5-(甲氧基甲基)尿嘧啶 | 57346-43-7

• 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: 5-(甲氧基甲基)尿嘧啶
• 英文名称: 5-methoxymethyluracil
• 英文别名: 5-methoxymethyl-1H-pyrimidine-2,4-dione；5-Methoxymethyl-1H-pyrimidin-2,4-dion；5-Methoxy-methyluracil；5-Methoxymethyl-uracil；5-(methoxymethyl)-1H-pyrimidine-2,4-dione
• CAS: 57346-43-7
• 化学式: C₆H₈N₂O₃
• 分子量: 156.141
• InChiKey: RZEXJHGIEXQMTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(甲氧基甲基)尿嘧啶 在 硫酸氢铵 、 三氟甲磺酸三甲基硅酯 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 32.0h， 生成 5-methoxymethyl-1-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Synthesis of various 5-alkoxymethyluracil analogues and structure–cytotoxic activity relationship study

  摘要：

  A number of 5-alkoxymethyluracil analogues were synthesized to evaluate their cytotoxic activity. 5-Alkoxymethyluracil derivatives 1 were prepared via known nucleophilic substitution of 5-chloromethyluracil 5 and subsequently transformed to their corresponding nucleosides 2. All prepared compounds were submitted to cytotoxic activity testing against drug sensitive and drug resistant leukaemia cells and solid tumour derived cell lines. In addition, the cytotoxic activity of 5-alkoxymethyluracil analogues 1 and 2 was compared with the previously published 5-[alkoxy(4-nitrophenyl)methyl]uracil analogues 3 and 4. Extensive structure-cytotoxic activity relationship studies are reported. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.07.026
• 作为产物：
  描述：

  甲醇 、 5-(氯甲基)尿嘧啶 反应 2.0h， 以94%的产率得到5-(甲氧基甲基)尿嘧啶
  参考文献：
  名称：

  [EN] MONOCYCLIC PYRIMIDINE/PYRIDINE COMPOUNDS AS INHIBITORS OF P97 COMPLEX
  [FR] COMPOSÉS MONOCYCLIQUES PYRIMIDINE/PYRIDINE COMME INHIBITEURS DU COMPLEXE P97

  摘要：

  在4位上具有苄胺取代基的单环嘧啶和吡啶化合物，以及在2位上具有5:6双环杂芳基取代基的嘧啶或吡啶环，还可以在环的其他位置取代烷基、官能基和/或芳香基成分。这些化合物是含有p97的AAA蛋白酶复合物的抑制剂，并且是用于治疗与p97生物活性相关的疾病如癌症的有效药物。

  公开号：

  WO2015089218A1

文献信息

• Copper-catalyzed Synthesis and Antimicrobial Activity of Disubstituted 1,2,3-Triazoles Starting from 1-Propargyluracils and Ethyl (4-Azido- 1,2,3-trihydroxybutyl)furan-3-carboxylate
  作者：Wael A. El-Sayed、Adel A.-H. Abdel-Rahman

  DOI：10.1515/znb-2010-0110

  日期：2010.1.1

  1,3-Dipolar cycloaddition reactions of 1-propargyluracils 2a - h with the azido derivative 3 afforded the corresponding 1,2,3-triazoles 4a - h. Hydrazinolysis of the esters 4a - h gave the corresponding acid hydrazides 5a - h. Reaction of 5a - h with carbon disulfide in ethanol afforded 6a - h. The antimicrobial activity of compounds 4 - 6 was determined

  1,3-双极环加成反应将1-丙炔基尿嘧啶2a - h与偶氮衍生物3反应，得到相应的1,2,3-三唑4a - h。酯类化合物4a - h的肼解反应得到相应的酸肼5a - h。将5a - h与乙醇中的二硫化碳反应得到6a - h。测定了化合物4-6的抗菌活性。
• Synthesis and compositions of 2'-terminator nucleotides
  申请人：Bodepudi Veeraiah

  公开号：US20050037991A1

  公开（公告）日：2005-02-17

  The invention provides compositions the comprise nucleotides and/or nucleosides having blocking groups at 2′-positions of sugar moieties. Methods of synthesizing these nucleic acids are also provided.

