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    Vitamin D analogs
    2.
    发明授权
    Vitamin D analogs 失效
    维生素D类似物

    公开(公告)号：US07700657B2

    公开(公告)日：2010-04-20

    申请号：US10718538

    申请日：2003-11-24

    申请人： Jean-Michel Bernardon

    发明人： Jean-Michel Bernardon

    IPC分类号： C07C33/38 ,  C07C401/00 ,  A61K31/59

    CPC分类号： C07C33/28 ,  C07C33/486 ,  C07C43/23 ,  Y02P20/55

    摘要： Novel vitamin D analogs, markedly active in the fields of cell proliferation and differentiation, are selected from among (4E,6E)-7-{3-[2-(3,4-bis-hydroxymethylphenyl)-ethyl]phenyl}-3-ethylnona-4,6-dien-3-ol, (E)-6-[3-(3,4-bis-hydroxymethylbenzyloxy)phenyl]1,1,1-trifluoro-2-trifluoromethyloct-5-en-3-yn-2-ol, (3E,5E)-6-[3-(3,4-bis-hydroxymethylbenzyloxy)-phenyl]-1,1,1-trifluoro-2-trifluoromethylocta-3,5-dien-2-ol, (E)-6-{3-[2-(3,4-bis-hydroxymethylphenyl)ethyl]phenyl}-1,1,1-trifluoro-2-trifluoromethyloct-5-en-3-yn-2-ol, and (3E,5E)-6-{3-[2-(3,4-bis-hydroxymethylphenyl)-ethyl]phenyl-1,1,1-trifluoro-2-trifluoromethylocta-3,5-dien-2-ol, and the geometric isomers thereof and these compounds in which one or more of the hydroxyl functions are protected by a protective group —(C═O)—R, in which R is a linear or branched alkyl radical having from 1 to 6 carbon atoms, an aryl radical having from 6 to 10 carbon atoms, or an aralkyl radical having from 7 to 11 carbon atoms, the aryl radical or the aralkyl radical optionally being mono- or disubstituted by a hydroxy group, an alkoxy radical having from 1 to 3 carbon atoms, a halogen atom, a nitro function or by an amino function, and mixtures thereof.

    摘要翻译： 在（4E，6E）-7- {3- [2-（3,4-双 - 羟甲基苯基） - 乙基]苯基} -3（3E）中，选自在细胞增殖和分化领域中显着活性的新型维生素D类似物 （E）-6- [3-（3,4-双羟甲基苄氧基）苯基] 1,1,1-三氟-2-三氟甲基辛-5-烯-3 （3E，5E）-6- [3-（3,4-双羟甲基苄氧基） - 苯基] -1,1,1-三氟-2-三氟甲基辛-3,5-二烯-2 - （E）-6- {3- [2-（3,4-双羟甲基苯基）乙基]苯基} -1,1,1-三氟-2-三氟甲基-5-烯-3-基-2 - （3E，5E）-6- {3- [2-（3,4-双羟甲基苯基） - 乙基]苯基-1,1,1-三氟-2-三氟甲基辛-3,5-二烯 - 其中一个或多个羟基官能团被保护基 - （C = O）-R保护，其中R是直链或支链烷基，其具有1〜 6个碳原子，具有6至10个碳原子的芳基或具有7至11个碳原子的芳烷基，芳基o 任选被羟基，具有1至3个碳原子的烷氧基，卤素原子，硝基官能团或氨基官能团单取代或被二取代的芳烷基，及其混合物。

    Tetrahydronaphthyl and cyclopropyl substituted 1,3-butadienes having retinoid-like activity
    6.
    发明授权
    Tetrahydronaphthyl and cyclopropyl substituted 1,3-butadienes having retinoid-like activity 失效
    四氢萘基和具有类视黄醇样活性的环丙基取代的1,3-丁二烯

    公开(公告)号：US5344959A

    公开(公告)日：1994-09-06

    申请号：US63540

    申请日：1993-05-18

    申请人： Roshantha A. Chandraratna

    发明人： Roshantha A. Chandraratna

    IPC分类号： C07C13/44 ,  C07C13/45 ,  C07C13/47 ,  C07C17/16 ,  C07C22/04 ,  C07C25/24 ,  C07C33/30 ,  C07C33/38 ,  C07C45/29 ,  C07C45/46 ,  C07C47/238 ,  C07C47/453 ,  C07C49/225 ,  C07C49/563 ,  C07C49/792 ,  C07C61/39 ,  C07C69/743 ,  C07C69/753 ,  C07F9/54 ,  C07C69/76 ,  C07C63/36

