol
[Molecular Weight]

279.279
Chemical PropertiesBack Directory
[Melting point ]

78-79 °C (decomp)
Hazard InformationBack Directory
[Uses]

5′-Azido-2′,5′-dideoxyadenosine 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[1]. 5′-Azido-2′,5′-dideoxyadenosine 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.
[References]

[1] Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88. DOI:10.2174/138161212801227005
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