N-[4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl]-1-(4-nitrophenyl)triazole-4-carboxamide | 1187213-56-4

• 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: N-[4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl]-1-(4-nitrophenyl)triazole-4-carboxamide
• CAS: 1187213-56-4
• 化学式: C₂₄H₂₉N₇O₄
• 分子量: 479.539
• InChiKey: ICAXJXBKECLWJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  121
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  、 4-4-(2-甲氧基-苯基)-哌嗪-1-基-丁基胺 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 N-[4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl]-1-(4-nitrophenyl)triazole-4-carboxamide
  参考文献：
  名称：

  Parallel synthesis of potent dopaminergic N-phenyltriazole carboxamides applying a novel click chemistry based phenol linker

  摘要：

  Taking advantage of our click chemistry based methodology to construct novel SPOS (solid phase organic synthesis) resins, the triazolylmethyl linked catechol 6a was discovered, which is readily available via copper(I)-catalyzed azide -alkyne cycloaddition (CuAAC) of azidomethyl substituted polystyrene with O-propargylcatechol and can be applied for the parallel synthesis of N-phenyltriazole carboxamides. As a proof-of-concept, a 'catch-and-release' strategy could be successfully applied for a parallel synthesis of dopaminergic phenyltriazoles of type 2. A focused model library of 20 test compounds revealing three points of diversity was generated by a three-step SPOS approach. Product puri. cation was performed employing a solid-supported carboxylic acid anhydride as a scavenger. GPCR-ligand binding screening revealed dopamine D3 receptor ligands with K-i values in the single digit nanomolar range. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.06.041

文献信息

• Parallel synthesis of potent dopaminergic N-phenyltriazole carboxamides applying a novel click chemistry based phenol linker
  作者：Pilar Rodriguez Loaiza、Stefan Löber、Harald Hübner、Peter Gmeiner

  DOI：10.1016/j.bmc.2009.06.041

  日期：2009.8

  Taking advantage of our click chemistry based methodology to construct novel SPOS (solid phase organic synthesis) resins, the triazolylmethyl linked catechol 6a was discovered, which is readily available via copper(I)-catalyzed azide -alkyne cycloaddition (CuAAC) of azidomethyl substituted polystyrene with O-propargylcatechol and can be applied for the parallel synthesis of N-phenyltriazole carboxamides. As a proof-of-concept, a 'catch-and-release' strategy could be successfully applied for a parallel synthesis of dopaminergic phenyltriazoles of type 2. A focused model library of 20 test compounds revealing three points of diversity was generated by a three-step SPOS approach. Product puri. cation was performed employing a solid-supported carboxylic acid anhydride as a scavenger. GPCR-ligand binding screening revealed dopamine D3 receptor ligands with K-i values in the single digit nanomolar range. (C) 2009 Elsevier Ltd. All rights reserved.