N'-(2-amino-9-((4aR,6R,7R,7aR)-2,7-dihydroxy-7-methyl-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl)-9H-purin-6-yl)-N'-methylmethanesulfonohydrazide | 928370-55-2

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物
• 英文名称: N'-(2-amino-9-((4aR,6R,7R,7aR)-2,7-dihydroxy-7-methyl-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl)-9H-purin-6-yl)-N'-methylmethanesulfonohydrazide
• CAS: 928370-55-2
• 化学式: C₁₃H₂₀N₇O₈PS
• 分子量: 465.384
• InChiKey: DRWILHGZYUAMOA-VHQAPHLWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.53
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  204.25
• 氢给体数：
  4.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  N'-(2-amino-9-((4aR,6R,7R,7aR)-2,7-dihydroxy-7-methyl-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl)-9H-purin-6-yl)-N'-methylmethanesulfonohydrazide 、 氯甲基碳酸异丙酯 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-amino-6-[N-methyl-N-(methanesulfonylhydrazidyl)]-9-[3,5-(O,O'-cyclic-O"-{isopropylcarboxymethyl}phosphoryl)-2-C-methyl-β-D-ribofuranosyl]adenine
  参考文献：
  名称：

  Cyclic monophosphate prodrugs of base-modified 2′-C-methyl ribonucleosides as potent inhibitors of hepatitis C virus RNA replication

  摘要：

  A new series of heterobase-modified 2 '-C-methyl ribonucleosides was synthesized and tested as inhibitors of hepatitis C virus (HCV) RNA replication. The nucleosides showed a weak inhibitory activity in a HCV replicon system (EC50 = 92 mu M) and did not exhibit any cytotoxicity (CC50 > 300 mu M). Cyclic monophosphate (cMP) prodrugs of the same nucleosides were synthesized and also tested in the HCV replicon system. Prodrugs exhibited strong potency (EC50 = 0-008)mu M) without significant cytotoxicity (CC50 > 50 mu M). (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.030
• 作为产物：
  描述：

  在 吡啶 、 N,N'-二环己基碳二亚胺 作用下， 反应 6.0h， 以28%的产率得到N'-(2-amino-9-((4aR,6R,7R,7aR)-2,7-dihydroxy-7-methyl-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl)-9H-purin-6-yl)-N'-methylmethanesulfonohydrazide
  参考文献：
  名称：

  Cyclic monophosphate prodrugs of base-modified 2′-C-methyl ribonucleosides as potent inhibitors of hepatitis C virus RNA replication

  摘要：

  A new series of heterobase-modified 2 '-C-methyl ribonucleosides was synthesized and tested as inhibitors of hepatitis C virus (HCV) RNA replication. The nucleosides showed a weak inhibitory activity in a HCV replicon system (EC50 = 92 mu M) and did not exhibit any cytotoxicity (CC50 > 300 mu M). Cyclic monophosphate (cMP) prodrugs of the same nucleosides were synthesized and also tested in the HCV replicon system. Prodrugs exhibited strong potency (EC50 = 0-008)mu M) without significant cytotoxicity (CC50 > 50 mu M). (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.030

文献信息

• WO2007/27248
  申请人：——

  公开号：——

  公开（公告）日：——