4-[[(E)-Hydroxyimino]-(2-hydroxy-4-methoxy-phenyl)-methyl]-piperidine-1-carboxylic acid benzyl ester | 84163-47-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-[[(E)-Hydroxyimino]-(2-hydroxy-4-methoxy-phenyl)-methyl]-piperidine-1-carboxylic acid benzyl ester
• 英文别名: (E)-2-(5-Methoxy)phenol 4-(N-Benzyloxycarbonyl)piperidinyl-methanone Oxime；benzyl 4-[(E)-N-hydroxy-C-(2-hydroxy-4-methoxyphenyl)carbonimidoyl]piperidine-1-carboxylate
• CAS: 84163-47-3
• 化学式: C₂₁H₂₄N₂O₅
• 分子量: 384.432
• InChiKey: OMXRTLYHQCREKX-LSDHQDQOSA-N

物化性质

• 沸点：
  586.9±50.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  91.6
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-[[(E)-Hydroxyimino]-(2-hydroxy-4-methoxy-phenyl)-methyl]-piperidine-1-carboxylic acid benzyl ester 在 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 phenylmethyl 4-(6-methoxy-1,2-benzisoxazolyl-3-yl)-1-piperidinecarboxylate
  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：

  2-(5-甲氧基)苯酚4-(N-苄氧羰基)哌啶基甲酮 、 Hydroxyazanium;chloride 、 乙酸铵 生成 4-[[(E)-Hydroxyimino]-(2-hydroxy-4-methoxy-phenyl)-methyl]-piperidine-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  STRUPCZEWSKI, J. T.;ALLEN, R. C.;GARDNER, B. A.;SCHMID, B. L.;STACHE, U.;+, J. MED. CHEM., 1985, 28, N 6, 761-769

  摘要：

  DOI：