(2,4-二氧代-1,2,3,4-四氢嘧啶-5-基)乙酸 | 20763-91-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: (2,4-二氧代-1,2,3,4-四氢嘧啶-5-基)乙酸
• 英文名称: uracil-5-ylacetic acid
• 英文别名: 2-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acetic acid；5-carboxymethyluridine；5-Carboxymethyluracil；(2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-acetic acid；(2,4-Dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-essigsaeure；2-(2,4-dioxo-1H-pyrimidin-5-yl)acetic acid
• CAS: 20763-91-1
• 化学式: C₆H₆N₂O₄
• mdl: MFCD08690197
• 分子量: 170.125
• InChiKey: ZVGODTQUYAKZMK-UHFFFAOYSA-N

物化性质

• 熔点：
  302 °C
• 密度：
  1.479±0.06 g/cm3(Predicted)
• 溶解度：
  0.02 M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  95.5
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  (2,4-二氧代-1,2,3,4-四氢嘧啶-5-基)乙酸 在 三氟甲磺酸三甲基硅酯 作用下， 以 1,2-二氯乙烷 、 xylene 为溶剂， 反应 4.0h， 生成 2',3',5'-tri-O-benzoyl-5-carboxymethyluridine
  参考文献：
  名称：

  Synthesis of Some Hydroxamic Acids Related to Uridine: Potential Inhibitors of Ribonucleoside Diphosphate Reductase

  摘要：

  5-(N-Hydroxy)carboxamidouridine (5) and 5-(N-hydroxy)carboxamidomethyluridine (6) have been synthesized; these hydroxamic acids incorporate a radical trap into a nucleoside structure, and are designed as potential inhibitors of ribonucleotide diphosphate reductase.

  DOI：

  10.1080/07328319708002527
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢碘酸 作用下， 生成 (2,4-二氧代-1,2,3,4-四氢嘧啶-5-基)乙酸
  参考文献：
  名称：

  Johnson; Ambler, Journal of the American Chemical Society, 1911, vol. 33, p. 981

  摘要：

  DOI：

文献信息

• [EN] DIHYDROPYRIMIDINE DERIVATIVES AND USES THEREOF IN THE TREATMENT OF HBV INFECTION OR OF HBV-INDUCED DISEASES<br/>[FR] DÉRIVÉS DE DIHYDROPYRIMIDINE ET LEURS UTILISATIONS DANS LE TRAITEMENT D'UNE INFECTION PAR LE VIRUS DE L'HÉPATITE B OU DE MALADIES INDUITES PAR LE VIRUS DE L'HÉPATITE B
  申请人：JANSSEN SCIENCES IRELAND UNLIMITED CO

  公开号：WO2020001448A1

  公开（公告）日：2020-01-02

  The application describes dihydropyrimidine derivatives which are useful in the treatment or prevention of HBV infection or of HBV-induced diseases, more particularly of HBV chronic infection or of diseases induced by HBV chronic infection, as well as pharmaceutical or medical applications thereof.

  该申请描述了二氢嘧啶衍生物，其在治疗或预防HBV感染或HBV引起的疾病中是有用的，尤其是HBV慢性感染或由HBV慢性感染引起的疾病，以及它们的药物或医疗应用。
• Peptide nucleic acids
  申请人：ISIS Pharmaceuticals, Inc.

  公开号：US06451968B1

  公开（公告）日：2002-09-17

  Novel peptide nucleic acids and novel linked peptide nucleic acids, form triple stranded structures with nucleic acids. The peptide nucleic acids include ligands such as naturally occurring nucleobases attached to a peptide backbone through a suitable linker. Other nucleobases including C-pyrimidines and iso-pyrimidines can be used as the ligands in Hoogsteen strands to increase binding affinity. Two peptide nucleic acid strands are joined together with a linker to form a bis-peptide nucleic acid. The individual strands of the peptide nucleic acids in the bis compounds can be orientated either parallel or antiparallel to each other.

