5-bromo-2,3-dimethoxy-N-(1-benzylpiperidin-4-yl)benzamide | 130880-38-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 5-bromo-2,3-dimethoxy-N-(1-benzylpiperidin-4-yl)benzamide
• 英文别名: 5-bromo-2,3-dimethoxy-N-(1-benzyl-4-piperidinyl)benzamide；N-(1-Benzyl-piperidin-4-yl)-5-bromo-2,3-dimethoxy-benzamide；N-(1-benzylpiperidin-4-yl)-5-bromo-2,3-dimethoxybenzamide
• CAS: 130880-38-5
• 化学式: C₂₁H₂₅BrN₂O₃
• 分子量: 433.345
• InChiKey: SZYKUFQJFLQMPU-UHFFFAOYSA-N

物化性质

• 沸点：
  493.6±45.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  50.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-溴-2,3-二甲氧基苯甲酸 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 2.5h， 生成 5-bromo-2,3-dimethoxy-N-(1-benzylpiperidin-4-yl)benzamide
  参考文献：
  名称：

  Potential antipsychotic agents. 6. Synthesis and antidopaminergic properties of substituted N-(1-benzyl-4-piperidinyl)salicylamides and related compounds. QSAR based design of more active members

  摘要：

  DOI：

  10.1016/0223-5234(90)90145-s

文献信息

• Fluorine-18 labeled benzamides for studying the dopamine D2 receptor with positron emission tomography
  作者：Robert H. Mach、Robert R. Leudtke、Christopher D. Unsworth、Virginia A. Boundy、Peggy A. Nowak、James G. Scripko、S. Todd Elder、Joseph R. Jackson、Patricia L. Hoffman

  DOI：10.1021/jm00075a028

  日期：1993.11

  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.
• Potential antipsychotic agents. 6. Synthesis and antidopaminergic properties of substituted N-(1-benzyl-4-piperidinyl)salicylamides and related compounds. QSAR based design of more active members
  作者：T de Paulis、H Hall、Y Kumar、S Rämsby、SO Ögren、T Högberg

  DOI：10.1016/0223-5234(90)90145-s

  日期：1990.7