[6-Amino-9-benzyl-2-(2-methoxy-ethoxy)-9H-purin-8-yl]-carbamic acid ethyl ester | 910467-85-5

• 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: [6-Amino-9-benzyl-2-(2-methoxy-ethoxy)-9H-purin-8-yl]-carbamic acid ethyl ester
• 英文别名: ethyl N-[6-amino-9-benzyl-2-(2-methoxyethoxy)purin-8-yl]carbamate
• CAS: 910467-85-5
• 化学式: C₁₈H₂₂N₆O₄
• 分子量: 386.41
• InChiKey: COVJJAQWAXKAQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  126
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [6-Amino-9-benzyl-2-(2-methoxy-ethoxy)-9H-purin-8-yl]-carbamic acid ethyl ester 在 甲醇 、 氨 作用下， 反应 10.0h， 生成 [6-Amino-9-benzyl-2-(2-methoxy-ethoxy)-9H-purin-8-yl]-urea
  参考文献：
  名称：

  Synthesis and immunostimulatory activity of 8-substituted amino 9-benzyladenines as potent Toll-like receptor 7 agonists

  摘要：

  Several 9-benzyl adenine derivatives bearing various substituted amines at the 8-position have been prepared and evaluated for interferon induction in peripheral blood mononuclear cells (PBMC) from healthy human donors. The 8-bromoadenine derivative 5 was used as a versatile intermediate for all substitutions. The most active 8-substituted amino compound was found to be the 8-morpholinoethylamino derivative 19 which had an EC50 in the submicromolar range. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.017
• 作为产物：
  描述：

  8-Azido-9-benzyl-2-(2-methoxy-ethoxy)-9H-purin-6-ylamine 在 R-Ni 氢气 作用下， 以 吡啶 为溶剂， 反应 24.0h， 生成 [6-Amino-9-benzyl-2-(2-methoxy-ethoxy)-9H-purin-8-yl]-carbamic acid ethyl ester
  参考文献：
  名称：

  WO2007/142755

  摘要：

  公开号：

文献信息

• WO2007/142755
  申请人：——

  公开号：——

  公开（公告）日：——
• PURINE ANALOGS
  申请人：Carson Dennis A.

  公开号：US20110098294A1

  公开（公告）日：2011-04-28

  The present invention provides a new patentable class of purine analog compounds, as well as compositions and methods of using them, for example, to prevent or treat various diseases and disorders in human and non-human animals.
• US8846697B2
  申请人：——

  公开号：US8846697B2

  公开（公告）日：2014-09-30
• Synthesis and immunostimulatory activity of 8-substituted amino 9-benzyladenines as potent Toll-like receptor 7 agonists
  作者：Guangyi Jin、Christina C.N. Wu、Rommel I. Tawatao、Michael Chan、Dennis A. Carson、Howard B. Cottam

  DOI：10.1016/j.bmcl.2006.06.017

  日期：2006.9

  Several 9-benzyl adenine derivatives bearing various substituted amines at the 8-position have been prepared and evaluated for interferon induction in peripheral blood mononuclear cells (PBMC) from healthy human donors. The 8-bromoadenine derivative 5 was used as a versatile intermediate for all substitutions. The most active 8-substituted amino compound was found to be the 8-morpholinoethylamino derivative 19 which had an EC50 in the submicromolar range. (c) 2006 Elsevier Ltd. All rights reserved.