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    • 75. 发明授权
    • Heteroaryl substituted phenylethenyl compounds having retinoid-like
biological activity
    • 具有类视黄醇样生物活性的杂芳基取代的苯乙烯基化合物
    • US5391753A
    • 1995-02-21
    • US126627
    • 1993-09-27
    • Roshantha A. S. Chandraratna
    • Roshantha A. S. Chandraratna
    • C07D239/26A61K31/34A61K31/341A61K31/38A61K31/381A61K31/42A61K31/421A61K31/425A61K31/426A61K31/44A61K31/4406A61K31/4418A61P3/02A61P9/10A61P13/08A61P15/00A61P17/00A61P17/04A61P17/06A61P17/10A61P27/02A61P35/00C07D213/78C07D213/80C07D239/28C07D263/32C07D263/34C07D277/22C07D307/68C07D333/16C07D333/18C07D333/24C07D333/38C07D333/40C07D213/63C07D213/69C07D213/79
    • C07D213/80C07D307/68C07D333/38
    • Compounds of the formula ##STR1## where R.sub.1, R.sub.2, R.sub.3 and R.sub.4 independently are hydrogen, lower alkyl of 1-6 carbons, halogen or lower alkoxy of 1-6 carbons; R.sub.5 and R.sub.5 ' independently are hydrogen or lower alkyl of 1-6 carbons; Y is oxygen or sulfur; Z is n-alkyl having 1-10 carbons, cyclo or branch-chained alkyl of 3-10 carbons, and straight chain alkenyl having 2-10 carbons, or cyclo or branched chained alkenyl of 3-10 carbons; X is thienyl, pyridyl, furyl, pyridazinyl, pyrimidinyl, pyrazinyl, thiazolyl and oxazolyl; 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 1-5 carbons, R.sub.8 is an alkyl group of 1-10 carbons, or a cycloalkyl group of 5-10 carbons, or R.sub.8 is phenyl or lower alkylphenyl, R.sub.9 and R.sub.10 independently are hydrogen, an alkyl group of 1-10 carbons, or a cycloalkyl group of 5-10 carbons, or phenyl or lower alkylphenyl, R.sub.11 is alkyl of 1-10 carbons, phenyl or lower alkylphenyl, R.sub.12 is lower alkyl, and R.sub.13 is divalent alkyl radical of 2-5 carbons, have retinoic acid like biological activity.
    • 其中R 1,R 2,R 3和R 4独立地为氢,1-6个碳的低级烷基,卤素或1-6个碳的低级烷氧基的式 R5和R5'独立地是氢或1-6个碳的低级烷基; Y是氧或硫; Z是具有1-10个碳的正烷基,3-10个碳的环或支链烷基,和具有2-10个碳的直链烯基,或3-10个碳的环或支链链烯基; X是噻吩基,吡啶基,呋喃基,哒嗪基,嘧啶基,吡嗪基,噻唑基和恶唑基; 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 含有1-5个碳的烷基,环烷基或烯基,R8是1-10个碳的烷基或5-10个碳的环烷基,或R8是苯基或低级烷基苯基,R9和R10独立地是氢,烷基 1-10个碳的环烷基或5-10个碳的环烷基,或苯基或低级烷基苯基,R11是1-10个碳的烷基,苯基或低级烷基苯基,R12是低级烷基,R13是2的二价烷基 -5碳,具有类似生物活性的视黄酸。