1-(4-((acetoxyimino)(2-hydroxy-4,5-dimethoxyphenyl)methyl)piperidin-1-yl)ethan-1-one | 84163-51-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-((acetoxyimino)(2-hydroxy-4,5-dimethoxyphenyl)methyl)piperidin-1-yl)ethan-1-one
• CAS: 84163-51-9
• 化学式: C₁₈H₂₄N₂O₆
• 分子量: 364.398
• InChiKey: FSDYGLIHTGEVOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.94
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  97.66
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  1-(4-((acetoxyimino)(2-hydroxy-4,5-dimethoxyphenyl)methyl)piperidin-1-yl)ethan-1-one 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 1-acetyl-4-(5,6-dimethoxy-1,2-benzisoxazolyl)piperidine
  参考文献：
  名称：

  Synthesis and neuroleptic activity of 3-(1-substituted-4-piperidinyl)-1,2-benzisoxazoles

  摘要：

  The synthesis of a series of 3-(1-substituted-4-piperidinyl)-1,2-benzisoxazoles is described. The neuroleptic activity of the series was evaluated by utilizing the climbing mice assay and inhibition of [3H]spiroperidol binding. Structure-activity relationships were studied by variation of the substituent on the benzisoxazole ring with concomitant variation of four different 1-piperidinyl substituents. Maximum neuroleptic activity was realized when there was a 6-fluoro substituent on the benzisoxazole ring. The 1-piperidinyl substituent appeared less significant, although in most cases, the (1,3-dihydro-2-oxo-2H-benzimidazol-1-yl)propyl group imparted maximum potency. The most potent compound in both assays was 6-fluoro-3-[1-[3-(1,3-dihydro-2-oxo-2H-benzimidazol-1-yl) propyl]-4-piperidinyl]-1,2-benzisoxazole (11b).

  DOI：

  10.1021/jm00383a012
• 作为产物：
  描述：

  乙酸酐 、 1-[4-[N-hydroxy-C-(2-hydroxy-4,5-dimethoxyphenyl)carbonimidoyl]piperidin-1-yl]ethanone 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 1-(4-((acetoxyimino)(2-hydroxy-4,5-dimethoxyphenyl)methyl)piperidin-1-yl)ethan-1-one
  参考文献：
  名称：

  Synthesis and neuroleptic activity of 3-(1-substituted-4-piperidinyl)-1,2-benzisoxazoles

  摘要：

  The synthesis of a series of 3-(1-substituted-4-piperidinyl)-1,2-benzisoxazoles is described. The neuroleptic activity of the series was evaluated by utilizing the climbing mice assay and inhibition of [3H]spiroperidol binding. Structure-activity relationships were studied by variation of the substituent on the benzisoxazole ring with concomitant variation of four different 1-piperidinyl substituents. Maximum neuroleptic activity was realized when there was a 6-fluoro substituent on the benzisoxazole ring. The 1-piperidinyl substituent appeared less significant, although in most cases, the (1,3-dihydro-2-oxo-2H-benzimidazol-1-yl)propyl group imparted maximum potency. The most potent compound in both assays was 6-fluoro-3-[1-[3-(1,3-dihydro-2-oxo-2H-benzimidazol-1-yl) propyl]-4-piperidinyl]-1,2-benzisoxazole (11b).

  DOI：

  10.1021/jm00383a012