CAS: 3336-49-0; Isoquinolin-4-Ol

该化合物是一个有机化合物,属于异丙醇家族,具有双环结构,由苯环组成,并附于一个丙烯环,其氢氧基(OH)组位于异丙醇框架的四碳处,该组通常为白色至白非白晶状固体,以其潜在的生物活动闻名,包括抗微生物和抗直肠特性;它溶于乙醇和甲醇等有机溶剂,但水溶性有限. 4-Isopinolinol可以作为各种药物和农用化学合成的前体,其再活动受到氢氧基组的存在的影响,该组可以参与氢联结并影响其与其他分子的相互作用.此外,它可能经历各种化学变异,包括氧化和替代反应,使其在有机合成和药用化学中成为多种化合物.

结构式图片

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合成工艺路线路线简述

    📜4-溴异喹啉置于copper Acetylacetonate,N1,N2-Bis(4-Hydroxy-2,6-Dimethylphenyl)Oxalamide,水体系中,用 水,二甲基亚砜 作为反应溶剂,化学反应 24.0H,以68%的收率获得产物4-羟基异喹啉
    参考文献:(杂)芳基卤化物在温和条件下的铜催化羟基化
    标题:(杂)芳基卤化物在温和条件下的铜催化羟基化
    摘要:Cu(Acac)2 和 N,N'-双(4-羟基-2,6-二甲基苯基)草酰胺 (Bhmpo) 的组合为(杂)芳基卤化物的羟基化提供了强大的催化系统.各种带有给电子或吸电子基团的(杂)芳基氯化物在 130 oc 下均能很好地进行,以非常好到极好的产率提供相应的酚类和羟基化杂芳烃.当使用反应性更强的(杂)芳基溴化物和碘化物时,羟基化反应在相对较低的温度(分别为 80 和 60 oc)下在低催化负载(0.5 Mol% Cu)下完成.
    DOI:10.1021/jacs.6B08114

    海关参考信息

    专利信息


    专利号:US-6331630-B1
    优先权日:1994-02-14
    标 题:Dimeric arylisoquinoline alkaloids and derivatives thereof
    发明人：BRINGMANN GERHARD; BOYD MICHAEL R; WENZEL MATTHIAS
    权利人:US HEALTH
    摘要:The present invention provides new naphthylisoquinoline derivatives. In particular, the present invention furthermore provides novel dimeric arylisoquinoline alkaloids comprised of coupled first and second arylisoquinoline monomers. Monomeric and dimeric compounds of the present invention have medically useful properties, such as antimicrobial properties, more specifically such as antimalarial and antiviral properties. Monomeric compounds of the present invention are also useful as building blocks or intermediates for synthesis of novel dimeric arylisoquinoline alkaloids. Monomeric and dimeric compounds of the present invention may be obtained in substantially pure form by total synthesis, partial synthesis, or derivatization from known synthetic or naturally occurring compounds, and by isolation and purification from plants of the Dioncophyllaceae and Ancistrocladaceae families.

    专利号:US-2024018109-A1
    优先权日:2020-06-19
    标题 :Method for synthesis of roxadustat and intermediate thereof, and intermediate thereof

    专利号:WO-2021254469-A1
    优先权日:2020-06-19
    标 题 :Method for synthesis of roxadustat and intermediate thereof, and intermediate thereof

    专利号:EP-4169906-A1
    优先权日:2020-06-19
    标 题 :Method for synthesis of roxadustat and intermediate thereof, and intermediate thereof

    专利号:CN-108245515-A
    优先权日:2018-02-06
    标 题 :Synthesis and Application of Multi-substituted Isoquinoline Derivatives

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    合成参考文献


    摘要:Grüschow, S.; Smith, D. R. M.; Gkotsi, D. S.; Goss, R. J. M., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 3, 333.
    摘要:Pharmaceutical Chemistry Journal, 16(259), 1982
    摘要:S. F. Mason. J. Chem. Soc. 1958, 674.
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