9-benzyl-8-hydroxy-2-(2-[2-(2-azidoethoxy)ethoxy]ethoxy)adenine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 9-benzyl-8-hydroxy-2-(2-[2-(2-azidoethoxy)ethoxy]ethoxy)adenine
• 英文别名: 6-amino-2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]-9-benzyl-7H-purin-8-one
• 化学式: C₁₈H₂₂N₈O₄
• 分子量: 414.424
• InChiKey: ALSMAUCTOMEDPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  126
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  9-苄基-2,6-二氯-9h-嘌呤 在 盐酸 、 氨 、 溴 、 sodium hydride 作用下， 以 甲醇 、 乙二醇二甲醚 、 二氯甲烷 为溶剂， 90.0~120.0 ℃ 、1.4 MPa 条件下， 反应 89.0h， 生成 9-benzyl-8-hydroxy-2-(2-[2-(2-azidoethoxy)ethoxy]ethoxy)adenine
  参考文献：
  名称：

  Synthesis of 2-alkoxy-8-hydroxyadenylpeptides: Towards synthetic epitope-based vaccines

  摘要：

  The preparation of three different 2-alkoxy-8-hydroxyadenylpeptide conjugates has been accomplished by solid-phase synthesis combined with 'on-resin' Cu(I) catalyzed Huisgen cycloaddition. The immunogenicity of the compounds has been evaluated in IL-12 production and antigen presentation assays. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.03.034

文献信息

• 2-Azidoalkoxy-7-hydro-8-oxoadenine derivatives as TLR7 agonists inducing dendritic cell maturation
  作者：Jimmy J. Weterings、Selina Khan、Gerbrand J. van der Heden van Noort、Cornelis J.M. Melief、Herman S. Overkleeft、Sjoerd H. van der Burg、Ferry Ossendorp、Gijsbert A. van der Marel、Dmitri V. Filippov

  DOI：10.1016/j.bmcl.2009.02.095

  日期：2009.4

  The synthesis of an array of 2-azidoalkoxy substituted 7-hydro-8-oxoadenines is described. The relation of the structure of these compounds and their ability to induce maturation of dendritic cells is evaluated. (c) 2009 Elsevier Ltd. All rights reserved.
• Synthesis of 2-alkoxy-8-hydroxyadenylpeptides: Towards synthetic epitope-based vaccines
  作者：Jimmy J. Weterings、Selina Khan、Gerbrand J. van der Heden、Jan W. Drijfhout、Cornelis J.M. Melief、Herman S. Overkleeft、Sjoerd H. van der Burg、Ferry Ossendorp、Gijsbert A. van der Marel、Dmitri V. Filippov

  DOI：10.1016/j.bmcl.2006.03.034

  日期：2006.6

  The preparation of three different 2-alkoxy-8-hydroxyadenylpeptide conjugates has been accomplished by solid-phase synthesis combined with 'on-resin' Cu(I) catalyzed Huisgen cycloaddition. The immunogenicity of the compounds has been evaluated in IL-12 production and antigen presentation assays. (c) 2006 Elsevier Ltd. All rights reserved.