ethyl 2-((5-(1-(2-(1,3-dioxolan-2-yl)ethyl)-5-(methylsulfonyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl)-2-(trifluoromethyl)phenyl)thio)acetate | 1049103-10-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 2-((5-(1-(2-(1,3-dioxolan-2-yl)ethyl)-5-(methylsulfonyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl)-2-(trifluoromethyl)phenyl)thio)acetate
• CAS: 1049103-10-7
• 化学式: C₂₃H₂₈F₃N₃O₆S₂
• 分子量: 563.619
• InChiKey: WJBJWGWFAZAMTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  37.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  99.96
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-((5-(1-(2-(1,3-dioxolan-2-yl)ethyl)-5-(methylsulfonyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl)-2-(trifluoromethyl)phenyl)thio)acetate 、 1-哌啶-4-基-吡咯烷-2-酮 在 盐酸 、 水 、 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 丙酮 、 二氯甲烷 为溶剂， 以29%的产率得到[5-(5-Methanesulfonyl-1-[3-[4-(2-oxo-pyrrolidin-1-yl)-piperidin-1-yl]-propyl]-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl)-2-trifluoromethyl-phenylsulfanyl]-acetic acid ethyl ester
  参考文献：
  名称：

  Thioether acetamides as P3 binding elements for tetrahydropyrido-pyrazole cathepsin S inhibitors

  摘要：

  A series of tetrahydropyrido-pyrazole cathepsin S (CatS) inhibitors with thioether acetamide functional groups were prepared with the goal of improving upon the cellular activity of amidoethylthioethers. This Letter describes altered amide connectivity, in conjunction with changes to other binding elements, resulting in improved potency, as well as increased knowledge of the relationship between this chemotype and human CatS activity. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.01.103
• 作为产物：
  描述：

  2-(2-溴乙基)-1,3-二恶烷 、 [5-(5-methanesulfonyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl)-2-trifluoromethyl-phenylsulfanyl]-acetic acid ethyl ester 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以95%的产率得到ethyl 2-((5-(1-(2-(1,3-dioxolan-2-yl)ethyl)-5-(methylsulfonyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl)-2-(trifluoromethyl)phenyl)thio)acetate
  参考文献：
  名称：

  Thioether acetamides as P3 binding elements for tetrahydropyrido-pyrazole cathepsin S inhibitors

  摘要：

  A series of tetrahydropyrido-pyrazole cathepsin S (CatS) inhibitors with thioether acetamide functional groups were prepared with the goal of improving upon the cellular activity of amidoethylthioethers. This Letter describes altered amide connectivity, in conjunction with changes to other binding elements, resulting in improved potency, as well as increased knowledge of the relationship between this chemotype and human CatS activity. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.01.103