CAS: 20724-73-6; 4-Amino-1-((2R,3R,4R,5R)-3,4-Dihydroxy-5-(Hydroxymethyl)-3-Methyltetrahydrofuran-2-yl)Pyrimidin-2(1H)-One

该化合物是一种经过修改的核素,其特点是处于二分方的乙甘糖细胞二分位置的甲基组,这种修改可影响核酸的稳定性和生物活动,使其对各种生化和制药应用感兴趣;该甲基组的存在增强了核素对酶降解的抗药性,这在治疗方面可能是有益的. 2'C-甲基乙基丁在抗病毒疗法中的潜在作用,特别是抗RNA病毒方面,因为它可以干扰病毒复制过程.此外,它可能在基底配对和氢结合方面表现出独特的特性,从而影响其融入RNA线.该化合物的典型特征是分子配方,反映其构成要素,其结构特征可以使用NMR光谱和质谱学等技术加以分析.

结构式图片

相似化合物

65-46-3 147-94-4 26524-60-7

物理性质

MSDS等安全信息

欧盟法规

C&L通报

上下游产品

CAS号115494-62-7 4-ethoxy-1-(2-m... | CAS号115494-61-6 4-ethoxy-1-[2-C... | CAS号113648-22-9 4-ethoxy-1-[3,5... | CAS号58-96-8 尿苷 | CAS号4336-34-9 4-chloro-1-(tri... | CAS号59495-20-4 4-ethoxy-1-(β-D... | CAS号4105-38-8 2,3,5-三乙酰尿苷 | CAS号31448-54-1 2'-C-甲基尿苷 | CAS号23643-36-9 2',3',5'-Tri-O-...

合成工艺路线路线简述

    2',3',5'-三乙酰尿苷置于氯化亚砜,草酰氯,2,4,6-三叔丁基苯酚,四丁基氟化铵,氨,三甲基铝,二甲基亚砜,N,N-二甲基甲酰胺体系中,用 四氢呋喃,吡啶,甲醇,乙醚,乙醇,正己烷,二氯甲烷,氯仿,甲苯 用作溶剂,化学反应 66.33H,反应生成2'-C-甲基胞嘧啶核苷
    参考文献:嘧啶2'-酮核苷的烷基加成反应:2'-支链糖嘧啶核苷的合成(核苷和核苷酸.Lxxxi.
    标题:嘧啶2'-酮核苷的烷基加成反应:2'-支链糖嘧啶核苷的合成(核苷和核苷酸.Lxxxi.
    摘要:4-乙氧基-1-(3,5-O-四异丙基二硅氧烷-1,3-二基-β-D-赤式-戊呋喃-2-糖基)-2(1H)-嘧啶酮(11)与各种有机金属试剂反应,生成了相应的2'-支链糖嘧啶核苷.只有在与memgbr和etmgbr的反应中,观测到更受阻的β-进攻,得到了2'-烷基呋喃糖苷(13A,B).在11与meli,Me3Al或phmgbr的反应中,立体选择性地得到了2'-甲基或苯基阿拉伯糖苷(12A,B,C).还描述了这些嘧啶核苷转化为胞嘧啶衍生物的过程,并讨论了它们的抗白血病和抗病毒活性.
    Doi:10.1248/cpb.36.945

    海关参考信息

    专利信息


    专利号:US-11858953-B2
    优先权日:2018-04-04
    标 题:Compositions and methods for synthesis of phosphorylated molecules
    发明人：CHAPUT JOHN; LIAO JEN-YU; BALA SAIKAT
    权利人:UNIV CALIFORNIA
    摘要:The invention provides compositions and methods for synthesis of phosphorylated organic compounds, including nucleoside triphosphates.

