1-acetyl-4-(5,6-dimethoxy-1,2-benzisoxazolyl)piperidine | 84163-09-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并异恶唑
• 英文名称: 1-acetyl-4-(5,6-dimethoxy-1,2-benzisoxazolyl)piperidine
• 英文别名: 5,6-dimethoxy-3-(1-acetyl-4-piperidyl)-1,2-benzisoxazole；1-acetyl-4-(5,6-dimethoxy-1,2-benzisoxazol-3-yl)piperidine；1-[4-(5,6-Dimethoxy-1,2-benzoxazol-3-yl)piperidin-1-yl]ethanone
• CAS: 84163-09-7
• 化学式: C₁₆H₂₀N₂O₄
• 分子量: 304.346
• InChiKey: JIBRSFJGGDKKTI-UHFFFAOYSA-N

物化性质

• 熔点：
  195-197 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  494.5±45.0 °C(Predicted)
• 密度：
  1.212±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  64.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-acetyl-4-(5,6-dimethoxy-1,2-benzisoxazolyl)piperidine 在 盐酸 作用下， 反应 6.0h， 生成 trimethoxyphenol
  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：

  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

文献信息

• 3-(4-Piperidyl)-1,2-benzisoxales
  申请人：Hoechst-Roussel Pharmaceuticals

  公开号：US04355037A1

  公开（公告）日：1982-10-19

  Novel 3-(4-piperidyl)-1,2-benzisoxazoles, intermediates and processes for the preparation thereof, and methods for alleviating pain utilizing compounds or compositions thereof are disclosed.

  公开了新颖的3-(4-哌啶基)-1,2-苯并异噁唑、其中间体及其制备方法，以及利用这些化合物或其组合物缓解疼痛的方法。
• Aralkyl Substituted Piperidine or Piperazine Derivatives and Their Use for Treating Schizophrenia
  申请人：Li Jianqi

  公开号：US20110160199A1

  公开（公告）日：2011-06-30

  The present invention discloses an aralkyl substituted piperidine or piperazine derivative and the use of the derivative in preparation of medicaments for treating schizophrenia and correlative psychoneuroses. It is shown by pharmacological tests that the derivative of the present invention has better antischizophrenic effect and less toxicity. Said derivative is a free base or salt of the compound having the following general formula.

  本发明揭示了一种芳基烷基取代的哌啶或哌嗪衍生物，以及该衍生物在制备治疗精神分裂症和相关精神神经症的药物中的应用。药理学测试表明，本发明的衍生物具有更好的抗精神分裂症效果和较小的毒性。所述衍生物是以下一般式化合物的自由碱基或盐。
• ARALKYL SUBSTITUTED PIPERIDINE OR PIPERAZINE DERIVATIVES AND THEIR USE FOR TREATING SCHIZOPHRENIA
  申请人：Jiangsu Guohua Investment Co., Ltd

  公开号：EP2322520A1

  公开（公告）日：2011-05-18

  The present invention discloses an aralkyl substituted piperidine or piperazine derivative and the use of the derivative in preparation of medicaments for treating schizophrenia and correlative psychoneuroses. It is shown by pharmacological tests that the derivative of the present invention has better antischizophrenic effect and less toxicity. Said derivative is a free base or salt of the compound having the following general formula.

  本发明公开了一种芳基取代的哌啶或哌嗪衍生物，以及该衍生物在制备治疗精神分裂症和相关精神神经症的药物中的用途。药理试验表明，本发明的衍生物具有较好的抗精神分裂症作用，毒性较小。所述衍生物是具有以下通式的化合物的游离碱或盐。
• EP2322520
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  公开号：——

  公开（公告）日：——
• JP5714152
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