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Experimental cancer drugs
O6-Benzylguanine
Другие языки:

    O6-Benzylguanine

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    O6-Benzylguanine
    Benzylguanine.svg
    Names
    IUPAC name
    6-(Benzyloxy)-7H-purin-2-amine
    Other names
    6-(Benzyloxy)guanine; 6-O-Benzylguanine; O(6)-bGua; O6-BG
    Identifiers
    3D model (JSmol)
    ChemSpider
    ECHA InfoCard 100.161.788
    PubChem CID
    UNII
    • InChI=1S/C12H11N5O/c13-12-16-10-9(14-7-15-10)11(17-12)18-6-8-4-2-1-3-5-8/h1-5,7H,6H2,(H3,13,14,15,16,17)
      Key: KRWMERLEINMZFT-UHFFFAOYSA-N
    • InChI=1/C12H11N5O/c13-12-16-10-9(14-7-15-10)11(17-12)18-6-8-4-2-1-3-5-8/h1-5,7H,6H2,(H3,13,14,15,16,17)
      Key: KRWMERLEINMZFT-UHFFFAOYAI
    • Nc3nc(OCc1ccccc1)c2nc[nH]c2n3
    Properties
    C12H11N5O
    Molar mass 241.254 g·mol−1
    Density 1.432 g/mL
    Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

    O6-Benzylguanine (O6-BG) is a synthetic derivative of guanine. It is an antineoplastic agent. It exerts its effect by acting as a suicide inhibitor of the enzyme O6-alkylguanine-DNA alkyltransferase which leads to interruption of DNA repair. O6-BG was used clinically in combination with the alkylating agent temozolomide for glioblastoma, however the combination was found to be overly toxic without adding significant benefit.

    O6-BG is also used as a biochemical tool in the study of DNA repair mechanisms.

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