2'-C-甲基-6-O-甲基肌苷 | 565450-78-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 中文名称: 2'-C-甲基-6-O-甲基肌苷
• 英文名称: (2R,3R,4R,5R)-5-Hydroxymethyl-2-(6-methoxy-purin-9-yl)-3-methyl-tetrahydro-furan-3,4-diol
• 英文别名: (2R,3R,4R,5R)-5-(hydroxymethyl)-2-(6-methoxy-9H-purin-9-yl)-3-methyltetrahydrofuran-3,4-diol；(2R,3R,4R,5R)-5-(hydroxymethyl)-2-(6-methoxypurin-9-yl)-3-methyloxolane-3,4-diol
• CAS: 565450-78-4
• 化学式: C₁₂H₁₆N₄O₅
• 分子量: 296.283
• InChiKey: HFOYSXHOPVYGPB-YUTYNTIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2'-C-甲基-6-O-甲基肌苷 在 四氮唑 、 叔丁基过氧化氢 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2,2-Dimethyl-thiopropionic acid S-(2-{[(2R,3R,4R,5R)-3,4-dihydroxy-5-(6-methoxy-purin-9-yl)-4-methyl-tetrahydro-furan-2-ylmethoxy]-[2-(2,2-dimethyl-propionylsulfanyl)-ethoxy]-phosphoryloxy}-ethyl) ester
  参考文献：
  名称：

  Synthesis of 9-(2-β-C-methyl-β-d-ribofuranosyl)-6-substituted purine derivatives as inhibitors of HCV RNA replication

  摘要：

  A series of 9-(2'-beta-C-methyl-p-D-ribofuranosyl)-6-substituted purine derivatives were synthesized as potential inhibitors of HCV RNA replication. Their inhibitory activities in a cell based HCV replicon assay were reported. A prodrug approach was used to further improve the potency of these compounds by increasing the intracellular levels of 5'-monophosphate metabolites. These nucleotide prodrugs showed much improved inhibitory activities of HCV RNA replication. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.11.020
• 作为产物：
  描述：

  1,2,3,5-四苯甲酰氧基-2-C-甲基-beta-D-呋喃核糖 在 苯磺酰胺 、 三氟甲磺酸三甲基硅酯 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 7.0h， 生成 2'-C-甲基-6-O-甲基肌苷
  参考文献：
  名称：

  Synthesis of 9-(2-β-C-methyl-β-d-ribofuranosyl)-6-substituted purine derivatives as inhibitors of HCV RNA replication

  摘要：

  A series of 9-(2'-beta-C-methyl-p-D-ribofuranosyl)-6-substituted purine derivatives were synthesized as potential inhibitors of HCV RNA replication. Their inhibitory activities in a cell based HCV replicon assay were reported. A prodrug approach was used to further improve the potency of these compounds by increasing the intracellular levels of 5'-monophosphate metabolites. These nucleotide prodrugs showed much improved inhibitory activities of HCV RNA replication. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.11.020

文献信息

• Synthesis of 9-(2-β-C-methyl-β-d-ribofuranosyl)-6-substituted purine derivatives as inhibitors of HCV RNA replication
  作者：Yili Ding、Jean-Luc Girardet、Zhi Hong、Vicky C.H. Lai、Haoyun An、Yung-hyo Koh、Stephanie Z. Shaw、Weidong Zhong

  DOI：10.1016/j.bmcl.2004.11.020

  日期：2005.2

  A series of 9-(2'-beta-C-methyl-p-D-ribofuranosyl)-6-substituted purine derivatives were synthesized as potential inhibitors of HCV RNA replication. Their inhibitory activities in a cell based HCV replicon assay were reported. A prodrug approach was used to further improve the potency of these compounds by increasing the intracellular levels of 5'-monophosphate metabolites. These nucleotide prodrugs showed much improved inhibitory activities of HCV RNA replication. (C) 2004 Elsevier Ltd. All rights reserved.