3-[(3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-6-amino-7H-purin-2-one | 656808-47-8

• 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: 3-[(3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-6-amino-7H-purin-2-one
• CAS: 656808-47-8
• 化学式: C₁₃H₁₇N₅O₅
• 分子量: 323.308
• InChiKey: YQPKUWTWCCBHBX-IOSLPCCCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  135
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-[(3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-6-amino-7H-purin-2-one 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以1.5 g的产率得到6-amino-5',9-anhydro-3-(2,3-O-isopropylidene-β-D-ribofuranosyl)-9H-purine-2(3H)-one
  参考文献：
  名称：

  Synthesis and Biological Activity of 5′,9-Anhydro-3-Purine-ISONucleosides as Potential Anti-Hepatitis C Virus Agents

  摘要：

  In order to study structure-activity relationships among the derivatives and congeners of 5',9-anhydro-3-(beta-D-ribofuranosyl)xanthine for anti-hepatitis C virus activity, a series of 5',9-anhydro-purine-isonucleosides with a substituent (s) at 6- or/and 8-position of the purine moiety were synthesized, and their anti-hepatitis C virus activity and cytotoxicity were evaluated and discussed.

  DOI：

  10.1080/15257770601052307
• 作为产物：
  描述：

  6-amino-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)purine-2-one 在 对甲苯磺酸 、 正丁胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 49.0h， 生成 3-[(3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-6-amino-7H-purin-2-one
  参考文献：
  名称：

  Synthesis and Biological Activity of 5′,9-Anhydro-3-Purine-ISONucleosides as Potential Anti-Hepatitis C Virus Agents

  摘要：

  In order to study structure-activity relationships among the derivatives and congeners of 5',9-anhydro-3-(beta-D-ribofuranosyl)xanthine for anti-hepatitis C virus activity, a series of 5',9-anhydro-purine-isonucleosides with a substituent (s) at 6- or/and 8-position of the purine moiety were synthesized, and their anti-hepatitis C virus activity and cytotoxicity were evaluated and discussed.

  DOI：

  10.1080/15257770601052307

文献信息

• COMPOUNDS WITH THE BICYCLO 4.2.1 NONANE SYSTEM FOR THE TREATMENT OF i FLAVIVIRIDAE /i INFECTIONS
  申请人：Pharmasset, Inc.

  公开号：EP1545545A2

  公开（公告）日：2005-06-29
• EP1545545A4
  申请人：——

  公开号：EP1545545A4

  公开（公告）日：2008-09-03
• [EN] COMPOUNDS WITH THE BICYCLO[4.2.1]NONANE SYSTEM FOR THE TREATMENT OF FLAVIVIRIDAE INFECTIONS<br/>[FR] COMPOSES CONTENANT UN BICYCLO[4.2.1]NONANE, UTILISES DANS LE TRAITEMENT DES INFECTIONS CAUSEES PAR LES FLAVIVIRIDAE
  申请人：PHARMASSET LTD

  公开号：WO2004013300A2

  公开（公告）日：2004-02-12

  The disclosed invention is a bicyclo[4.2.1]nonane and its pharmaceutically acceptable salt or prodrug, and its composition and method of use to treat Flaviviridae (Hepacivirus, Flavivirus, and Pestivirus) infections on a host, including animals, and especially humans.