6,13-dioxa-10-azadispiro[3.2.57.24]tetradecane | 1609198-36-8

• 英文名称: 6,13-dioxa-10-azadispiro[3.2.57.24]tetradecane
• CAS: 1609198-36-8
• 化学式: C₁₁H₁₉NO₂
• 分子量: 197.277
• InChiKey: QXGPMRXMUCXOCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.28
• 重原子数：
  14.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  30.49
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridine-2-carboxylic acid 、 6,13-dioxa-10-azadispiro[3.2.57.24]tetradecane 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 [3-Chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]-(6,13-dioxa-10-azadispiro[3.2.5^{7}.2^{4}]tetradecan-10-yl)methanone
  参考文献：
  名称：

  Design and synthesis of spirocyclic compounds as HCV replication inhibitors by targeting viral NS4B protein

  摘要：

  Two novel series of spirocyclic piperidine analogs appended to a pyrazolo[1,5-alpha] pyridine core were designed, synthesized and evaluated for their anti-HCV activity. A series of piperidine ketals afforded dispiro 6p which showed excellent in vitro anti-HCV activities (EC50 of 1.5 nM and 1.2 nM against genotype 1a and 1b replicons, respectively). A series of piperidine oxazolidinones afforded 27c which showed EC50's of 10.9 nM and 6.1 nM against 1a and 1b replicons, respectively. Both compounds 6p and 27c bound directly to non-structural NS4B protein in vitro (IC50's = 10.2 and 30.4 nM, respectively) and exhibited reduced potency in replicons containing resistance mutations encoding changes in the NS4B protein. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.03.080
• 作为产物：
  描述：

  1,1-环丁烷-乙二酸二乙酯 在 lithium aluminium tetrahydride 、 palladium 10% on activated carbon 、 氢气 、 对甲苯磺酸 作用下， 以 甲醇 、 乙醚 、 甲苯 为溶剂， 140.0 ℃ 、101.33 kPa 条件下， 生成 6,13-dioxa-10-azadispiro[3.2.57.24]tetradecane
  参考文献：
  名称：

  Design and synthesis of spirocyclic compounds as HCV replication inhibitors by targeting viral NS4B protein

  摘要：

  Two novel series of spirocyclic piperidine analogs appended to a pyrazolo[1,5-alpha] pyridine core were designed, synthesized and evaluated for their anti-HCV activity. A series of piperidine ketals afforded dispiro 6p which showed excellent in vitro anti-HCV activities (EC50 of 1.5 nM and 1.2 nM against genotype 1a and 1b replicons, respectively). A series of piperidine oxazolidinones afforded 27c which showed EC50's of 10.9 nM and 6.1 nM against 1a and 1b replicons, respectively. Both compounds 6p and 27c bound directly to non-structural NS4B protein in vitro (IC50's = 10.2 and 30.4 nM, respectively) and exhibited reduced potency in replicons containing resistance mutations encoding changes in the NS4B protein. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.03.080