8-(benzofuran-3-ylmethyl)-3-((1-(2-fluoroethyl)-1H-1,2,3-triazol-4-yl)methyl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one | 1240407-39-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 8-(benzofuran-3-ylmethyl)-3-((1-(2-fluoroethyl)-1H-1,2,3-triazol-4-yl)methyl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
• 英文别名: 8-(Benzofuran-3-ylmethyl)-3-((1-(2-fluoroethyl)-1H-1,2,3-triazol-4-yl)methyl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one oxalate；8-(1-benzofuran-3-ylmethyl)-3-[[1-(2-fluoroethyl)triazol-4-yl]methyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
• CAS: 1240407-39-9
• 化学式: C₂₇H₂₉FN₆O₂
• 分子量: 488.565
• InChiKey: WEABCZGCKKUPTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  70.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  8-(benzofuran-3-ylmethyl)-3-((1-(2-fluoroethyl)-1H-1,2,3-triazol-4-yl)methyl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one 、 草酸 以 乙酸乙酯 为溶剂， 生成 8-(benzofuran-3-ylmethyl)-3-((1-(2-fluoroethyl)-1H-1,2,3-triazol-4-yl)methyl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one oxalate
  参考文献：
  名称：

  Synthesis and characterization of selective dopamine D2 receptor antagonists. 2. Azaindole, benzofuran, and benzothiophene analogs of L-741,626

  摘要：

  A series of indole, 7-azaindole, benzofuran, and benzothiophene compounds have been prepared and evaluated for affinity at D2-like dopamine receptors. These compounds share structural elements with the classical D2-like dopamine receptor antagonists haloperidol, N-methylspiperone and benperidol. Two new compounds, 4-(4-iodophenyl)-1-((4-methoxy-1H-indol-3-yl) methyl) piperidin-4-ol (6) and 4-(4-iodophenyl)-1-((5-methoxy-1H-indol-3-yl) methyl) piperidin-4-ol (7), were found to have high affinity to and selectivity for D2 versus D3 receptors. Changing the aromatic ring system from an indole to other heteroaromatic ring systems reduced the D2 binding affinity and the D2 versus D3 selectivity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.052
• 作为产物：
  描述：

  1-azido-2-fluoroethane 、 8-(benzofuran-3-ylmethyl)-1-phenyl-3-(prop-2-yn-1-yl)-1,3,8-triazaspiro[4.5]decan-4-one 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 8-(benzofuran-3-ylmethyl)-3-((1-(2-fluoroethyl)-1H-1,2,3-triazol-4-yl)methyl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
  参考文献：
  名称：

  Synthesis and characterization of selective dopamine D2 receptor antagonists. 2. Azaindole, benzofuran, and benzothiophene analogs of L-741,626

  摘要：

  A series of indole, 7-azaindole, benzofuran, and benzothiophene compounds have been prepared and evaluated for affinity at D2-like dopamine receptors. These compounds share structural elements with the classical D2-like dopamine receptor antagonists haloperidol, N-methylspiperone and benperidol. Two new compounds, 4-(4-iodophenyl)-1-((4-methoxy-1H-indol-3-yl) methyl) piperidin-4-ol (6) and 4-(4-iodophenyl)-1-((5-methoxy-1H-indol-3-yl) methyl) piperidin-4-ol (7), were found to have high affinity to and selectivity for D2 versus D3 receptors. Changing the aromatic ring system from an indole to other heteroaromatic ring systems reduced the D2 binding affinity and the D2 versus D3 selectivity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.052

文献信息

• Synthesis and characterization of selective dopamine D2 receptor antagonists. 2. Azaindole, benzofuran, and benzothiophene analogs of L-741,626
  作者：Suwanna Vangveravong、Michelle Taylor、Jinbin Xu、Jinquan Cui、Wesley Calvin、Sonja Babic、Robert R. Luedtke、Robert H. Mach

  DOI：10.1016/j.bmc.2010.05.052

  日期：2010.7

  A series of indole, 7-azaindole, benzofuran, and benzothiophene compounds have been prepared and evaluated for affinity at D2-like dopamine receptors. These compounds share structural elements with the classical D2-like dopamine receptor antagonists haloperidol, N-methylspiperone and benperidol. Two new compounds, 4-(4-iodophenyl)-1-((4-methoxy-1H-indol-3-yl) methyl) piperidin-4-ol (6) and 4-(4-iodophenyl)-1-((5-methoxy-1H-indol-3-yl) methyl) piperidin-4-ol (7), were found to have high affinity to and selectivity for D2 versus D3 receptors. Changing the aromatic ring system from an indole to other heteroaromatic ring systems reduced the D2 binding affinity and the D2 versus D3 selectivity. (C) 2010 Elsevier Ltd. All rights reserved.