2-(3-Spiro[indene-1,4'-piperidine]-1'-ylpropyl)isoindole-1,3-dione | 878231-75-5

• 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-Spiro[indene-1,4'-piperidine]-1'-ylpropyl)isoindole-1,3-dione
• CAS: 878231-75-5
• 化学式: C₂₄H₂₄N₂O₂
• 分子量: 372.467
• InChiKey: TWAOGHFKQVAWIJ-UHFFFAOYSA-N

物化性质

• 沸点：
  550.7±50.0 °C(Predicted)
• 密度：
  1.28±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：
  0.33
• 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-Spiro[indene-1,4'-piperidine]-1'-ylpropyl)isoindole-1,3-dione 在 palladium dihydroxide 氢气 、 一水合肼 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 氯仿 为溶剂， 反应 2.0h， 生成 N-(3-aminopropyl)-4-(dihydroindenyl)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
• 作为产物：
  描述：

  N-(3-溴丙基)苯二胺 、 螺[茚-1,4-哌啶] 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以52%的产率得到2-(3-Spiro[indene-1,4'-piperidine]-1'-ylpropyl)isoindole-1,3-dione
  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

• Identification of a Novel Spiropiperidine Opioid Receptor-like 1 Antagonist Class by a Focused Library Approach Featuring 3D-Pharmacophore Similarity
  作者：Yasuhiro Goto、Sachie Arai-Otsuki、Yukari Tachibana、Daisuke Ichikawa、Satoshi Ozaki、Hiroyuki Takahashi、Yoshikazu Iwasawa、Osamu Okamoto、Shoki Okuda、Hisashi Ohta、Takeshi Sagara

  DOI：10.1021/jm0509851

  日期：2006.2.1

  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.