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    Structural analogues of vitamin D
    1.
    发明授权
    Structural analogues of vitamin D 失效
    维生素D的结构类似物

    公开(公告)号：US06548715B1

    公开(公告)日：2003-04-15

    申请号：US09428927

    申请日：1999-10-28

    申请人： Roger Bouillon ,  Maurits Vandewalle ,  Pierre Jean De Clercq

    发明人： Roger Bouillon ,  Maurits Vandewalle ,  Pierre Jean De Clercq

    IPC分类号： A61K31075

    CPC分类号： C07C47/198 ,  C07C35/22 ,  C07C35/27 ,  C07C47/192 ,  C07C47/36 ,  C07C47/37 ,  C07C49/242 ,  C07C49/517 ,  C07C49/687 ,  C07C49/743 ,  C07C49/755 ,  C07C57/26 ,  C07C59/01 ,  C07C401/00

    摘要： A compound of the formula I: in which P is hydrogen or alkyl; Y and Y′ are each hydrogen or, when taken together, represent a group ═CH2; W and W′ are each hydrogen; X is selected from the group consisting of a hydroxyalkyl, a hydroxyalkoxy, an alkoxy optionally comprising an epoxide function, a hydroxyalkene, a hydroxyalkadiene, a hydroxyalkyne and isomeric forms thereof; and a) either R1 and R3 or R′3 form a saturated 5- or 6-membered carbocyclic ring and R2, R′2, R3 or R′3, R4, R′4, R5 and R′5 are each independently hydrogen or alkyl; or b) R2 or R′2 and R4 or R′4 form a saturated 5- or 6-membered carbocyclic ring, and R1, R2 or R′2, R3, R′3, R4 or R′4, R5 and R′5 are each independently hydrogen or alkyl; or c) R3 or R′3 and R5 or R′5 form a saturated or unsaturated 5- or 6-membered carbocyclic ring, and R1, R2, R′2, R3 or R′3, R4, R′4, and R5 or R′5 are each independently hydrogen or alkyl; or d) R3 or R′3 taken at the same time with R1 and R5 or R′5 form a saturated 8- or 12-membered carbobicyclic ring, and R2, R′2, R3 or R′3, R4, R′4, and R5 or R′5 are each independently hydrogen or alkyl.

    摘要翻译： 式I的化合物：其中P是氢或烷基; Y和Y'各自为氢，或者一起表示基团= CH 2; W和W'各自为氢; X选自 羟基烷基，羟基烷氧基，任选地包含环氧官能团的烷氧基，羟基亚烷基，羟基链烯烃，其羟基炔烃及其异构形式; 和a）R 1和R 3或R'3形成饱和的5-或6-元碳环，R 2，R'2，R 3或R'3，R 4，R'4，R 5和R'5各自独立地为氢或 烷基; R 1或R 2'，R 4或R 4'形成饱和的5-或6-元碳环，并且R 1，R 2或R'2，R 3，R'3，R 4或R'4，R 5和R' 5各自独立地为氢或烷基; orc）R 3或R'3和R 5或R'5形成饱和或不饱和的5-或6-元碳环，并且R 1，R 2，R'2，R 3或R'3，R 4，R'4和R 5 或R'5各自独立地为氢或烷基; 与R 1和R 5或R 5同时取代的R 3或R'3形成饱和的8或12元碳环，R 2，R'2，R 3或R'3，R 4，R'4 ，R5或R'5各自独立地为氢或烷基。

    Vitamin D derivatives: therapeutic applications and applications to assays of metabolities of vitamin D
    6.
    发明授权
    Vitamin D derivatives: therapeutic applications and applications to assays of metabolities of vitamin D 失效

    公开(公告)号：US5093519A

    公开(公告)日：1992-03-03

    申请号：US345623

    申请日：1989-05-01

    申请人： Roger Bouillon ,  Pierre J. De Clercq ,  Pierre Eliard ,  Maurits Vandewalle

    发明人： Roger Bouillon ,  Pierre J. De Clercq ,  Pierre Eliard ,  Maurits Vandewalle

    IPC分类号： G01N33/50 ,  A61K31/59 ,  A61P3/02 ,  C07C49/733 ,  C07C49/753 ,  C07C401/00 ,  G01N33/53 ,  G01N33/82

    CPC分类号： G01N33/82 ,  C07C49/733 ,  C07C49/753

    摘要： Vitamin D derivatives corresponding to the following formula I ##STR1## in which R.sub.1 denotes a substituted alkyl group having 1 to 15 carbon atoms, in particular the side chains of vitamin D.sub.2 (C.sup.20 to C.sup.28) or D.sub.3 (C.sup.20 to C.sup.27), or these same chains partially modified,Y denotes H or OH or groups derived from the latter such as ester and ether;X denotesan alkyl chain, in particlar of 1 to 6 carbon atoms, optionally substituted at different points by one or more functional group (s)an unsaturated alkyl chain having one or more carbon-carbon double or triple bond(s), it being possible for these chains, in addition, to bear functional groups, oran aromatic or heteroaromatic ring, optionally substituted with halogens, one (or more) hydroxyl, amine, formyl carboxyl, thiol, cyano or nitro group(s), or alternatively groups derived from these latter, such as ether, ester, acetal or amide, ora halogen, a cyano, sulfoxide, sulfone, hydroxyl, thiol or amine group, or alternatively derivatives of these latter, such as ether, ester, amine and hydrazine;R.sub.2 denotes a methyl group and R.sub.3 an H, or R.sub.2 is H and R.sub.3 is methyl, or R.sub.2 and R.sub.3 are H, or alternatively R.sub.2 and R.sub.3 together denote a methylene group=CH.sub.2.The present invention relates to the therapeutic application of these derivatives.The present invention also relates to a method for preparing these derivatives; and to an antigen prepared by the covalent binding of these derivatives with an immunogenic carrier protein and antibodies prepared using this antigen. Finally, the present invention also relates to tracers consisting of the conjugation of a derivative according to the invention with a labeling component such as an enzyme or an iodinated molecule, as well as to an assay method for metabolites of vitamin D comprising the use of these tracers as a reagent.