ethyl 2-methyl-4-(N-methyl-N-phenylamino)pyrazolo-[1,5-a]-1,3,5-triazine-8-carboxylate | 515880-22-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: ethyl 2-methyl-4-(N-methyl-N-phenylamino)pyrazolo-[1,5-a]-1,3,5-triazine-8-carboxylate
• 英文别名: ethyl 2-methyl-4-(N-methylanilino)pyrazolo[1,5-a][1,3,5]triazine-8-carboxylate
• CAS: 515880-22-5
• 化学式: C₁₆H₁₇N₅O₂
• 分子量: 311.343
• InChiKey: VZZKYINYIYUQDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  72.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  甲胺 、 ethyl 2-methyl-4-(N-methyl-N-phenylamino)pyrazolo-[1,5-a]-1,3,5-triazine-8-carboxylate 以 乙醇 为溶剂， 以69%的产率得到Ethyl 2-methyl-4-(methylamino)pyrazolo[1,5-a][1,3,5]triazine-8-carboxylate
  参考文献：
  名称：

  Efficient synthesis of 8-substituted pyrazolo[1,5-a]-1,3,5-triazines by regioselective acylation

  摘要：

  An efficient two-step synthesis of 8-acylated pyrazolo[1,5-a]-1,3,5-triazines has been accomplished. The key strategic elements of this novel synthetic approach involve the use of the N-methyl-N-phenylamino activating group, which was easily obtained in high yield by treatment of the pyrazolotriazin-4-one with phosphorus oxychloride and dimethylaniline through high pressure reaction coupled with a regioselective acylation at position 8 followed by the subsequent displacement of the N-methyl-N-phenylamino group upon treatment with various amines. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02456-5
• 作为产物：
  描述：

  2-甲基吡唑并[1,5-a][1,3,5]三嗪-4(1H)-酮 在 四氯化锡 、 三氯氧磷 作用下， 以 氯仿 为溶剂， 生成 ethyl 2-methyl-4-(N-methyl-N-phenylamino)pyrazolo-[1,5-a]-1,3,5-triazine-8-carboxylate
  参考文献：
  名称：

  Efficient synthesis of 8-substituted pyrazolo[1,5-a]-1,3,5-triazines by regioselective acylation

  摘要：

  An efficient two-step synthesis of 8-acylated pyrazolo[1,5-a]-1,3,5-triazines has been accomplished. The key strategic elements of this novel synthetic approach involve the use of the N-methyl-N-phenylamino activating group, which was easily obtained in high yield by treatment of the pyrazolotriazin-4-one with phosphorus oxychloride and dimethylaniline through high pressure reaction coupled with a regioselective acylation at position 8 followed by the subsequent displacement of the N-methyl-N-phenylamino group upon treatment with various amines. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02456-5

文献信息

• Novel substituted pyrazolo[1,5 a]-1,3,5-triazine derivatives and their analogues, pharmaceutical compositions containing same, use thereof as medicine and methods for preparing same
  申请人：Bernard Philippe

  公开号：US20060106019A1

  公开（公告）日：2006-05-18

  The invention concerns novel substituted pyrazolo[1,5 A]-1,3,5-triazine derivatives and some of their structural analogues, and their therapeutic uses, more particularly for preventing and treating pathologies involving central and/or peripheral neuronal degeneration. The invention also concerns methods for preparing same and novel synthesis intermediates. The compounds of the invention correspond more particularly to general formulae (Ia) and (Ib).

  本发明涉及新的取代的吡唑并[1,5 A]-1,3,5-三嗪衍生物及其结构类似物，以及它们的治疗用途，尤其是用于预防和治疗涉及中枢和/或周围神经退行性病变的病理学。本发明还涉及制备这些化合物的方法和新的合成中间体。本发明的化合物尤其对应于一般式(Ia)和(Ib)。
• Novel substituted pyrazolo[1,5<I>A</I>]-1,3,5-Triazine derivatives and their analogues, pharmaceutical compositions containing same, use thereof as medicine and methods for preparing same
  申请人：Bernard Philippe

  公开号：US20090105261A1

  公开（公告）日：2009-04-23

  The invention relates to novel derivatives capable of increasing the synthesis and/or the release of neurotrophic factors, and therefore able to be used as a human or veterinary medicinal product. The invention also relates to methods for preparing the derivatives and also to the intermediates required for their synthesis.

  本发明涉及一种新型衍生物，能够增加神经营养因子的合成和/或释放，因此能够用作人类或兽医药物。本发明还涉及制备这些衍生物的方法，以及其合成所需的中间体。
• Efficient synthesis of 8-substituted pyrazolo[1,5-a]-1,3,5-triazines by regioselective acylation
  作者：Pierre Raboisson、Dominique Schultz、Claire Lugnier、Jean-Jacques Bourguignon

  DOI：10.1016/s0040-4039(02)02456-5

  日期：2002.12

  An efficient two-step synthesis of 8-acylated pyrazolo[1,5-a]-1,3,5-triazines has been accomplished. The key strategic elements of this novel synthetic approach involve the use of the N-methyl-N-phenylamino activating group, which was easily obtained in high yield by treatment of the pyrazolotriazin-4-one with phosphorus oxychloride and dimethylaniline through high pressure reaction coupled with a regioselective acylation at position 8 followed by the subsequent displacement of the N-methyl-N-phenylamino group upon treatment with various amines. (C) 2002 Elsevier Science Ltd. All rights reserved.