CAS: 478182-28-4; R-1479

该化合物是一种核糖类类比,其特征是,在糖糖协会的4位位置上存在一个Azido组,这种修改增强了它融入RNA的潜力,使它成为各种生化和制药应用,特别是抗病毒研究和分子生物学工具中的兴趣对象.Azido组以其活性而著称,允许点击化学应用,这有利于RNA分子的标签和跟踪.在溶解性方面,4欧元Azidotydine通常在极地溶剂中溶解,这是核糖核素的常见之处.其结构使其能够模拟天然核素,使其能够参与核酸合成,并可能干扰病毒复制过程.该化合物的独特特性使其对研究RNA动态和制定针对RNA病毒的治疗战略很有价值.与许多核糖类类类似一样,仔细考虑其药理学和生物影响是其研究和医学应用的关键.

结构式图片

MSDS等安全信息

    上下游产品

    acetic acid (2R,2S,4R,5R)-4-acetoxy-2-acetoxymethyl-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-2-azidotetrahydrofuran-3-yl ester (2R,3R,4S,5R)-4-acetoxy-5-acetoxymethyl-5-azido-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydrofuran-3-yl acetate 1-(4'-azido-β-D-ribofuranosyl)uracil balapiravir

    合成工艺路线路线简述

      Benzoic Acid (2R,3S,4R,5R)-2-Azido-3,4-Dibenzoyloxy-5-(4-Benzoylamino-2-Oxo-2H-Pyrimidin-1-yl)-Tetrahydrofuran-2-Ylmethyl Ester置于氨体系中,用 甲醇 作为反应溶剂,化学反应 14.0H,以64%的收率获得产物盐酸茚罗西生
      参考文献:Azido Nucleosides And Nucleotide Analogs
      标题:Azido Nucleosides And Nucleotide Analogs
      摘要:本文披露了4'-偶氮基取代核苷,核苷酸及其类似物,包括其中一个或多个4'-偶氮基取代核苷,核苷酸及其类似物的药物组合物,以及它们的合成方法.本文还披露了使用4'-偶氮基取代核苷,核苷酸和/或其类似物来改善和/或治疗疾病和/或病况的方法,包括由副粘病毒和/或正粘病毒引起的感染.病毒感染的例子包括呼吸道合胞病毒(rsv)和流感感染.

      海关参考信息

      专利信息


      专利号:WO-2011106929-A1
      优先权日:2010-03-02
      标题:Inhibitors of hepatitis c virus ns5b polymerase
      发明人:MCCOMAS CASEY CAMERON; LIVERTON NIGEL J; HABERMANN JOERG; KOCH UWE; NARJES FRANK; LI PENG; PENG XUANJIA; SOLL RICHARD; WU HAO
      权利人:MERCK SHARP & DOHME; ANGELETTI P IST RICHERCHE BIO; MCCOMAS CASEY CAMERON; LIVERTON NIGEL J; HABERMANN JOERG; KOCH UWE; NARJES FRANK; LI PENG; PENG XUANJIA; SOLL RICHARD; WU HAO
      摘要:Compounds of formula I that are used as hepatitis C virus (HCV) NS5B polymerase inhibitors, the synthesis of such compounds, and the use of such compounds for inhibiting HCV NS5B polymerase activity, for treating or preventing HCV infection and for inhibiting HCV viral replication and /or viral production in a cell-based system.

      专利号:US-9493461-B2
      优先权日:2013-02-07
      标 题 :Tetracyclic heterocycle compounds and methods of use thereof for the treatment of hepatitis C
      发明人:DAI XING; LIU HONG; PALANI ANANDAN; HE SHUWEN; LAI ZHONG; NARGUND RAVI; MARCANTONIO KAREN; XIAO DONG; BROCKUNIER LINDA L; ZORN NICOLAS; DANG QUN; PENG XUANJIA; LI PENG
      权利人:MERCK SHARP & DOHME
      摘要:The present invention relates to compounds of formula I that are useful as hepatitis C virus (HCV) NS5B polymerase inhibitors, the synthesis of such compounds, and the use of such compounds for inhibiting HCV NS5B polymerase activity, for treating or preventing HCV infections and for inhibiting HCV viral replication and/or viral production in a cell-based system.

