2,3-dimethoxy-N-(piperidin-4-yl)benzamide | 754158-92-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,3-dimethoxy-N-(piperidin-4-yl)benzamide
• 英文别名: 2,3-dimethoxy-N-piperidin-4-ylbenzamide
• CAS: 754158-92-4
• 化学式: C₁₄H₂₀N₂O₃
• 分子量: 264.324
• InChiKey: FQFLMNYCBOVAKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  59.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [18F]4'-fluorobenzyl iodide 、 2,3-dimethoxy-N-(piperidin-4-yl)benzamide 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 生成 <18F>-2,3-dimethoxy-N-<1-(4-fluorobenzyl)piperidin-4-yl>benzamide
  参考文献：
  名称：

  Fluorine-18 labeled benzamides for studying the dopamine D2 receptor with positron emission tomography

  摘要：

  Two series of (N-benzylpiperidin-4-yl)- and (9-azabicyclo[3.3.1]nonan-3beta-yl)benzamides were prepared, and in vitro binding assays were used to measure the affinity of these compounds for dopamine D2, dopamine D3, serotonin 5-HT2, and alpha2-adrenergic receptors. The results of these studies indicated compounds 23, 26b, and 34 have the selectivity needed for in vivo studies of the D2 (and possibly D3) receptors. F-18-Labeled analogues of 23, 26b and 34 were prepared by N-alkylation of the corresponding desbenzyl precursors with [F-18]-4-fluorobenzyl iodide. Preliminary in vivo studies demonstrated that [F-18]-23 and [F-18]-26b are suitable candidates for further evaluation in positron emission tomography imaging studies. The slow rate of washout of [F-18]-34 from nondopaminergic regions and its comparatively high lipophilicity indicates that this compound may not be suitable for imaging studies because of a high level of nonspecific binding.

  DOI：

  10.1021/jm00075a028
• 作为产物：
  描述：

  4-氨基-1-苄基哌啶 在 palladium dihydroxide 、 甲烷 氢气 、 氯甲酸乙酯 、 三乙胺 作用下， 以 乙醇 为溶剂， 25.0 ℃ 、413.69 kPa 条件下， 反应 74.75h， 生成 2,3-dimethoxy-N-(piperidin-4-yl)benzamide
  参考文献：
  名称：

  Fluorine-18 labeled benzamides for studying the dopamine D2 receptor with positron emission tomography

  摘要：

  Two series of (N-benzylpiperidin-4-yl)- and (9-azabicyclo[3.3.1]nonan-3beta-yl)benzamides were prepared, and in vitro binding assays were used to measure the affinity of these compounds for dopamine D2, dopamine D3, serotonin 5-HT2, and alpha2-adrenergic receptors. The results of these studies indicated compounds 23, 26b, and 34 have the selectivity needed for in vivo studies of the D2 (and possibly D3) receptors. F-18-Labeled analogues of 23, 26b and 34 were prepared by N-alkylation of the corresponding desbenzyl precursors with [F-18]-4-fluorobenzyl iodide. Preliminary in vivo studies demonstrated that [F-18]-23 and [F-18]-26b are suitable candidates for further evaluation in positron emission tomography imaging studies. The slow rate of washout of [F-18]-34 from nondopaminergic regions and its comparatively high lipophilicity indicates that this compound may not be suitable for imaging studies because of a high level of nonspecific binding.

  DOI：

  10.1021/jm00075a028