2,3-dihydro-1'-(3-phthalimidopropyl)spiro[1H-indene-1,4'-piperidine] | 480999-74-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2,3-dihydro-1'-(3-phthalimidopropyl)spiro[1H-indene-1,4'-piperidine]
• 英文别名: 2-(3-Spiro[1,2-dihydroindene-3,4'-piperidine]-1'-ylpropyl)isoindole-1,3-dione
• CAS: 480999-74-4
• 化学式: C₂₄H₂₆N₂O₂
• 分子量: 374.483
• InChiKey: NSNUWLIXSJOHHU-UHFFFAOYSA-N

物化性质

• 沸点：
  539.6±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)：
  4.1
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-dihydro-1'-(3-phthalimidopropyl)spiro[1H-indene-1,4'-piperidine] 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以99%的产率得到N-(3-aminopropyl)-4-(dihydroindenyl)piperidine
  参考文献：
  名称：

  Discovery of novel spiro-piperidine derivatives as highly potent and selective melanin-concentrating hormone 1 receptor antagonists

  摘要：

  Optimization of high-throughput screening hit 1a led to the identification of a novel spiro-piperidine class of melanin-concentrating hormone 1 receptor (MCH-1R) antagonists. Compound 3c was identified as a highly potent and selective MCH-1R antagonist, which has an IC50 value of 0.09 nM at hMCH-1R. The synthesis and structure-activity relationships of the novel spiro-piperidine MCH-1R antagonists are described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.016
• 作为产物：
  描述：

  N-(3-溴丙基)苯二胺 在 palladium dihydroxide 氢气 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 2,3-dihydro-1'-(3-phthalimidopropyl)spiro[1H-indene-1,4'-piperidine]
  参考文献：
  名称：

  Identification of a Novel Spiropiperidine Opioid Receptor-like 1 Antagonist Class by a Focused Library Approach Featuring 3D-Pharmacophore Similarity

  摘要：

  A focused library approach identifying novel leads to develop a potent ORL1 antagonist is described. Beginning from a compound identified by random screening, an exploratory library that exhibited a diverse display of pharmacophores was designed. After evaluating ORL1 antagonistic activity, a highly focused library was designed based on 3D-pharmacophore similarity to known actives. A novel D-proline amide class was identified in this library and was found to possess potent ORL1 antagonistic activity.

  DOI：

  10.1021/jm0509851

文献信息

• Spiropiperidine compounds as ligands for ORL-1 receptor
  申请人：Pfizer Inc.

  公开号：US20030078278A1

  公开（公告）日：2003-04-24

  A compound of the formula: 1 or a salt, prodrug or solvate thereof, wherein R 1 and R 2 groups are all hydrogen; A is a benzofuzed azahetero ring; W 1 —W 2 is CH 2 —CH 2 ; X 1 —X 2 is CH 2 —CH 2 ; and Z is methylene or carbonyl; or the like, is a ligand for ORL1-receptor and are useful for treating or preventing pain, a CNS disorder or the like in mammalian subjects.

  该公式的化合物：1或其盐、前药或溶剂，其中R1和R2基团均为氢；A为苯并噻杂环；W1-W2为CH2- ；X1-X2为 - ；Z为亚甲基或羰基；或类似物，是ORL1受体的配体，可用于治疗或预防哺乳动物主体中的疼痛、中枢神经系统紊乱或类似疾病。
• Spiropiperidine compounds as ligands for ORL-1receptor
  申请人：Pfizer Inc.

  公开号：US20030078279A1

  公开（公告）日：2003-04-24

  A compound of the formula: 1 or a salt, prodrug or solvate thereof, wherein R 1 and R 2 groups are all hydrogen; A is a benzofuzed azahetero ring; W 1 -W 2 is CH 2 -CH 2 ; X 1 -X 2 is CH 2 -CH 2 ; and Z is methylene or carbonyl; or the like, is a ligand for ORL1-receptor and are useful for treating or preventing pain, a CNS disorder or the like in mammalian subjects.

  式中的化合物： 1 或其盐、原药或溶液，其中 R 1 和 R 2 基团均为氢；A 为苯并偶氮杂环；W 1 -W 2 是 CH 2 -CH 2 ; X 1 -X 2 是 CH 2 -CH 2 和 Z 是亚甲基或羰基；或类似物，是 ORL1 受体的配体，可用于治疗或预防哺乳动物的疼痛、中枢神经系统疾病或类似疾病。
• Spiropoperidine compounds as ligands for orl-1 receptor
  申请人：Ando Koji

  公开号：US20050038060A1

  公开（公告）日：2005-02-17

  A compound of the formula (I) or a salt, prodrug or solvate thereof, wherein R 1 and R 2 groups are all hydrogen; A is a benzofuzed azahetero ring; W 1 —W 2 is CH 2 —CH 2 ; X 1 —X 1 is CH 2 —CH 2 ; and Z is methylene or carbonyl; or the like, is a ligand for ORL1-receptor and are useful for treating or preventing pain, a CNS disorder or the like in mammalian subjects.