    专利号:US-8354524-B2
    优先权日:2001-03-22
    标 题:Synthesis of selenium-derivatized nucleosides, nucleotides, phosphoramidites, triphosphates and nucleic acids
    发明人：HUANG ZHEN
    权利人:UNIV GEORGIA STATE RES FOUND; HUANG ZHEN
    摘要:The present invention provides selenium derivatives of nucleosides, nucleoside phosphoramidites, nucleotides, nucleotide triphosphates, oligonucleotides, polynucleotides, and larger nucleic acids and methods for their synthesis. Selenium derivatives of both ribonucleic acids and deoxyribonucleic acids, as well as methods for their synthesis, crystallization and uses in structural determinations, particularly by X-ray crystallographic techniques are disclosed. The selenium derivatives of the present invention are also useful as food supplements.

    专利号:US-2022356182-A1
    优先权日:2009-03-27
    标题 :Inhibitors of hepatitis c virus replication
    发明人：COBURN CRAIG A; LUDMERER STEVEN W; LIU KUN; WU HAO; SOLL RICHARD; ZHONG BIN; ZHU JIAN
    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) NS5A inhibitors, the synthesis of such compounds, and the use of such compounds for inhibiting HCV NS5A 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-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.

    其他信息查阅

    南京百芙利科技有限责任公司
    ⚠️ 未注册 · 未认证企业
    ⚠️ 该商家尚未完成注册及企业认证，请用户仔细辨别，谨慎交易。
    数据来源于公开网络搜索，平台未作核实，请自行辨别。
    🏢敬请 企业认领
    🏬开设公司展台
    📢获取免费会员权益
    🎖️点亮专属注册企业标签
    📇展现公司完整信息 样本查看立即注册认领 →
    网址: http://www.unisyn.cn/
    电话: 25-25-58740604 15951658055👤
    📞南京百芙利科技有限责任公司 ⚠️参考联系方式

    销售电话:25-25-58740604 15951658055
    邮箱：sales@unisyn.cn
    🆔 联系时候可告知是从"百琢研"平台获取的信息.
    ⚠️ 声明: 该企业未认证、未认领，请自行辨别信息的真实性和可靠性。咨询或交易时请注意风险评估与信息核实，百琢研不参与任何交易。企业认领注册入口→

    ⚠️ 未注册 · 未认证企业
    注册入口 备注: 📌 数据来源说明：本展台内容基于各搜索引擎等公开数据整理，仅作展示用途。请用户自行辨别 ✉️ 若企业需抹除展台内容或有异议， 请通过页面底部联系方式告知我们，我们会尽快处理。
    郑州格然林科技有限公司
    ⚠️ 未注册 · 未认证企业
    ⚠️ 该商家尚未完成注册及企业认证，请用户仔细辨别，谨慎交易。
    数据来源于公开网络搜索，平台未作核实，请自行辨别。
    🏢敬请 企业认领
    🏬开设公司展台
    📢获取免费会员权益
    🎖️点亮专属注册企业标签
    📇展现公司完整信息 样本查看立即注册认领 →
    网址: http://www.granlen.com
    电话: 0371-85513397👤
    📞郑州格然林科技有限公司 ⚠️参考联系方式

    销售电话:0371-85513397
    邮箱：info@granlen.com;liyuanzhe@granlen.com
    🆔 联系时候可告知是从"百琢研"平台获取的信息.
    ⚠️ 声明: 该企业未认证、未认领，请自行辨别信息的真实性和可靠性。咨询或交易时请注意风险评估与信息核实，百琢研不参与任何交易。企业认领注册入口→

    ⚠️ 未注册 · 未认证企业
    注册入口 备注: 📌 数据来源说明：本展台内容基于各搜索引擎等公开数据整理，仅作展示用途。请用户自行辨别 ✉️ 若企业需抹除展台内容或有异议， 请通过页面底部联系方式告知我们，我们会尽快处理。
    第 1 / 1 页
    现货

