Dideoxyadenosine

A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by a hydrogen. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. The compound is an inhibitor of HIV replication, acting as a chain-terminator of viral DNA by binding to reverse transcriptase. Its principal side effect is nephrotoxicity. In vivo, dideoxyadenosine is rapidly metabolized to DIDANOSINE (ddI) by enzymatic deamination; ddI is then converted to dideoxyinosine monophosphate and ultimately to dideoxyadenosine triphosphate, the putative active metabolite.

Also Known As:

2',3' Dideoxyadenosine; 2',3'-Dideoxyadenosine; ddA (Antiviral); Adenosine, 2',3'-dideoxy-

Pharmalogical Action Categories:

Antimetabolites
Antiviral Agents

Heterocyclic Compounds: 198
- Fused-Ring Heterocyclic Compounds
  - 2-Ring Heterocyclic Compounds
    - Purines: 651
      - Purine Nucleosides: 360
        Adenosine: 12431
        Deoxyadenosines: 1
        Dideoxyadenosine: 14
Nucleic Acids, Nucleotides, and Nucleosides: 1
- Nucleosides: 6847
  - Purine Nucleosides: 360
    - Adenosine: 12431
      - Deoxyadenosines: 1
        Dideoxyadenosine: 14
  - Deoxyribonucleosides: 34
    - Dideoxynucleosides: 27
      - Dideoxyadenosine: 14
    - Deoxyadenosines: 1
      - Dideoxyadenosine: 14

3'- ((4- azido- 3- iodophenyl)butyryl)- 2',5'- dideoxyadenosine

Bio-Agent Context: Research Results