6-(9-Cyclopentylmethoxy-nonyl)-3-(4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-3H-furo[2,3-d]pyrimidin-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃[2,3-d]嘧啶
• 英文名称: 6-(9-Cyclopentylmethoxy-nonyl)-3-(4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-3H-furo[2,3-d]pyrimidin-2-one
• 英文别名: 6-[9-(cyclopentylmethoxy)nonyl]-3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]furo[2,3-d]pyrimidin-2-one
• 化学式: C₂₆H₄₀N₂O₆
• 分子量: 476.613
• InChiKey: MNKOMFRXWAQJKH-RBZQAINGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  34
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  undec-10-yn-1-yl methanesulfonate 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.0h， 生成 6-(9-Cyclopentylmethoxy-nonyl)-3-(4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-3H-furo[2,3-d]pyrimidin-2-one
  参考文献：
  名称：

  Novel bicyclic furanopyrimidines with dual anti-VZV and -HCMV activity

  摘要：

  Several novel bicyclic furanopyrimidine deoxy nucleosides have been designed, prepared and evaluated as anti-Varicella Zoster Virus agents. The compounds have long ether side chains. Uniquely amongst compounds of this family to date the present agents show dual anti- (VZV) and human cytomegalovirus (HCMV) activity. The lead compounds inhibit VZV at 10 nM and HCMV at 5 muM. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.028

文献信息

• Novel bicyclic furanopyrimidines with dual anti-VZV and -HCMV activity
  作者：Christopher McGuigan、Andrea Brancale、Graciela Andrei、Robert Snoeck、Erik De Clercq、Jan Balzarini

  DOI：10.1016/j.bmcl.2003.08.028

  日期：2003.12

  Several novel bicyclic furanopyrimidine deoxy nucleosides have been designed, prepared and evaluated as anti-Varicella Zoster Virus agents. The compounds have long ether side chains. Uniquely amongst compounds of this family to date the present agents show dual anti- (VZV) and human cytomegalovirus (HCMV) activity. The lead compounds inhibit VZV at 10 nM and HCMV at 5 muM. (C) 2003 Elsevier Ltd. All rights reserved.