    CPC分类号： C07F9/5428 ,  C07C17/16 ,  C07C33/30 ,  C07C45/292 ,  C07C45/46 ,  C07C49/792 ,  C07C61/39 ,  C07C69/743

    摘要： Compounds of the formula ##STR1## wherein m is 1-4; R.sub.1 -R.sub.4 independently are hydrogen, lower alkyl of 1 to 6 carbons, Cl, Br, or I; R.sub.5 is hydrogen, lower alkyl of 1 to 6 carbons, Cl, Br, I, lower alkoxy or lower thioalkoxy of 1-6 carbons; R.sub.6 is hydrogen, lower alkyl, Cl, Br, I, OR.sub.11, SR.sub.11, OCOR.sub.11, SCOR.sub.11, NH2, NHR.sub.11, N(R.sub.11).sub.2, NHCOR.sub.11 OR NR.sub.11 --COR.sub.11 ; R.sub.20 is independently hydrogen or lower alkyl; A is (CH.sub.2).sub.n where n is 0-5, lower branched chain alkyl having 3-6 carbons, cycloalkyl having 3-6 carbons, alkenyl having 2-6 carbons and 1 or 2 double bonds, alkynyl having 2-6 carbons and 1 or 2 triple bonds; B is hydrogen, COOH or a pharmaceutically acceptable salt thereof, COOR.sub.8, CONR.sub.9 R.sub.10, --CH.sub.2 OH, CH.sub.2 OR.sub.11, CH.sub.2 OCOR.sub.11, CHO, CH(OR.sub.12).sub.2, CHOR.sub.13 O, --COR.sub.7, CR.sub.7 (OR.sub.12).sub.2, or CR.sub.7 OR.sub.13 O, where R.sub.7 is an alkyl, cycloalkyl or alkenyl group containing 1 to 5 carbons, R.sub.8 is an alkyl group of 1 to 10 carbons, or a cycloalkyl group of 5 to 10 carbons, or R.sub.8 is phenyl or lower alkylphenyl, R.sub.9 and R.sub.10 independently are hydrogen, an alkyl group of 1 to 10 carbons, or a cycloalkyl group of 5-10 carbons, or phenyl or lower aklylphenyl, R.sub.11 is lower alkyl, phenyl or lower alkylphenyl, R.sub.12 is lower alkyl, and R.sub.13 is divalent alkyl radical of 2-5 carbons, have retinoid-like activity.

    摘要翻译： 其中m为1-4的式的化合物： R1-R4独立地是氢，1至6个碳的低级烷基，C1，Br或I; R5是氢，1-6个碳的低级烷基，C1-6的低级烷氧基或低级烷氧基; R6是氢，低级烷基，Cl，Br，I，OR11，SR11，OCOR11，SCOR11，NH2，NHR11，N（R11）2，NHCOR11或NR11-COR11; R 20独立地是氢或低级烷基; A是（CH 2）n，其中n是0-5，具有3-6个碳的低级支链烷基，具有3-6个碳的环烷基，具有2-6个碳的烯基和1或2个双键，具有2-6个碳原子的炔基和 1或2个三键; B是氢，COOH或其药学上可接受的盐，COOR8，CONR9R10，-CH2OH，CH2OR11，CH2OCOR11，CHO，CH（OR12）2，CHOR13O，-COR7，CR7（OR12）2或CR7OR13O，其中R7是烷基 ，碳原子数为1〜5的环烷基或烯基，R8为碳原子数为1〜10的烷基或碳原子数为5〜10的环烷基，或R8为苯基或低级烷基苯基，R9和R10分别为氢，烷基 1〜10个碳原子的环烷基或5-10个碳原子的环烷基，或苯基或低级烷基苯基，R11为低级烷基，苯基或低级烷基苯基，R12为低级烷基，R13为2-5个碳原子的二价烷基，具有 类视黄醇样活性。