      专利号:WO-2011106986-A1
      优先权日:2010-03-02
      标题:Inhibitors of hepatitis c virus ns5b polymerase
      发明人:MCCOMAS CASEY CAMERON; LIVERTON NIGEL J; SOLL RICHARD; LI PENG; PENG XUANJIA; WU HAO
      权利人:MERCK SHARP & DOHME; MCCOMAS CASEY CAMERON; LIVERTON NIGEL J; SOLL RICHARD; LI PENG; PENG XUANJIA; WU HAO
      摘要:Compounds of formula (I) that are used as hepatitis C virus (HCV) NS5B polymerase inhibitors, the synthesis of such compounds, and the use of such compounds for inhibiting HCV NS5B polymerase activity, for treating or preventing HCV infections and for inhibiting HCV viral replication and /or viral production in a cell-based system. Wherein Z, R 30 , R 40 , R 50 and R 60 of compounds of formula (I) are herein defined as in the description.

      专利号:US-9242998-B2
      优先权日:2013-02-07
      标题 :Tetracyclic heterocycle compounds and methods of use thereof for the treatment of hepatitis C
      发明人:HE SHUWEN; DAI XING; PALANI ANANDAN; NARGUND RAVI; LAI ZHONG; ZORN NICOLAS; XIAO DONG; DANG QUN; MCCOMAS CASEY C; LI PENG; PENG XUANJIA; SOLL RICHARD
      权利人:HE SHUWEN; DAI XING; PALANI ANANDAN; NARGUND RAVI; LAI ZHONG; ZORN NICOLAS; XIAO DONG; DANG QUN; MCCOMAS CASEY C; LI PENG; PENG XUANJIA; SOLL RICHARD; MERCK SHARP & DOHME
      摘要:The present invention relates to compounds of formula (I) that are useful as hepatitis C virus (HCV) NS5B polymerase inhibitors, the synthesis of such compounds, and the use of such compounds for inhibiting HCV NS5B polymerase activity, for treating or preventing HCV infections and for inhibiting HCV viral replication and/or viral production in a cell-based system.

      专利号:US-9243002-B2
      优先权日:2013-02-07
      标题 :Tetracyclic heterocycle compounds and methods of use thereof for the treatment of hepatitis C
      发明人:DAI XING; LIU HONG; PALANI ANANDAN; HE SHUWEN; BROCKUNIER LINDA L; NARGUND RAVI; MARCANTONIO KAREN; ZORN NICOLAS; XIAO DONG; PENG XUANJIA; LI PENG; GUO TAO
      权利人:MERCK SHARP & DOHME
      摘要:The present invention relates to compounds of formula I that are useful as hepatitis C virus (HCV) NS5B polymerase inhibitors, the synthesis of such compounds, and the use of such compounds for inhibiting HCV NS5B polymerase activity, for treating or preventing HCV infections and for inhibiting HCV viral replication and/or viral production in a cell-based system.

      专利号:US-2011245484-A1
      优先权日:2010-03-31
      标 题 :Stereoselective synthesis of phosphorus containing actives
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      ✅ COA系统入驻 | 共享模式

      主要参考文献


      1: McGuigan C, Kelleher MR, Perrone P, Mulready S, Luoni G, Daverio F, Rajyaguru S, Le Pogam S, Najera I, Martin JA, Klumpp K, Smith DB. The application of phosphoramidate ProTide technology to the potent anti-HCV compound 4'-azidocytidine (R1479). Bioorg Med Chem Lett. 2009 Aug 1;19(15):4250-4. doi: 10.1016/j.bmcl.2009.05.099. Epub 2009 May 29. doi: 10.1128/AAC.00444-08. Epub 2008 Oct 6.
      3: Smith DB, Martin JA, Klumpp K, Baker SJ, Blomgren PA, Devos R, Granycome C, Hang J, Hobbs CJ, Jiang WR, Laxton C, Le Pogam S, Leveque V, Ma H, Maile G, Merrett JH, Pichota A, Sarma K, Smith M, Swallow S, Symons J, Vesey D, Najera I, Cammack N. Design, synthesis, and antiviral properties of 4'-substituted ribonucleosides as inhibitors of hepatitis C virus replication: the discovery of R1479. Bioorg Med Chem Lett. 2007 May 1;17(9):2570-6. Epub 2007 Feb 4. Epub 2006 May 19. Epub 2005 Nov 29.

      合成参考文献


      参考文献:10.1021/jm800981y
      摘要:Smith DB, Kalayanov G, Sund C, Winqvist A, Pinho P, Maltseva T, Morisson V, Leveque V, Rajyaguru S, Le Pogam S, Najera I, Benkestock K, Zhou XX, Maag H, Cammack N, Martin JA, Swallow S, Johansson NG, Klumpp K, Smith M. The design, synthesis, and antiviral activity of 4'-azidocytidine analogues against hepatitis C virus replication: the discovery of 4'-azidoarabinocytidine. J Med Chem. 2009 Jan 08;52(1):219–23. doi: 10.1021/jm800981y.
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