(5-fluorouracil-1-yl)acetaldehyde

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (5-fluorouracil-1-yl)acetaldehyde
• 英文别名: 2-(5-fluoro-2,4-dioxopyrimidin-1-yl)acetaldehyde
• 化学式: C₆H₅FN₂O₃
• 分子量: 172.116
• InChiKey: QBFZULXEKGVRJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -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：
  0.17
• 拓扑面积：
  66.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (5-fluorouracil-1-yl)acetaldehyde 在 sodium carbonate 作用下， 以 乙醇 、 水 为溶剂， 反应 19.0h， 生成 trans-5-fluoro-1-((5-(hydroxymethyl)-2-methylisoxazolidin-3-yl)methyl)pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Synthesis of novel isoxazolidine analogues of homonucleosides

  摘要：

  A general method for the synthesis of nucleobase-derived nitrones 4a-e by treatment of N-(2-oxoethyl)nucleobases with N-methylhydroxylamine is reported. The nitrones 4a-e were applied in the synthesis of isoxazolidine homonucleosides. Moderate diastereoselectivities (de 28-82%) were observed for cycloadditions between nitrones 4a-e and allyl alcohol with cis-isoxazolidines predominating. The stereochemistry of the substituted isoxazolidines was established based on an analysis of 2D NOE experiments for uracil-containing cycloadducts 6a and 7a. Cycloadditions of uracil-based nitrone 4a with vinyl-, allyl-, vinyloxymethyl- and allyloxymethylphosphonates gave the respective phosphonylated cis-isoxazolidines as the major adducts. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.10.074
• 作为产物：
  描述：

  5-fluoro-1-(2-phthalimidovinyl)uracil 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 生成 (5-fluorouracil-1-yl)acetaldehyde
  参考文献：
  名称：

  McCormick, Joan E.; McElhinney, R. Stanley, Journal of Chemical Research, Miniprint, 1983, # 7, p. 1736 - 1800

  摘要：

  DOI：

文献信息

• Nucleobase-Derived Nitrones: Synthesis and Antioxidant and Neuroprotective Activities in an In Vitro Model of Ischemia–Reperfusion
  作者：Beatriz Chamorro、Iwona E. Głowacka、Joanna Gotkowska、Rafał Gulej、Dimitra Hadjipavlou-Litina、Francisco López-Muñoz、José Marco-Contelles、Dorota G. Piotrowska、María Jesús Oset-Gasque

  DOI：10.3390/ijms23063411

  日期：——

  -phenyl-N-tert-butylnitrone (PBN) and are similar to N-acetyl-L-cysteine (NAC), a well-known antioxidant and neuroprotective agent. The nitrones with the highest neuroprotective capacity were those containing purine nucleobases (nitrones 9f, g, B = adenine, theophylline), followed by nitrones with pyrimidine nucleobases with H or F substituents at the C5 position (nitrones 9a, c). All of these possess EC50 values

  在此，我们报告了一些命名为9a - i的核碱基衍生硝酮的合成、抗氧化和神经保护特性。使用人神经母细胞瘤 SH-SY5Y 细胞针对氧-葡萄糖剥夺体外缺血模型测量硝酮9a -i的神经保护特性。我们的结果表明，硝酮9a -i比 -苯基-N-叔丁基硝酮 ( PBN ) 具有更好的神经保护和抗氧化特性，并且类似于 N-乙酰基-L-半胱氨酸 ( NAC )，一种众所周知的抗氧化剂和神经保护剂代理人。具有最高神经保护能力的硝酮是那些含有嘌呤碱基的硝酮（硝酮9f、g、 B = 腺嘌呤，茶碱），然后是在 C5 位带有 H 或 F 取代基的嘧啶核碱基的硝酮（硝酮9a，c）。所有这些都具有 1-6 M 范围内的 EC 50值和高于 100% 的最大活性。然而，引入甲基取代基（硝酮9b， B = 胸腺嘧啶）或硬卤素取代基如 Br 和 Cl（分别为硝酮9 d，e ， B = 5-Br 和 5-Cl 尿嘧啶）会降低神经保护活性以尿嘧啶为核碱基的硝酮
• Bi-functional complexes and methods for making and using such complexes
  申请人：Gouliaev Alex Haahr

  公开号：US11225655B2

  公开（公告）日：2022-01-18

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.

  本发明涉及一种合成双功能复合物的方法，该复合物包括分子部分和识别分子部分的识别寡核苷酸部分。根据本发明的合成方法的一部分优选在一种或多种有机溶剂中进行，此时包含可选保护标签或寡核苷酸标识符的新生双功能复合物与固体支持物相连接，合成方法的另一部分优选在适合于将寡核苷酸标签酶加到溶液中的新生双功能复合物的条件下进行。
• Synthesis of CMP-sialic Acid Mimics That Have 5-Fluorouracil for Cytosine and the C-Terminal's Peptide Bond for the Phosphate Group: Targeting Inhibitors of Sialyltransferases
  作者：Tsuyoshi Miura、Shinji Nakahara、Toru Tanaka、Kazuharu Noguchi、Kenji Nozaki、Shuichi Tsuji、Tetsuya Kajimoto

  DOI：10.3987/com-04-10009

  日期：——
• BI-FUNCTIONAL COMPLEXES AND METHODS FOR MAKING AND USING SUCH COMPLEXES
  申请人：Nuevolution A/S

  公开号：EP2558577A1

  公开（公告）日：2013-02-20
• BI-FUNCTINAL COMPLEXES AND METHODS FOR MAKING AND USING SUCH COMPLEXES
  申请人：Gouliaev Alex Haahr

  公开号：US20130281324A1

  公开（公告）日：2013-10-24

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.