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CAS 66323-44-2

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3'-Azido-2',3'-dideoxyadenosine

Description:
3'-Azido-2',3'-dideoxyadenosine, commonly referred to as AZT or zidovudine, is a nucleoside analog with significant antiviral properties, particularly against HIV. It is characterized by the presence of an azido group at the 3' position and the absence of hydroxyl groups at the 2' and 3' positions of the ribose sugar, which distinguishes it from natural nucleosides. This structural modification inhibits the reverse transcriptase enzyme, thereby preventing viral replication. AZT is typically administered in its phosphate form, which is activated within the body to exert its therapeutic effects. The compound is known for its role in antiretroviral therapy and has been pivotal in the treatment of HIV/AIDS. Its pharmacokinetics include rapid absorption and distribution, with metabolism primarily occurring in the liver. While effective, AZT can have side effects, including bone marrow suppression and gastrointestinal issues. Overall, 3'-Azido-2',3'-dideoxyadenosine remains a crucial component in the management of HIV infection and has contributed significantly to improving patient outcomes.
Formula:C10H12N8O2
InChI:InChI=1/C10H12N8O2/c11-9-8-10(14-3-13-9)18(4-15-8)7-1-5(16-17-12)6(2-19)20-7/h3-7,19H,1-2H2,(H2,11,13,14)/t5-,6+,7+/m0/s1
Synonyms:
  • [(2S,3S,5R)-5-(6-Aminopurin-9-yl)-3-azidooxolan-2-yl]methanol
  • 3'-Az-ddA
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