β-D-2-hydroxymethyl-5-(5-fluorocytosin-1-yl)-1,3-dioxolane | 145417-33-0

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 核苷和核苷酸类似物
• 英文名称: β-D-2-hydroxymethyl-5-(5-fluorocytosin-1-yl)-1,3-dioxolane
• 英文别名: β-D-2',3'-dideoxy-3'-oxa-5-fluorocytidine；4-amino-5-fluoro-1-[(2R,4R)-2-(hydroxymethyl)-1,3-dioxolan-4-yl]pyrimidin-2-one
• CAS: 145417-33-0
• 化学式: C₈H₁₀FN₃O₄
• 分子量: 231.184
• InChiKey: RJKXXGNCKMQXTH-PHDIDXHHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  97.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (2R)-4-acetoxy-2-[(benzyloxy)methyl]dioxolane 、 alkaline earth salt of/the/ methylsulfuric acid 生成 4-Amino-5-fluoro-1-((2R,4S)-2-hydroxymethyl-[1,3]dioxolan-4-yl)-1H-pyrimidin-2-one 、 β-D-2-hydroxymethyl-5-(5-fluorocytosin-1-yl)-1,3-dioxolane
  参考文献：
  名称：

  Structure-Activity Relationships Among a New Class of Antiviral Heterosubstituted 2',3'-Dideoxynucleoside Analogues

  摘要：

  3'-Oxa-4'-thiocytidine nucleoside analogues 14-17 were prepared from oxathiolanes 10 and 11, and evaluated for activity against HIV-1 and HBV in vitro. The nucleoside analogues were found to possess potent activities against HIV-1 in a panel of cell lines. Compound 16 is moderately active against HBV in 2.2.15 cells.

  DOI：

  10.1080/15257779508012439

文献信息

• Nucleotide mimics and their prodrugs
  申请人：——

  公开号：US20040059104A1

  公开（公告）日：2004-03-25

  The present invention relates to nucleoside diphosphate mimics and nucleoside triphosphate mimics, which contain diphosphate or triphosphate moiety mimics and optionally sugar-modifications and/or base-modifications. The nucleotide mimics of the present invention, in a form of a pharmaceutically acceptable salt, a pharmaceutically acceptable prodrug, or a pharmaceutical formulation, are useful as antiviral, antimicrobial, and anticancer agents. The present invention provides a method for the treatment of viral infections, microbial infections, and proliferative disorders. The present invention also relates to pharmaceutical compositions comprising the compounds of the present invention optionally in combination with other pharmaceutically active agents.

  本发明涉及核苷二磷酸模拟物和核苷三磷酸模拟物，其中包含二磷酸或三磷酸基团模拟物，以及可选的糖修饰和/或碱基修饰。本发明的核苷酸模拟物，以药学上可接受的盐、药学上可接受的前药或药物配方的形式，可用作抗病毒、抗微生物和抗癌剂。本发明提供了一种治疗病毒感染、微生物感染和增生性疾病的方法。本发明还涉及包含本发明化合物的药物组合物，可选地与其他药理活性剂结合。
• NOVEL PHOSPH(ON)ATE- AND SULF(ON)ATE-BASED PHOSPHATE MODIFIED NUCLEOSIDES USEFUL AS SUBSTRATES FOR POLYMERASES AND AS ANTIVIRAL AGENTS
  申请人：Herdewijn Piet

  公开号：US20120245029A1

  公开（公告）日：2012-09-27

  This invention provides phosphate-modified nucleosides represented by the structural formula (I): wherein W is O or S, and wherein B, R 1 ; R 3 and R 2 . are as defined herein. These compounds are useful as substrates for DNA/RNA polymerases, and as anti-viral agents in particular against HIV-1.

  这项发明提供了由结构式(I)表示的磷酸修饰核苷酸，其中W为O或S，而B、R1、R2和R3如此处所定义。这些化合物可作为DNA/RNA聚合酶的底物，特别是在抗击HIV-1方面作为抗病毒剂。
• Nucleosides with anti-hepatitis B Virus activity
  申请人：Schinazi Raymond F.

  公开号：US20090105185A1

  公开（公告）日：2009-04-23

  A method for the treatment of a host, and in particular, a human, infected with hepatitis B virus (HBV) is provided that includes administering an effective amount of a β-L-nucleotide, optionally in combination therapy with other drugs for the treatment of HBV or human immuno-deficiency virus (HIV).

  本发明提供了一种用于治疗感染乙型肝炎病毒（HBV）的宿主，特别是人类的方法，包括给予有效量的β-L-核苷酸，可选地与其他用于治疗HBV或人类免疫缺陷病毒（HIV）的药物联合治疗。
• NUCLEOTIDE MIMICS AND THEIR PRODRUGS
  申请人：Biota, Inc.

  公开号：EP1485395A2

  公开（公告）日：2004-12-15
• USE OF COMPOUNDS FOR THE TREATMENT OF PAIN
  申请人：Akron Molecules AG

  公开号：EP2846788A1

  公开（公告）日：2015-03-18