1-{3-[4-(5,6-Dimethoxy-benzo[d]isoxazol-3-yl)-piperidin-1-yl]-propyl}-1,3-dihydro-benzoimidazol-2-one | 84243-16-3

• 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-{3-[4-(5,6-Dimethoxy-benzo[d]isoxazol-3-yl)-piperidin-1-yl]-propyl}-1,3-dihydro-benzoimidazol-2-one
• 英文别名: 5,6-Dimethoxy-3-{1-[1,3-dihydro-2-oxo-2H-benzimidazole-1-yl-propyl]-4-piperidyl}-1,2-benzisoxazole；3-[3-[4-(5,6-dimethoxy-1,2-benzoxazol-3-yl)piperidin-1-yl]propyl]-1H-benzimidazol-2-one
• CAS: 84243-16-3
• 化学式: C₂₄H₂₈N₄O₄
• 分子量: 436.511
• InChiKey: FRMBGNHBYJIYGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  80.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5,6-dimethoxy-3-(4-piperidyl)-1,2-benzisoxazole hydrobromide 、 1-(3-氯丙基)-1,3-二氢-2H-苯并咪唑-2-酮 在 sodium carbonate 、 potassium iodide 作用下， 以 various solvent(s) 为溶剂， 反应 6.0h， 以28%的产率得到1-{3-[4-(5,6-Dimethoxy-benzo[d]isoxazol-3-yl)-piperidin-1-yl]-propyl}-1,3-dihydro-benzoimidazol-2-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

文献信息

• 3-(1-Substituted-4-piperidyl)-1,2-benzisoxazoles
  申请人：Hoechst-Roussel Pharmaceuticals Inc.

  公开号：US04352811A1

  公开（公告）日：1982-10-05

  Novel 3-(1-substituted-4-piperidyl)-1,2-benzisoxazoles, processes for the preparation thereof, and methods of treating psychoses employing compounds and compositions thereof are disclosed.

  本发明公开了3-(1-取代-4-哌啶基)-1,2-苯并异噁唑类化合物的制备方法，以及使用这些化合物和组合物治疗精神病的方法。
• STRUPCZEWSKI, J. T.;ALLEN, R. C.;GARDNER, B. A.;SCHMID, B. L.;STACHE, U.;+, J. MED. CHEM., 1985, 28, N 6, 761-769
  作者：STRUPCZEWSKI, J. T.、ALLEN, R. C.、GARDNER, B. A.、SCHMID, B. L.、STACHE, U.、+

  DOI：——

  日期：——
• 3-(1-Substituted-4-piperidyl)-1,2-benzisoxazoles, a process for the preparation thereof, a pharmaceutical composition comprising the same, and their use as medicaments
  申请人：HOECHST-ROUSSEL PHARMACEUTICALS INCORPORATED

  公开号：EP0079564B1

  公开（公告）日：1986-03-19
• US4352811A
  申请人：——

  公开号：US4352811A

  公开（公告）日：1982-10-05