{3-[4-(4-Chloro-phenyl)-piperazin-1-ylmethyl]-pyrazolo[1,5-a]pyridin-4-yl}-methanol | 444057-08-3

• 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-[4-(4-Chloro-phenyl)-piperazin-1-ylmethyl]-pyrazolo[1,5-a]pyridin-4-yl}-methanol
• 英文别名: [3-[[4-(4-chlorophenyl)piperazin-1-yl]methyl]pyrazolo[1,5-a]pyridin-4-yl]methanol
• CAS: 444057-08-3
• 化学式: C₁₉H₂₁ClN₄O
• 分子量: 356.855
• InChiKey: AYTNWERJAAXIPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  {3-[4-(4-Chloro-phenyl)-piperazin-1-ylmethyl]-pyrazolo[1,5-a]pyridin-4-yl}-methanol 在 lithium aluminium tetrahydride 、 二甲基十二/十四烷基叔胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 生成 3-[4-(4-Chloro-phenyl)-piperazin-1-ylmethyl]-4-methyl-pyrazolo[1,5-a]pyridine
  参考文献：
  名称：

  Di- and trisubstituted pyrazolo[1,5-a]pyridine derivatives: synthesis, dopamine receptor binding and ligand efficacy

  摘要：

  Based on the lead molecule FAUC 113, a series of di- and trisubstituted pyrazolo[1,5-a]pyridine derivatives was synthesized and investigated for their dopamine receptor binding profile. The carbonitrile 11a (FAUC 327) showed excellent pharmacological properties combining high D4 affinity (K-i = 1.5 nM) and selectivity with significant intrinsic activity (31%) in low nanomolar concentrations (EC50 = 1.5 nM), (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00814-9
• 作为产物：
  描述：

  聚合甲醛 、 1-(4-chlorophenyl)piperazine dihydrochloride 、 Pyrazolo[1,5-a]pyridin-4-ylmethanol 在 二甲基十二/十四烷基叔胺 、 溶剂黄146 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 4.0h， 以54%的产率得到{3-[4-(4-Chloro-phenyl)-piperazin-1-ylmethyl]-pyrazolo[1,5-a]pyridin-4-yl}-methanol
  参考文献：
  名称：

  Di- and trisubstituted pyrazolo[1,5-a]pyridine derivatives: synthesis, dopamine receptor binding and ligand efficacy

  摘要：

  Based on the lead molecule FAUC 113, a series of di- and trisubstituted pyrazolo[1,5-a]pyridine derivatives was synthesized and investigated for their dopamine receptor binding profile. The carbonitrile 11a (FAUC 327) showed excellent pharmacological properties combining high D4 affinity (K-i = 1.5 nM) and selectivity with significant intrinsic activity (31%) in low nanomolar concentrations (EC50 = 1.5 nM), (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00814-9

文献信息

• Di- and trisubstituted pyrazolo[1,5-a]pyridine derivatives: synthesis, dopamine receptor binding and ligand efficacy
  作者：Stefan Löber、Tarek Aboul-Fadl、Harald Hübner、Peter Gmeiner

  DOI：10.1016/s0960-894x(01)00814-9

  日期：2002.2

  Based on the lead molecule FAUC 113, a series of di- and trisubstituted pyrazolo[1,5-a]pyridine derivatives was synthesized and investigated for their dopamine receptor binding profile. The carbonitrile 11a (FAUC 327) showed excellent pharmacological properties combining high D4 affinity (K-i = 1.5 nM) and selectivity with significant intrinsic activity (31%) in low nanomolar concentrations (EC50 = 1.5 nM), (C) 2002 Elsevier Science Ltd. All rights reserved.