2-fluoro-N-[6-(4-methylphenyl)-7-oxo-4,5-dihydro-1H-pyrazolo[3,4-c]pyridin-3-yl]benzenesulfonamide | 1448687-11-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-fluoro-N-[6-(4-methylphenyl)-7-oxo-4,5-dihydro-1H-pyrazolo[3,4-c]pyridin-3-yl]benzenesulfonamide
• CAS: 1448687-11-3
• 化学式: C₁₉H₁₇FN₄O₃S
• 分子量: 400.433
• InChiKey: MOZPNYVRSPPBEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-(p-tolylamino)butanenitrile 在 吡啶 、 4-二甲氨基吡啶 、 sodium ethanolate 、 一水合肼 、 溶剂黄146 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 2-fluoro-N-[6-(4-methylphenyl)-7-oxo-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

文献信息

• Synthesis and the 5-HT6 receptor antagonistic effect of 3-arylsulfonylamino-5,6-dihydro-6-substituted pyrazolo[3,4]pyridinones for neuropathic pain treatment
  作者：Vani Nelamane Devegowda、Jin-Ri Hong、Sungjin Cho、Eun Jeong Lim、Hyunah Choo、Gyochang Keum、Hyewon Rhim、Ghilsoo Nam

  DOI：10.1016/j.bmcl.2013.05.100

  日期：2013.8

  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.