4-methylthio-7-(β-D-ribofuranosyl)-pyrazolo<1,5-a>1,3,5-triazine | 71774-69-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-methylthio-7-(β-D-ribofuranosyl)-pyrazolo<1,5-a>1,3,5-triazine
• 英文别名: (1S)-(4-methylsulfanyl-pyrazolo[1,5-a][1,3,5]triazin-8-yl)-D-1,4-anhydro-ribitol；(2R,3S,4R,5S)-2-(hydroxymethyl)-5-(4-methylsulfanylpyrazolo[1,5-a][1,3,5]triazin-8-yl)oxolane-3,4-diol
• CAS: 71774-69-1
• 化学式: C₁₁H₁₄N₄O₄S
• 分子量: 298.323
• InChiKey: IQOZRJOXWFJLMN-BGZDPUMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  138
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-methylthio-7-(β-D-ribofuranosyl)-pyrazolo<1,5-a>1,3,5-triazine 在 盐酸羟胺 、 sodium ethanolate 作用下， 以 甲醇 、 乙醇 为溶剂， 生成 8-β-D-ribofuranosyl-3H-pyrazolo[1,5-a][1,3,5]triazin-4-one oxime
  参考文献：
  名称：

  Nucleosides. 112. Synthesis of some new pyrazolo[1,5-a]-1,3,5-triazines and their C-nucleosides

  摘要：

  DOI：

  10.1021/jo00393a019
• 作为产物：
  描述：

  4-amino-7-(β-D-ribofuranosyl)-pyrazolo<1,5-a>1,3,5-triazine 在 硫化氢 、 sodium methylate 作用下， 以 甲醇 、 水 为溶剂， 生成 4-methylthio-7-(β-D-ribofuranosyl)-pyrazolo<1,5-a>1,3,5-triazine
  参考文献：
  名称：

  Nucleosides. 112. Synthesis of some new pyrazolo[1,5-a]-1,3,5-triazines and their C-nucleosides

  摘要：

  DOI：

  10.1021/jo00393a019

文献信息

• PYRAZOLOTRIAZOLYL NUCLEOSIDE ANALOGUES AND OLIGONUCLEOTIDES COMPRISING THEM
  申请人：Bio-lab Ltd.

  公开号：EP2854813A1

  公开（公告）日：2015-04-08
• US9994604B2
  申请人：——

  公开号：US9994604B2

  公开（公告）日：2018-06-12
• [EN] PYRAZOLOTRIAZOLYL NUCLEOSIDE ANALOGUES AND OLIGONUCLEOTIDES COMPRISING THEM<br/>[FR] ANALOGUES DE PYRAZOLOTRIAZOLYL-NUCLÉOSIDES ET OLIGONUCLÉOTIDES LES COMPRENANT
  申请人：BIO LAB LTD

  公开号：WO2013179289A1

  公开（公告）日：2013-12-05

  The present invention relates to pyrazolotriazolyl nucleoside analogues, oligonucleotide comprising them, and uses thereof. Further the invention relates to a method for reducing gene expression in a cell comprising transfecting the cell with such an oligonucleotide. It has been found, in accordance with the present invention, that certain pyrazolotriazolyl-based nucleoside analogues such as 8-[3 '-(2-cyanoethyl)-(N,Ndiisopropyl)]-phosphoramidite-(2 '-deoxy-5 '-dimethoxytri ty 1-13-D-ri bofuranozyl )-4-N-benzoylamino)-pyrazolo [1,5a]-1,3,5-triazine, can be incorporated into oligonucleotides, substituting natural purine nucleosides and imparting acid stability and nuclease stability to the oligonucleotide. Furthermore, oligonucleotides comprising one or more such nucleoside analogues are capable of hybridizing with oligonucleotides having complementary sequences thereto in which no such analogues are incorporated.
• Nucleosides. 112. Synthesis of some new pyrazolo[1,5-a]-1,3,5-triazines and their C-nucleosides
  作者：Steve Y. K. Tam、Robert S. Klein、Iris Wempen、Jack J. Fox

  DOI：10.1021/jo00393a019

  日期：1979.12