zidovudine

PubChem Notes:

Zidovudine A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by an azido group. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. The compound is a potent inhibitor of HIV replication, acting as a chain-terminator of viral DNA during reverse transcription. It improves immunologic function, partially reverses the HIV-induced neurological dysfunction, and improves certain other clinical abnormalities associated with AIDS. Its principal toxic effect is dose-dependent suppression of bone marrow, resulting in anemia and leukopenia.

Molecular Formula: C10H13N5O4


InChI: InChI=1/C10H13N5O4/c1-5-3-15(10(18)12-9(5)17)8-2-6(13-14-11)7(4-16)19-8/h3,6-8,16H,2,4H2,1H3,(H,12,17,18)/t6-,7+,8+/m0/s1/f/h12H

InChIKey: InChIKey=HBOMLICNUCNMMY-XTRDCWLADC
SMILES: CC1=CN(C(=O)NC1=O)C2CC(C(O2)CO)N=[N+]=[N-]

Names:
    Azidothymidine
    BW A509U
    Combivir
    Compound S
    Retrovir
    Trizivir
    Zidovudina [Spanish]
    zidovudine
    Zidovudinum [Latin]
    1-[(2R,4S,5R)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione
    3'-Azido-3'-deoxythymidine

Registries:
    PubChem CID 35370
    PubChem ID 177022