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    实用工具

    ⚠️全国化工行业净网倡议书
    📋制造商识别码
    📖 海关编码查询
    📝MSDS生成器

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Lee JC, Tseng CK, Wu YH, Kaushik-Basu N, Lin CK, Chen WC, Wu HN. Characterization of the activity of 2'-C-methylcytidine against dengue virus replication. Antiviral Res. 2015 Apr;116:1-9. doi: 10.1016/j.antiviral.2015.01.002. doi: 10.1093/jac/dku363. doi: 10.1128/JVI.02064-13.
    4: Lefebvre DJ, De Vleeschauwer AR, Goris N, Kollanur D, Billiet A, Murao L, Neyts J, De Clercq K. Proof of concept for the inhibition of foot-and-mouth disease virus replication by the anti-viral drug 2'-C-methylcytidine in severe combined immunodeficient mice. Transbound Emerg Dis. 2014 Dec;61(6):e89-91. doi: 10.1111/tbed.12069. doi: 10.1016/j.bbrc.2012.10.003. doi: 10.1128/AAC.01152-10.
    7: Julander JG, Jha AK, Choi JA, Jung KH, Smee DF, Morrey JD, Chu CK. Efficacy of 2'-C-methylcytidine against yellow fever virus in cell culture and in a hamster model. Antiviral Res. 2010 Jun;86(3):261-7. doi: 10.1016/j.antiviral.2010.03.004.

    合成参考文献


    参考文献:10.1016/j.bmcl.2011.05.012
    摘要:Gadthula S, Rawal RK, Sharon A, Wu D, Korba B, Chu CK. Synthesis and antiviral activity of cyclopropyl-spirocarbocyclic adenosine, (4R,5S,6R,7R)-4-(6-amino-9H-purin-9-yl)-7-(hydroxymethyl)spiro[2.4]heptane-5,6-diol against hepatitis C virus. Bioorganic & Medicinal Chemistry Letters. 2011 Jul;21(13):3982–5. doi: 10.1016/j.bmcl.2011.05.012.
    参考文献:10.1128/aac.01152-10
    摘要:Carroll SS, Koeplinger K, Vavrek M, Zhang NR, Handt L, MacCoss M, Olsen DB, Reddy KR, Sun Z, van Poelje PD, Fujitaki JM, Boyer SH, Linemeyer DL, Hecker SJ, Erion MD. Antiviral Efficacy upon Administration of a HepDirect Prodrug of 2′- C -Methylcytidine to Hepatitis C Virus-Infected Chimpanzees. Antimicrob Agents Chemother. 2011 Aug;55(8):3854–60. doi: 10.1128/aac.01152-10.
    参考文献:10.1128/aac.02546-13
    摘要:Rocha-Pereira J, Nascimento MS, Ma Q, Hilgenfeld R, Neyts J, Jochmans D. The enterovirus protease inhibitor rupintrivir exerts cross-genotypic anti-norovirus activity and clears cells from the norovirus replicon. Antimicrob Agents Chemother. 2014 Aug;58(8):4675–81.
    参考文献:10.1016/j.ejmech.2015.10.002
    摘要:Briguglio I, Loddo R, Laurini E, Fermeglia M, Piras S, Corona P, Giunchedi P, Gavini E, Sanna G, Giliberti G, Ibba C, Farci P, La Colla P, Pricl S, Carta A. Synthesis, cytotoxicity and antiviral evaluation of new series of imidazo[4,5-g]quinoline and pyrido[2,3-g]quinoxalinone derivatives. European Journal of Medicinal Chemistry. 2015 Nov;105():63–79. doi: 10.1016/j.ejmech.2015.10.002.
    参考文献:10.1016/j.ejmech.2013.12.055
    摘要:Abou-Elkhair RAI, Moustafa AH, Haikal AZ, Ibraheem AM. Synthesis and biological evaluation of 2-oxonicotinonitriles and 2-oxonicotinonitrile based nucleoside analogues. European Journal of Medicinal Chemistry. 2014 Mar;74():388–97. doi: 10.1016/j.ejmech.2013.12.055.
    📝 需求与反馈
    尽可能描述清楚需求与问题信息
    ×

    通知