2-[1-(2-Hydroxy-ethoxymethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylsulfanyl]-acetamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并嘧啶类
• 英文名称: 2-[1-(2-Hydroxy-ethoxymethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylsulfanyl]-acetamide
• 英文别名: 2-[1-(2-Hydroxyethoxymethyl)pyrazolo[3,4-d]pyrimidin-4-yl]sulfanylacetamide
• 化学式: C₁₀H₁₃N₅O₃S
• 分子量: 283.311
• InChiKey: INZQIAQYLFAZBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  141
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (1H-Pyrazolo[3,4-d]pyrimidin-4-ylsulfanyl)-acetic acid ethyl ester 在 氨 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-[1-(2-Hydroxy-ethoxymethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylsulfanyl]-acetamide
  参考文献：
  名称：

  一些无环核苷α-（吡唑并[3,4-d]嘧啶-4-基硫基）烷基酰胺的合成。

  摘要：

  描述了一些无环α-（吡唑并[3,4-d]嘧啶-4-基硫基）烷基酰胺核苷的合成。

  DOI：

  10.1081/ncn-100002467

文献信息

• SYNTHESIS AND BIOLOGICAL EVALUATION OF SOME ACYCLIC<font>α</font>-(1<i>H</i>-PYRAZOLO[3,4-d]PYRIMIDIN-4-YL)THIOALKYLAMIDE NUCLEOSIDES
  作者：O. Moukha-chafiq、M. L. Taha、H. B. Lazrek、J. J. Vasseur、E. De Clercq

  DOI：10.1081/ncn-120003180

  日期：2002.4.15

  The chemical synthesis of some acyclic alpha-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)thioalkylamide nucleosides (10-12)a-c is described. The treatment of 1H-pyrazolo[3,4-d]pyrimidin-4-thione 1 with compounds 2a-c gave, regioselectively, ethyl alpha-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)thioalkylates 3a-c, respectively. These heterocycles were alkylated, separately, with alkylating agents 4, 5 and 6 to give, regioselectively, the N-1-acyclic nucleosides (7-9)a-c which were deprotected to afford the desired products (10-12)a-c. All synthetic compounds were characterized on the basis of their physical and spectroscopic properties. The products (10-12)a-c were evaluated for their inhibitory effects against the replication of HIV-1 (IIIB), HIV-2 (ROD), various DNA viruses, a variety of tumor-cell lines and M. tuberculosis. No marked biological activity was found.
• SYNTHESIS OF SOME ACYCLONUCLEOSIDES α-(PYRAZOLO[3,4-d]PYRIMIDIN-4-YLTHIO)-ALKYLAMIDES
  作者：M. L. Taha、O. Moukha-Chafiq、H. B. Lazrek、J. J. Vasseur、J. L. Imbach

  DOI：10.1081/ncn-100002467

  日期：2001.3.31

  The synthesis of some acyclic alpha-(pyrazolo[3,4-d]pyrimidin-4-ylthio)alkylamide nucleosides is described.

  描述了一些无环α-（吡唑并[3,4-d]嘧啶-4-基硫基）烷基酰胺核苷的合成。