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N-Desmethyltamoxifen
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    N-Desmethyltamoxifen

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    N-Desmethyltamoxifen
    N-Desmethyltamoxifen-skeletal.svg
    Clinical data
    Other names ICI-55,548; Nortamoxifen; NDMTAM
    Drug class Selective estrogen receptor modulator
    Identifiers
    • 2-[4-[(Z)-1,2-Diphenylbut-1-enyl]phenoxy]-N-methylethanamine
    CAS Number
    PubChem CID
    ChemSpider
    UNII
    KEGG
    ChEBI
    ECHA InfoCard 100.170.899
    Chemical and physical data
    Formula C25H27NO
    Molar mass 357.497 g·mol−1
    3D model (JSmol)
    • CC/C(=C(\C1=CC=CC=C1)/C2=CC=C(C=C2)OCCNC)/C3=CC=CC=C3
    • InChI=1S/C25H27NO/c1-3-24(20-10-6-4-7-11-20)25(21-12-8-5-9-13-21)22-14-16-23(17-15-22)27-19-18-26-2/h4-17,26H,3,18-19H2,1-2H3/b25-24-
    • Key:NYDCDZSEEAUOHN-IZHYLOQSSA-N

    N-Desmethyltamoxifen (developmental code name ICI-55,548) is a major metabolite of tamoxifen, a selective estrogen receptor modulator (SERM).N-Desmethyltamoxifen is further metabolized into endoxifen (4-hydroxy-N-desmethyltamoxifen), which is thought to be the major active form of tamoxifen in the body. In one study, N-desmethyltamoxifen had an affinity for the estrogen receptor of 2.4% relative to estradiol. For comparison, tamoxifen, endoxifen, and afimoxifene (4-hydroxytamoxifen) had relative binding affinities of 2.8%, 181%, and 181%, respectively.




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