2',3'-dideoxy-3'-fluoroadenosine

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: 2',3'-dideoxy-3'-fluoroadenosine
• 英文别名: [(2R,5R)-5-(6-aminopurin-9-yl)-3-fluoro-tetrahydrofuran-2-yl]methanol；[(2R,5R)-5-(6-aminopurin-9-yl)-3-fluorooxolan-2-yl]methanol
• 化学式: C₁₀H₁₂FN₅O₂
• 分子量: 253.236
• InChiKey: CTDUJDNZPPZTAV-JXBXZBNISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  99.1
• 氢给体数：
  2
• 氢受体数：
  7

文献信息

• Production method of fluorinated purine nucleoside derivative, intermediate therefor and production method thereof
  申请人：Ajinomoto Co., Inc.

  公开号：EP1816135A1

  公开（公告）日：2007-08-08

  Purine nucleosides which are fluorinated at the 3'-position (preferably the α-position), may be economically and efficiently produced by fluorinating a novel purine nucleoside derivative (1) in which the hydroxyl group at the 5'-position is protected to obtain a novel purine nucleoside derivative (2) in a high yield. The derivative (2) is subjected to desulfurization, deprotection of R1 and, as necessary protection, deprotection, or modification of nucleic acid base moiety, to obtain the desired purine nucleoside (3). wherein each symbol is as defined in the specification.

  嘌呤核苷在3'-位（最好是α-位）被氟化后，可以通过氟化一种新的嘌呤核苷衍生物（1）来经济高效地生产，其中5'-位的羟基被保护以获得高产率的新嘌呤核苷衍生物（2）。衍生物（2）经过脱硫化、去保护R1，必要时保护、去保护或修饰核酸碱基部分，以获得所需的嘌呤核苷（3）。 其中每个符号的定义如规范中所述。
• ANTIVIRAL COMPOUNDS AND COMPOSITIONS
  申请人：Quart Barry D.

  公开号：US20080249066A1

  公开（公告）日：2008-10-09

  Described herein are compounds useful in the treatment of viral diseases, compositions comprising them and methods of using them. The compounds comprise a nucleoside or nucleoside analog linked, commonly through a phosphate group to one of a selected group of lipids. In some embodiments, the compounds described herein are useful for treating HIV infection, AIDS and other viral infections.

  本文描述了用于治疗病毒性疾病的化合物，包括这些化合物的组合物以及使用它们的方法。这些化合物包括一个核苷或核苷类似物，通常通过磷酸酯基团连接到一组选定的脂质之一。在某些实施例中，本文描述的化合物可用于治疗HIV感染、艾滋病和其他病毒感染。
• Selective anti-viral nucleoside chain terminators
  申请人：——

  公开号：US20030100759A1

  公开（公告）日：2003-05-29

  The present invention relates to dideoxynucleoside analog compounds containing a dideoxy ribofuranosyl moiety that exhibit selective anti-viral activity coupled with substantially low toxicity toward the host cells. In particular, the compounds according to the present invention show potent inhibition of the replication of the human immunodeficiency virus (HIV), while remaining substantially inert toward host cell DNA. Compounds according to the present invention exhibit primary utility as agents for inhibiting the growth or replication of retroviruses, particularly HIV. The compounds of the invention comprise a (2,3 ′-dideoxy-&bgr;-ribofuranosyl) ring coupled to a heterocyclic nucleobase that lacks an “O2 carbonyl”, that enables them to selectively react with and inhibit viral reverse transcriptase, while remaining substantially unreactive toward human DNA polymerases.

  本发明涉及含有二氧核糖基团的二氧核苷类似化合物，其具有对宿主细胞具有极低毒性的选择性抗病毒活性。具体来说，本发明的化合物显示对人类免疫缺陷病毒（HIV）的复制具有强效抑制作用，同时对宿主细胞DNA保持基本惰性。本发明的化合物主要用途是作为抑制逆转录病毒（尤其是HIV）的生长或复制的药剂。本发明的化合物包括一个(2,3'-二氧-β-核糖基)环与一个缺乏“O2酮基”的杂环核碱相结合，使它们能够选择性地与并抑制病毒逆转录酶发生反应，同时对人类DNA聚合酶基本不发生反应。
• [EN] L-2',3'-DIDEOXY NUCLEOSIDE ANALOGS AS ANTI-HEPATITIS B (HBV) AND ANTI-HIV AGENTS<br/>[FR] ANALOGUES DE L-2', 3'-DIDESOXY NUCLEOSIDES UTILISES COMME AGENTS ANTI-HEPATITE B ET ANTI-VIH
  申请人：YALE UNIVERSITY

  公开号：WO1994027616A1

  公开（公告）日：1994-12-08

  (EN) The present invention relates to the discovery that certain dideoxynucleoside analogs which contain a dideoxy ribofuranosyl moiety having an L-configuration (as opposed to the naturally occurring D-configuration) exhibit unexpected activity against Hepatitis B virus (HBV). In particular, the compounds according to the present invention show potent inhibition of the replication of the virus in combination with very low toxicity to the host cells (i.e., animal or human tissue). Compounds according to the present invention exhibit primary utility as agents for inhibiting the growth or replication of HBV, HIV and other retroviruses, most preferably HBV. The compound 1-(2,3-dideoxy-beta-L-ribofuranosyl)-5-fluorocytosine is shown to be a potent anti-HIV agent with low toxicity to host cells.(FR) L'invention concerne la découverte que certains analogues de didésoxy nucléosides contenant une fraction didésoxy ribofuranosyle présentant une configuration L (à la différence de la configuration D naturelle) présentent une activité inattendue contre le virus de l'hépatite B. Les composés de l'invention présentent notamment une puissante inhibition de la réplication du virus en combinaison avec une très faible toxicité vis-à-vis des cellules hôtes (c'est-à-dire, des tissus animaux ou humains). Les composés de l'invention présentent une utilité principale comme agents destinés à inhiber la croissance et la réplication du virus de l'hépatite B, du VIH et d'autres rétrovirus, de préférence le virus de l'hépatite B. On a démontré que le composé 1-(2,3-didésoxy-béta-L-ribofuranosyle)-5-fluorocytosine constitue un agent puissant anti-VIH présentant une faible toxicité à l'égard de cellules hôtes.

  本发明涉及到发现了某些二脱氧核苷类似物，其中包含一个具有L构型（与自然存在的D构型相反）的二脱氧核糖苷基团，表现出意外的抗乙型肝炎病毒（HBV）的活性。特别地，本发明的化合物在与宿主细胞（即动物或人类组织）的毒性非常低的情况下，表现出对病毒复制的强效抑制。本发明的化合物主要用途是作为抑制HBV、HIV和其他逆转录病毒的生长或复制的药物，最好是HBV。已经证明化合物1-（2,3-二脱氧-β-L-核糖呋喃苷）-5-氟胞嘧啶是一种具有低毒性对宿主细胞的强效抗HIV药物。
• ANDROGRAPHOLIDE ANALOGS AND THEIR USE FOR MEDICATION
  申请人：LIAONING LIFENG SCIENTIFIC & TECHNOLOGY DEVELOPMENT COMPANY LTD.

  公开号：US20150150893A1

  公开（公告）日：2015-06-04

  This invention relates to novel andrographolide analogs of formula I that are useful for the treatment, prevention and/or amelioration of human diseases of viruses and cancers. This invention also relates with their pharmaceutical compositions, preparative methods and applications.

  本发明涉及式I的新型andrographolide类似物，其可用于治疗、预防和/或改善病毒和癌症等人类疾病。本发明还涉及它们的制药组合物、制备方法和应用。