  新型肽核酸和新型连接的肽核酸与核酸形成三股结构。肽核酸包括配体，例如通过适当的连接剂连接到肽骨架上的天然存在的核碱基。其他核碱基包括C-嘧啶和异嘧啶可以用作胡金氏链中的配体，以增加结合亲和力。两条肽核酸链通过连接剂连接在一起形成双肽核酸。双肽核酸中肽核酸的各个链可以平行或反平行定向。
• [EN] COMPOUNDS AND COMPOSITIONS FOR INTRACELLULAR DELIVERY OF AGENTS<br/>[FR] COMPOSÉS ET COMPOSITIONS POUR L'ADMINISTRATION INTRACELLULAIRE D'AGENTS
  申请人：MODERNATX INC

  公开号：WO2018232120A1

  公开（公告）日：2018-12-20

  The disclosure features amino lipids and compositions involving the same. Nanoparticle compositions include an amino lipid as well as additional lipids such as phospholipids, structural lipids, PEG lipids, or a combination thereof. Nanoparticle compositions further including therapeutic and/or prophylactic agents such as RNA are useful in the delivery of therapeutic and/or prophylactic agents to mammalian cells or organs to, for example, regulate polypeptide, protein, or gene expression.

  该披露涉及氨基脂质和包含氨基脂质的组合物。纳米粒子组合物包括氨基脂质以及额外的脂质，如磷脂、结构脂质、PEG脂质或二者的组合。纳米粒子组合物还包括治疗和/或预防剂，如RNA，可用于将治疗和/或预防剂传递到哺乳动物细胞或器官，例如，调节多肽、蛋白质或基因表达。
• Linked peptide nucleic acids
  申请人：ISIS Pharmaceuticals, Inc.

  公开号：US06441130B1

  公开（公告）日：2002-08-27

  Novel peptide nucleic acids and novel linked peptide nucleic acids, form triple stranded structures with nucleic acids. The peptide nucleic acids include ligands such as naturally occurring nucleobases attached to the peptide backbone through a suitable linker. Other nucleobases including C-pyrimidines and iso-pyrimidines can be used as the ligands in Hoogsteen strands to increase binding affinity. Two peptide nucleic acid strands are joined together with a linker to form a bis-peptide nucleic acid. The individual strands of the peptide nucleic acids in the bis compounds can be oriented either parallel or antiparallel to each other.

  新型肽核酸和新型连接的肽核酸与核酸形成三股结构。肽核酸包括配体，例如通过适当的连接剂连接到肽骨架上的天然存在的核碱基。其他核碱基，包括C-嘧啶和异嘧啶，可以用作胡格斯块链中的配体，以增加结合亲和力。两条肽核酸链通过连接剂连接在一起形成双肽核酸。双化合物中肽核酸的单条链可以平行或反平行定向。
• Design of Bivalent Nucleic Acid Ligands for Recognition of RNA-Repeated Expansion Associated with Huntington’s Disease
  作者：Shivaji A. Thadke、J. Dinithi R. Perera、V. M. Hridya、Kirti Bhatt、Ashif Y. Shaikh、Wei-Che Hsieh、Mengshen Chen、Chakicherla Gayathri、Roberto R. Gil、Gordon S. Rule、Arnab Mukherjee、Charles A. Thornton、Danith H. Ly

  DOI：10.1021/acs.biochem.8b00062

  日期：2018.4.10

  they undergo template-directed native chemical ligation to form concatenated oligomeric products that bind tightly to the RNA template. In the absence of an RNA target, they self-deactivate by undergoing an intramolecular reaction to form cyclic products, rendering them inactive for further binding. The work has implications for the design of ultrashort nucleic acid ligands for targeting rCAG-repeat expansion

  我们报告了一种新型核酸配体的开发，该配体由 Janus 碱基和 MPγPNA 主链组成，能够通过二价氢键相互作用以序列特异性和选择性方式结合 rCAG 重复序列。单独而言，配体和 RNA 之间的相互作用很弱且短暂。然而，在安装 C 端硫酯和 N 端胱氨酸并还原二硫键后，它们会经历模板引导的天然化学连接，形成与 RNA 模板紧密结合的串联寡聚产物。在没有 RNA 靶标的情况下，它们会通过分子内反应形成环状产物而自我失活，从而使它们失去进一步结合的活性。这项工作对于设计超短核酸配体具有重要意义，该配体用于靶向与亨廷顿病和许多其他相关神经肌肉和神经退行性疾病相关的 rCAG 重复扩增。

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