  该发明提供了含有在糖基的2′-位置具有阻断基团的核苷酸和/或核苷的组合物。同时还提供了合成这些核酸的方法。
• [EN] MONOCYCLIC PYRIMIDINE/PYRIDINE COMPOUNDS AS INHIBITORS OF P97 COMPLEX<br/>[FR] COMPOSÉS MONOCYCLIQUES PYRIMIDINE/PYRIDINE COMME INHIBITEURS DU COMPLEXE P97
  申请人：WUSTROW DAVID

  公开号：WO2015089218A1

  公开（公告）日：2015-06-18

  Monocyclic pyrimidine and pyridine compounds having a benzyl amine substituent at the 4 position and a 5:6 bicyclic heteroaryl substituent at the 2 position of the pyrimidine or pyridine ring as well as optional aliphatic, functional and/or aromatic components substituted at other positions of the ring are disclosed. These compounds are inhibitors of the AAA proteasome complex containing p97 and are effective medicinal agents for treatment of diseases associated with p97 bioactivity such as cancer.

  在4位上具有苄胺取代基的单环嘧啶和吡啶化合物，以及在2位上具有5:6双环杂芳基取代基的嘧啶或吡啶环，还可以在环的其他位置取代烷基、官能基和/或芳香基成分。这些化合物是含有p97的AAA蛋白酶复合物的抑制剂，并且是用于治疗与p97生物活性相关的疾病如癌症的有效药物。
• Prodrugs of phosphonate nucleotide analogues and methods for selecting and making same
  申请人：——

  公开号：US20040018150A1

  公开（公告）日：2004-01-29

  A novel method is provided for screening prodrugs of methoxyphosphonate nucleotide analogues to identify prodrugs selectively targeting desired tissues with antiviral or antitumor activity. This method has led to the identification of novel mixed ester-amidates of PMPA for retroviral or hepadnaviral therapy, including compounds of structure (5 a ) having substituent groups as defined herein. Compositions of these novel compounds in pharmaceutically acceptable excipients and their use in therapy and prophylaxis are provided. Also provided is an improved method for the use of magnesium alkoxide for the preparation of starting materials and compounds for use herein.

  本发明提供了一种筛选甲氧基磷酸酯核苷类似物前药的新方法，以确定具有抗病毒或抗肿瘤活性并有选择性地靶向所需组织的前药。该方法已导致识别出新的PMPA混合酯酰胺类前药，用于逆转录病毒或乙型肝炎病毒疗法，包括结构（5a）的化合物，其取代基如本文所定义。提供了这些新化合物在药学可接受的载体中的组成物以及它们在治疗和预防中的使用。还提供了一种改进的镁烷氧化物的使用方法，用于制备本文所述的起始材料和化合物。
• Modified Nucleosides for Rna Interference
  申请人：Herdewijn Piet

  公开号：US20080261905A1

  公开（公告）日：2008-10-23

  The present invention relates to the use of modified nucleotides and single or double stranded oligonucleotides having at least one of said modified nucleotides for performing RNA interference. The modified nucleotides are selected from 6-membered ring containing nucleotides such as hexitol, altritol, O-substituted or O-alkylated altritol, cyclohexenyl, ribo-cyclohexenyl and O-substituted or O-alkylated ribo-cyclohexenyl nucleotides. The present invention also relates to novel modified nucleosides or nucleotides and to the use of the novel modified nucleosides and nucleotides in single or double stranded oligonucleotides for RNA interference, antisense therapy or other applications.

  本发明涉及使用修饰核苷酸和至少含有其中一种修饰核苷酸的单链或双链寡核苷酸来进行RNA干扰。修饰核苷酸从包含六元环的核苷酸中选择，例如己糖醇，阿尔特糖醇，O-取代或O-烷基化的阿尔特糖醇，环己烯基，核糖-环己烯基和O-取代或O-烷基化的核糖-环己烯基核苷酸。本发明还涉及新型修饰核苷或核苷酸以及在单链或双链寡核苷酸中使用新型修饰核苷和核苷酸进行RNA干扰、反义治疗或其他应用。