3-[3-(4-Pyrimidin-2-yl-piperazin-1-yl)-propyl]-3H-benzo[d][1,2,3]triazin-4-one; hydrochloride | 113642-22-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 3-[3-(4-Pyrimidin-2-yl-piperazin-1-yl)-propyl]-3H-benzo[d][1,2,3]triazin-4-one; hydrochloride
• CAS: 113642-22-1
• 化学式: C₁₈H₂₁N₇O*ClH
• 分子量: 387.872
• InChiKey: MKQJOBBHOOZFLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.22
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  80.04
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  1,2,3-苯并三嗪-4-酮 在 potassium carbonate 、 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.67h， 生成 3-[3-(4-Pyrimidin-2-yl-piperazin-1-yl)-propyl]-3H-benzo[d][1,2,3]triazin-4-one; hydrochloride
  参考文献：
  名称：

  Synthesis by microwave irradiation and binding properties of novel 5-HT1A receptor ligands

  摘要：

  This work reports the synthesis by microwave irradiation and the binding tests on the 5-HT1A, 5-HT2A and 5-HT2C receptors of new substituted piperazines in order to identify selective ligands for 5-HT1A subtype receptor. Conventional heating and microwave irradiation of the reactions was compared. Synthesis by microwave irradiation gave the desired compounds in better yields than those obtained by conventional heating. The overall times for the syntheses were considerably reduced. Some resulting active compounds (29 and 39) were characterised by a good selectivity profile for the 5-HT1A subtype receptor. The more active compounds were selected and further evaluated for their binding affinities on D-1, D-2 dopaminergic and alpha(1), alpha(2) adrenergic receptors. The compound with higher affinity and selectivity for the 5-HT1A over all the considered receptors was the 3-{4-[4-(1,2,3,4-tetrahydronaplithyl)-1-piperazinyl]butan}-benzotriazinone (-)29 (5-HT1A K-i = 36 nM, other receptors not active). (C) 2001 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(01)01287-9