7-acetylaminopyrazolo<5,1-c><1,2,4>benzotriazine | 177158-82-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 7-acetylaminopyrazolo<5,1-c><1,2,4>benzotriazine
• 英文别名: 7-acetamidopyrazolo[5,1-c][1,2,4]benzotriazine；N-pyrazolo[5,1-c][1,2,4]benzotriazin-7-ylacetamide
• CAS: 177158-82-6
• 化学式: C₁₁H₉N₅O
• 分子量: 227.225
• InChiKey: VCVIMRSJMZJGDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  72.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-acetylaminopyrazolo<5,1-c><1,2,4>benzotriazine 在 盐酸 、 溴 作用下， 以 氯仿 为溶剂， 反应 48.0h， 生成 3-bromo-7-aminopyrazolo<5,1-c><1,2,4>benzotriazine
  参考文献：
  名称：

  Benzodiazepine receptor ligands. Synthesis and pharmacological evaluation of 3-, 7- and 8-substituted [5,1-c][1,2,4]benzotriazines and 5-oxide derivatives. Part I

  摘要：

  A new series of 3-, 7- and 8-substituted pyrazolo[5,1-c][1,2,4]benzotriazine 5-oxides and a series of pyrazolo[5,1-c][1,2,4]benzotriazines were synthesized and their benzodiazepine receptor affinities were evaluated in vitro. A study of structure-affinity relationships within the series is briefly discussed, considering the role of various substituents at the 3-, 7- and 8-positions and the role of N-5-oxide. Compounds 1b, 1c, 1cR, 4c, 4cR, 9d, 12d and 12dR were evaluated in vivo for their anticonvulsant effects.

  DOI：

  10.1016/0223-5234(96)80363-1
• 作为产物：
  描述：

  7-nitropyrazolo<5,1-c><1,2,4>benzotriazine 5-oxide 在 盐酸 、 tin 、 溶剂黄146 作用下， 反应 0.08h， 生成 7-acetylaminopyrazolo<5,1-c><1,2,4>benzotriazine
  参考文献：
  名称：

  Benzodiazepine receptor ligands. Synthesis and pharmacological evaluation of 3-, 7- and 8-substituted [5,1-c][1,2,4]benzotriazines and 5-oxide derivatives. Part I

  摘要：

  A new series of 3-, 7- and 8-substituted pyrazolo[5,1-c][1,2,4]benzotriazine 5-oxides and a series of pyrazolo[5,1-c][1,2,4]benzotriazines were synthesized and their benzodiazepine receptor affinities were evaluated in vitro. A study of structure-affinity relationships within the series is briefly discussed, considering the role of various substituents at the 3-, 7- and 8-positions and the role of N-5-oxide. Compounds 1b, 1c, 1cR, 4c, 4cR, 9d, 12d and 12dR were evaluated in vivo for their anticonvulsant effects.

  DOI：

  10.1016/0223-5234(96)80363-1

文献信息

• Synthesis and Pharmacological Evaluation of Novel GABA_ASubtype Receptor Ligands with Potential Anxiolytic-like and Anti-hyperalgesic Effect
  作者：Gabriella Guerrini、Giovanna Ciciani、Letizia Crocetti、Simona Daniele、Carla Ghelardini、Maria Paola Giovannoni、Lorenzo Di Cesare Mannelli、Claudia Martini、Claudia Vergelli

  DOI：10.1002/jhet.2882

  日期：2017.9

  The identification of selective benzodiazepine site ligands, endowed with anxiolytic and anti‐hyperalgesic action, is a relevant opportunity for the treatment of pain syndromes. Previously, we selected a compound with a promising anti‐hyperalgesic profile, the 3‐iodo‐8‐benzylaminopyrazolo [5,1‐c][1,2,4]benzotriazine 5‐oxide. Aimed to verify the structure–activity relationship, the corresponding 7‐arylakylamino

  具有抗焦虑和抗痛觉过敏作用的选择性苯二氮卓类位点配体的鉴定是治疗疼痛综合征的重要机会。以前，我们选择了一种具有良好的抗痛觉过敏特性的化合物，即3-碘-8-苄基氨基吡唑并[5,1-c] [1,2,4]苯并三嗪5-氧化物。为了验证结构-活性关系，合成了相应的7-芳基烷基氨基衍生物。测试化合物对GABA A受体亚型的亲和力；在焦虑和持续性疼痛的动物模型中进一步研究了化合物12。