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Chemical Dideoxyadenosine

Name Dideoxyadenosine
CAS Type 1 Name Adenosine, 2',3'-dideoxy-
Equivalent Terms 2',3' Dideoxyadenosine | 2',3'-Dideoxyadenosine | ddA (Antiviral)
CAS Registry Number 4097-22-7
Definition A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by a hydrogen.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.
Structure Dideoxyadenosine
Top Interacting
Genes
MeSH® ID D016048
External Links

Top ↑ Ancestors

1. ChemicalsHeterocyclic Compounds Has associated genes Has associated diseases Has associated exposure references Heterocyclic Compounds, Fused-Ring Has associated genes Has associated diseases Has associated exposure references Heterocyclic Compounds, 2-Ring Has associated genes Has associated diseases Has associated exposure references Purines Has associated genes Has associated diseases Has associated exposure references Purine Nucleosides Has associated genes Has associated diseases Has associated exposure references Adenosine Has associated genes Has associated diseases Deoxyadenosines Has associated genes Has associated diseases Dideoxyadenosine Has associated genes Has associated diseases
2. ChemicalsNucleic Acids, Nucleotides, and Nucleosides Has associated genes Has associated diseases Has associated exposure references Nucleosides Has associated genes Has associated diseases Has associated exposure references Deoxyribonucleosides Has associated genes Has associated diseases Has associated exposure references Deoxyadenosines Has associated genes Has associated diseases Dideoxyadenosine Has associated genes Has associated diseases
3. ChemicalsNucleic Acids, Nucleotides, and Nucleosides Has associated genes Has associated diseases Has associated exposure references Nucleosides Has associated genes Has associated diseases Has associated exposure references Deoxyribonucleosides Has associated genes Has associated diseases Has associated exposure references Dideoxynucleosides Has associated genes Has associated diseases Dideoxyadenosine Has associated genes Has associated diseases
4. ChemicalsNucleic Acids, Nucleotides, and Nucleosides Has associated genes Has associated diseases Has associated exposure references Nucleosides Has associated genes Has associated diseases Has associated exposure references Purine Nucleosides Has associated genes Has associated diseases Has associated exposure references Adenosine Has associated genes Has associated diseases Deoxyadenosines Has associated genes Has associated diseases Dideoxyadenosine Has associated genes Has associated diseases

Top ↑ Descendants

Dideoxyadenosine Has associated genes Has associated diseases
  2'3'-didehydro-2'3'-dideoxyadenosine
  2',5'-dideoxy-2,5'-difluoroadenosine
  2',5'-dideoxy-2-fluoroadenosine
  2',5'-dideoxy-3'-(4-fluorosulfonylbenzoyl)adenosine
  2',5'-dideoxyadenosine Has associated genes Has associated diseases
  2,6-diaminopurine 2',3'-dideoxyriboside
  2-bromo-2',3'-dideoxyadenosine
  2-chloro-2',3'-didehydro-2',3'-dideoxyadenosine
  2-chloro-2',3'-dideoxyadenosine
  2-fluoro-2',3'-dideoxyadenosine Has associated diseases
  3'-((4-azido-3-iodophenyl)butyryl)-2',5'-dideoxyadenosine
  3'-amino-3',5'-dideoxyadenosine
  3'-azido-2',3'-dideoxyadenosine
  3'-azido-2,6-diaminopurine-2',3'-dideoxyriboside
  3'-fluoro-2,6-diaminopurine-2',3'-dideoxyriboside
  9-(2,3-dideoxy-2,3-difluoro-beta-D-arabinofuranosyl)adenine
  9-(5,6-dibromo-5,6-dideoxyhex-5-enofuranosyl)adenine
  9-(5,6-dideoxy-6-iodo-ribohex-5-enofuranosyl)adenine
  9-(5',6'-dideoxy-beta-ribohex-5'-ynofuranosyl)adenine
  9-(6,6-dibromo-5,6-dideoxyhex-5-enofuranosyl)adenine
  9-(6-bromo-5,6-dideoxy-6-fluorohex-5-enofuranosyl)adenine
  beta-L-2',3'dideoxyadenosine, bis(S-pivaloyl-2-thioethyl) phosphotriester
  lodenosine
  Ro 24-5098