5-methyl-6-(2-methyl-2H-[1,2,4]triazol-3-ylmethoxy)-1-phenyl-1H-pyrazolo[3,4-b]pyridine | 344791-95-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-methyl-6-(2-methyl-2H-[1,2,4]triazol-3-ylmethoxy)-1-phenyl-1H-pyrazolo[3,4-b]pyridine
• 英文别名: 5-methyl-6-[(2-methyl-1,2,4-triazol-3-yl)methoxy]-1-phenylpyrazolo[3,4-b]pyridine
• CAS: 344791-95-3
• 化学式: C₁₇H₁₆N₆O
• 分子量: 320.354
• InChiKey: YVXSLXRPGJVANX-UHFFFAOYSA-N

物化性质

• 沸点：
  490.6±55.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  70.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-bromo-6-(2-methyl-2H-[1,2,4]triazol-3-ylmethoxy)-1-phenyl-1H-pyrazolo[3,4-b]pyridine 、 四甲基锡 在 二氯双(三邻甲苯膦)合钯(II) 氯化铵 、 乙醚 、 Brine 、 magnesium sulfate 、 ethyl acetate n-hexane 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 20.0h， 以afforded the title compound as a white solid (20 mg, 29%), m.p. 145-146° C. δH (400 MHz; CDCl3) 2.32 (3H, s), 3.96 (3H, s), 5.66 (2H, s), 7.31 (1H, t, J=7), 7.50-7.54 (2H, m), 7.82 (1H, s), 7.91 (1H, s), 8.02 (1H, s), 8.19-8.22 (2H, m)的产率得到5-methyl-6-(2-methyl-2H-[1,2,4]triazol-3-ylmethoxy)-1-phenyl-1H-pyrazolo[3,4-b]pyridine
  参考文献：
  名称：

  Pyrazolo-pyridine derivatives as ligands for gaba receptors

  摘要：

  一类取代和/或环融合的吡唑并[3,4-b]吡啶衍生物，其在吡啶环旁边的吡唑氮原子上具有可选的取代环烷基，苯基或杂环基取代基，并在吡啶环氮原子旁边的碳原子上具有可选的取代环烷氧基，芳基氧基或杂环基氧基取代基，是GABAA受体的选择性配体，特别是具有高亲和力的β2和/或β3亚单位，因此有助于治疗和/或预防不良神经系统疾病，包括焦虑和惊厥。

  公开号：

  US20030004180A1

文献信息

• Pyrazolo-pyridine derivatives as ligands for GABA receptors
  申请人：Merck Sharp & Dohme Limited

  公开号：US06541484B2

  公开（公告）日：2003-04-01

  A class of substituted and/or ring-fused pyrazolo[3,4-b]pyridine derivatives, possessing an optionally substituted cycloalkyl, phenyl or heteroaryl substituent on the pyrazole nitrogen atom adjacent the pyridine nucleus, and an optionally substituted cycloalkyl-alkoxy, aryl-alkoxy or heteroaryl-alkoxy substituent on the carbon atom adjacent the pyridine ring nitrogen atom, are selective ligands for GABAA receptors, in particular having high affinity for the &bgr;2 and/or &bgr;3 subunit thereof, and are accordingly of benefit in the treatment and/or prevention of adverse neurological disorders, including anxiety and convulsions.

  一类取代和/或环融合的吡唑并[3,4-b]吡啶衍生物，其在吡啶环邻近的吡唑氮原子上具有可选取代的环烷基、苯基或杂环基取代基，并在吡啶环氮原子相邻的碳原子上具有可选取代的环烷基-烷氧基、芳基-烷氧基或杂环基-烷氧基取代基，是GABAA受体的选择性配体，特别是具有高亲和力的β2和/或β3亚单位，因此对于治疗和/或预防不良神经系统疾病，包括焦虑和惊厥，具有益处。
• PYRAZOLO-PYRIDINE DERIVATIVES AS LIGANDS FOR GABA RECEPTORS
  申请人：MERCK SHARP & DOHME LTD.

  公开号：EP1244659A1

  公开（公告）日：2002-10-02
• US6541484B2
  申请人：——

  公开号：US6541484B2

  公开（公告）日：2003-04-01
• [EN] PYRAZOLO-PYRIDINE DERIVATIVES AS LIGANDS FOR GABA RECEPTORS<br/>[FR] DERIVES DE PYRAZOLO-PYRIDINE, LIGANDS DES RECEPTEURS DE GABA
  申请人：MERCK SHARP & DOHME

  公开号：WO2001044244A1

  公开（公告）日：2001-06-21

  A class of substituted and/or ring-fused pyrazolo[3,4-b]pyridine derivatives, possessing an optionally substituted cycloalkyl, phenyl or heteroaryl substituent on the pyrazole nitrogen atom adjacent the pyridine nucleus, and an optionally substituted cycloalkyl-alkoxy, aryl-alkoxy or heteroaryl-alkoxy substituent on the carbon atom adjacent the pyridine ring nitrogen atom, are selective ligands for GABAA receptors, in particular having high affinity for the β2 and/or β3 subunit thereof, and are accordingly of benefit in the treatment and/or prevention of adverse neurological disorders, including anxiety and convulsions.
• Pyrazolo-pyridine derivatives as ligands for gaba receptors
  申请人：——

  公开号：US20030004180A1

  公开（公告）日：2003-01-02

  A class of substituted and/or ring-fused pyrazolo[3,4-b]pyridine derivatives, possessing an optionally substituted cycloalkyl, phenyl or heteroaryl substituent on the pyrazole nitrogen atom adjacent the pyridine nucleus, and an optionally substituted cycloalkyl-alkoxy, aryl-alkoxy or heteroaryl-alkoxy substituent on the carbon atom adjacent the pyridine ring nitrogen atom, are selective ligands for GABA A receptors, in particular having high affinity for the &bgr;2 and/or &bgr;3 subunit thereof, and are accordingly of benefit in the treatment and/or prevention of adverse neurological disorders, including anxiety and convulsions.

  一类取代和/或环融合的吡唑并[3,4-b]吡啶衍生物，其在吡啶环上邻近吡唑氮原子处具有可选的取代环烷基、苯基或杂环基取代基，并在邻近吡啶环氮原子的碳原子上具有可选的取代环烷氧基、芳基氧基或杂环基氧基取代基，是GABAA受体的选择性配体，特别是具有高亲和力的β2和/或β3亚单位，因此对于治疗和/或预防不良神经疾病，包括焦虑和惊厥，具有益处。