tert-butyl 4-[(3-amino-7-oxo-4,5-dihydro-1H-pyrazolo[3,4-c]pyridin-6-yl)methyl]piperidine-1-carboxylate | 1448687-30-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: tert-butyl 4-[(3-amino-7-oxo-4,5-dihydro-1H-pyrazolo[3,4-c]pyridin-6-yl)methyl]piperidine-1-carboxylate
• CAS: 1448687-30-6
• 化学式: C₁₇H₂₇N₅O₃
• 分子量: 349.433
• InChiKey: YFCAJOYOZVKUSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-[(3-amino-7-oxo-4,5-dihydro-1H-pyrazolo[3,4-c]pyridin-6-yl)methyl]piperidine-1-carboxylate 在 吡啶 、 4-二甲氨基吡啶 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 4-methoxy-N-[7-oxo-6-(piperidin-4-ylmethyl)-4,5-dihydro-1H-pyrazolo[3,4-c]pyridin-3-yl]benzenesulfonamide
  参考文献：
  名称：

  Synthesis and the 5-HT6 receptor antagonistic effect of 3-arylsulfonylamino-5,6-dihydro-6-substituted pyrazolo[3,4]pyridinones for neuropathic pain treatment

  摘要：

  A novel series of 3-arylsulfonylamino-5,6-dihydro-6-substituted-1H-pyrazolo[3,4-c]pyridine-7-ones was designed and synthesized as 5-HT6 ligands. Among the derivatives synthesized, the lead compound, 12b, having piperidine functionality at the 6-position and (1-naphthyl)sulfonamino at the 3-position of the core structure showed the most potent 5-HT6 inhibitory activity in vitro, good stability without CYP liability, and good neuropathic pain alleviation activity in a rat animal model. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.05.100
• 作为产物：
  描述：

  Tert-butyl 4-[(3-cyanopropylamino)methyl]piperidine-1-carboxylate 在 sodium ethanolate 、 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 tert-butyl 4-[(3-amino-7-oxo-4,5-dihydro-1H-pyrazolo[3,4-c]pyridin-6-yl)methyl]piperidine-1-carboxylate
  参考文献：
  名称：

  Synthesis and the 5-HT6 receptor antagonistic effect of 3-arylsulfonylamino-5,6-dihydro-6-substituted pyrazolo[3,4]pyridinones for neuropathic pain treatment

  摘要：

  A novel series of 3-arylsulfonylamino-5,6-dihydro-6-substituted-1H-pyrazolo[3,4-c]pyridine-7-ones was designed and synthesized as 5-HT6 ligands. Among the derivatives synthesized, the lead compound, 12b, having piperidine functionality at the 6-position and (1-naphthyl)sulfonamino at the 3-position of the core structure showed the most potent 5-HT6 inhibitory activity in vitro, good stability without CYP liability, and good neuropathic pain alleviation activity in a rat animal model. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.05.100