thymine sodium salt | 55175-07-0

• 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: thymine sodium salt
• CAS: 55175-07-0；76664-20-5
• 化学式: C₅H₅N₂O₂*Na
• 分子量: 148.097
• InChiKey: WPLAJICZEVDECI-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -4.0
• 重原子数：
  10.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  64.03
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  thymine sodium salt 在 dihydrogen hexachloroplatinate palladium dibenzylidene acetone 、 1,2-双(二苯基膦)乙烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 Acetic acid {dimethyl-[(E)-3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-propenyl]-silanyl}-methyl ester
  参考文献：
  名称：

  Synthesis of unsaturated silicon analogues of acyclonucleosides

  摘要：

  Unsaturated acyclic sila-thymidine analogues were prepared in order to improve their rigidity and to seek better pairing with complementary nucleotides. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00681-9

文献信息

• Synthesis and Antiviral Activity of New Dimeric 1,2,3-Triazolyl Pyrimidine Nucleoside Analogues
  作者：O. V. Andreeva、L. F. Saifina、M. M. Shulaeva、M. G. Belenok、V. V. Zarubaev、A. V. Slita、A. S. Volobueva、V. E. Semenov、V. E. Kataev

  DOI：10.1134/s1070428024040031

  日期：2024.4

  Abstract A series of new dimers of pyrimidine nucleoside analogues have been synthesized. The dimers are composed of two uracil or thymine fragments linked at N3 through a polymethylene bridge and bearing a β-D-ribofuranose residue linked to N1 of the nucleobase through a 1,2,3-triazolylalkyl spacer. Biological screening revealed that some of the synthesized dimers are active against influenza A (H1N1)

  抽象的 合成了一系列新的嘧啶核苷类似物二聚体。二聚体由两个尿嘧啶或胸腺嘧啶片段组成，通过多亚甲基桥在 N 3 处连接，并带有 β-D-呋喃核糖残基，通过 1、 2,3-三唑基烷基间隔基。生物学筛选表明，部分合成的二聚体对甲型H1N1流感病毒和柯萨奇B3病毒具有活性，IC 50 值分别为13和4.5 μM。
• Synthesis of (t-2-benzyloxymethyl-t-3-hydroxy-r-1-methoxycarbonyl)-tetrahydrofuran from an arabino-lactone triflate with K₂CO₃–MeOH
  作者：Takao Izawa、Kumiko Nakayama、Shigeru Nishiyama、Shosuke Yamamura、Kuniki Kato、Tomohisa Takita

  DOI：10.1039/p19920003003

  日期：——

  The arabino-lactone triflate 4 reacts with K2CO3 in MeOH to give the oxetane ester 5 and the tetrahydrofuran ester 6 in a ratio dependent upon the reaction temperature.
• Evaluation of Oligonucleotides with Novel Modifications
  作者：Erik Larsen、Krzysztof Danel、Abdel-Aleem Abdel-Aleem、Poul Niclsen、Jesper Wengel、Erik Pedersen

  DOI：10.1080/15257779508012543

  日期：1995.5.1

  Oligodeoxynucleotides modified with carboxamide linked dimeric nucleotides and an acyclic nucleoside were prepared and investigated for their hybridization properties toward DNA.
• 2-Deoxy-3-C-(hydroxymethyl)-D-pentofuranose Derivatives: Stereoselective Synthesis and Conversion into a Novel Class of Nucleoside Analogs
  作者：Claus Scheuer-Larsen、Henrik M. Pfundheller、Jesper Wengel

  DOI：10.1021/jo00127a041

  日期：1995.11

  Oxidation of pure anomers of 5-O-monoprotected methyl 2-deoxy-D-ribofuranosides 3-6 followed by Lombardo methylenation afforded the novel 3-C-methylene pentofuranosides 11-14. Subsequent osmium tetraoxide-catalyzed dihydroxylations of 11, 13, and 14 afforded a mixture of erythro- and three-configured S-C-hydroxymethyl furanosides 15/16, 18/19, and 20/21, respectively. However, analogous dihydroxylation of 5-O-(4-phenylbenzoyl)-protected beta-anomer 12 proceeded with complete stereoselectivity to give 3-C-(hydroxymethyl)-beta-D-erythro pentofuranoside 17 in 76% yield. Conversion of 17 to the corresponding primary tosylate 22, followed by base-catalyzed nucleophilic attack by the nucleobases adenine and thymine, afforded after deprotection compounds 25 and 26, respectively, as the first examples of a novel class of nucleoside analogues.