1-((2r,5r)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1h-pyrimidine-2,4-dione

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 1-((2r,5r)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1h-pyrimidine-2,4-dione
• 英文别名: 1-[(2R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
• 化学式: C₉H₁₂N₂O₆
• 分子量: 244.204
• InChiKey: DRTQHJPVMGBUCF-AYZDMWBASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  119
• 氢给体数：
  4
• 氢受体数：
  6

ADMET

毒理性

毒性数据：小鼠（腹腔注射）：LD50 4335毫克/千克

ToxicityData:Mouse(ip): LD50 4335 mg/kg

来源:NCI Investigational Drugs

文献信息

• [EN] NUCLEOTIDE AND NUCLEOSIDE THERAPEUTIC COMPOSITIONS AND USES RELATED THERETO<br/>[FR] COMPOSITIONS THÉRAPEUTIQUES À BASE DE NUCLÉOTIDES ET NUCLÉOSIDES ET UTILISATIONS ASSOCIÉES
  申请人：UNIV EMORY

  公开号：WO2017155923A1

  公开（公告）日：2017-09-14

  This disclosure relates to nucleotide and nucleoside therapeutic compositions and uses in treating infectious diseases, viral infections, and cancer, where the base of the nucleotide or nucleoside contains at least one thiol, thione or thioether.

  这份披露涉及到核苷酸和核苷类治疗组合物，用于治疗传染病、病毒感染和癌症，在这些组合物中，核苷酸或核苷的碱基至少含有一个硫醇、硫酮或硫醚。
• REACTIVE, LIPOPHILIC NUCLEOSIDE BUILDING BLOCKS FOR THE SYNTHESIS OF HYDROPHOBIC NUCLEIC ACIDS
  申请人：Ionovation GmbH

  公开号：US20190175633A1

  公开（公告）日：2019-06-13

  The present invention relates to a method for the isolation and/or identification of known or unknown sequences of nucleic acids (target sequences) optionally marked with reporter groups by base specific hybridation with complementary sequences using nucleolipids. The nucleolipids are prepared by lipophilizing nucleosides of formula (Ia) wherein Q represents a group having a substituted tetrahydrofuran ring and Bas represents a group having one or more heterocyclic rings having one or more heterocyclic nitrogen atoms.

  本发明涉及一种方法，用于通过碱特异性杂交与互补序列使用核苷酸脂质来分离和/或识别带有报告基团的已知或未知核酸序列（目标序列）。所述核苷酸脂质是通过使式（Ia）的核苷的亲脂化制备的， 其中，Q代表具有取代四氢呋喃环的基团，Bas代表具有一个或多个含有一个或多个杂环氮原子的杂环环的基团。
• METHOD FOR SYNTHESIZING RIBONUCLEIC ACID H-PHOSPHONATE MONOMER, AND OLIGONUCLEOTIDE SYNTHESIS IN WHICH SAID MONOMER IS USED
  申请人：GeneDesign, Inc.

  公开号：US20200331945A1

  公开（公告）日：2020-10-22

  The present invention pertains to a method for synthesizing a ribonucleic acid H-phosphonate monomer, and a method for performing oligonucleotide synthesis in which said monomer is used. The present invention pertains to a method for manufacturing an inexpensively manufacturable H-phosphonate nucleoside derivative in which selective protection is provided to position 2′ of a ribonucleoside monomer required in RNA oligonucleotide synthesis. The present invention is characterized in that: hydroxyl groups in position 2′ and position 3′, which have slightly different reactivity, are caused to react with an aromatic acyl halide at low temperature to selectively esterify position 2′; and subsequently the hydroxyl group at position 3′ in one pot is captured by a phosphityl group to prevent position 2′ and position 3′ transfer of the acyl group.

  本发明涉及一种合成核糖核酸H-膦酸酯单体的方法，以及一种在其中使用该单体的寡核苷酸合成方法。本发明涉及一种制造成本低廉的H-膦酸酯核苷衍生物的方法，其中对核糖核苷单体的2′位提供选择性保护，该单体在RNA寡核苷酸合成中所需。本发明的特点在于：在低温下使2′位和3′位的羟基（其反应性略有不同）与芳香酰卤反应，选择性地酯化2′位；随后，在同一反应容器中，通过磷酸酯基捕获3′位的羟基，以防止酰基的2′位和3′位转移。
• Novel Dideoxynucleoside Derivatives
  申请人：Kitade Yukio

  公开号：US20080064868A1

  公开（公告）日：2008-03-13

  The present invention discloses a 5′-amino-2′-fluoro-2′,5′-dideoxynucleoside derivative represented by the following formula [1]: (wherein R 1 represents a nucleic acid base which may have a protecting group; R 2 represents a hydrogen atom or a protecting group of an amino group; R 3 represents a hydrogen atom or a protecting group of a hydroxyl group); a dideoxynucleoside-insoluble carrier bound substance prepared by binding said dideoxynucleoside derivative to an insoluble carrier, and an oligonucleotide analogue into which said dideoxynucleoside derivative is introduced. The oligonucleotide analogue being introduced with a dideoxynucleoside derivative of the present invention has excellent thermal stability and also high binding affinity when duplex is formed. Also, it is anticipated that it has high resistance to nucleases. Further, the dideoxynucleoside derivative of the present invention can be used as an amidite reagent to be used for nucleic acid synthesis, and also as a starting material for solid phase synthesis of nucleic acid by binding the amidite reagent to a solid phase.

  本发明公开了由下式[1]所表示的5'-氨基-2'-氟-2',5'-二脱氧核苷衍生物（其中R1表示可能具有保护基团的核酸碱基；R2表示氢原子或氨基的保护基团；R3表示氢原子或羟基的保护基团）；通过将该二脱氧核苷衍生物与不溶性载体结合而制备的二脱氧核苷载体结合物质；以及引入了该二脱氧核苷衍生物的寡核苷酸类似物。本发明引入了含有该二脱氧核苷衍生物的寡核苷酸类似物具有优异的热稳定性，当形成双链时也具有高结合亲和力。此外，预计它具有高核酸酶抵抗力。此外，本发明的二脱氧核苷衍生物可用作用于核酸合成的酰胺酯试剂，也可作为将酰胺酯试剂结合到固相上进行核酸固相合成的起始物料。
• URIDINE MONOPHOSPHATE AND TRIPHOSPHATE DERIVATIVES, COMPOSITIONS AND METHODS OF USE
  申请人：Tufts University

  公开号：US20180085386A1

  公开（公告）日：2018-03-29

  This disclosure relates to uridine nucleoside derivatives, compositions comprising therapeutically effective amounts of those nucleoside derivatives and methods of using those nucleoside derivatives or compositions in treating disorders that are responsive to compounds, such as agonists, of P 2 Y 6 receptor, e.g., neuronal disorders, including neurodegenerative disorders (e.g., Alzheimer's disease, Parkinson's disease) and traumatic CNS injury, pain, Down Syndrome (DS), glaucoma and inflammatory conditions.

  该披露涉及尿苷核苷衍生物，包括含有这些核苷衍生物的治疗有效量的组合物，以及使用这些核苷衍生物或组合物治疗对P2Y6受体的化合物（如激动剂）具有响应的疾病的方法，例如神经元疾病，包括神经退行性疾病（如阿尔茨海默病、帕金森病）和创伤性中枢神经系统损伤、疼痛、唐氏综合征（DS）、青光眼和炎症性疾病。