2-[4-(dimethylamino)phenyl]-5-hydroxy-3H-isoindol-1-one | 1089667-15-1

• 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-[4-(dimethylamino)phenyl]-5-hydroxy-3H-isoindol-1-one
• CAS: 1089667-15-1
• 化学式: C₁₆H₁₆N₂O₂
• 分子量: 268.315
• InChiKey: UMEBEDPRBLGHRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  43.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[4-(dimethylamino)phenyl]-5-hydroxy-3H-isoindol-1-one 、 1,2-双甲苯氧基乙烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以40%的产率得到5-(2-tosyloxyethoxy)-2-(4-dimethylamino-phenyl)-2,3-dihydroisoindol-1-one
  参考文献：
  名称：

  [EN] ISOINDOLONES WITH HIGH BINDING AFFINITY TO BETA-AMYLOID AGGREGATES AND FIBRILS, AND ITS USE AND PREPARATION METHOD
  [FR] ISOINDOLONES POSSÉDANT UNE AFFINITÉ ÉLEVÉE DE LIAISON AVEC DES AGRÉGATS ET DES FIBRILLES BETA-AMYLOÏDES, LEUR UTILISATION ET LEUR PROCÉDÉ DE PRÉPARATION

  摘要：

  公开号：

  WO2009054653A3
• 作为产物：
  描述：

  5-methoxy-2-(4-dimethylaminophenyl)-2,3-dihydroisoindol-1-one 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 2-[4-(dimethylamino)phenyl]-5-hydroxy-3H-isoindol-1-one
  参考文献：
  名称：

  [18F]-labeled isoindol-1-one and isoindol-1,3-dione derivatives as potential PET imaging agents for detection of β-amyloid fibrils

  摘要：

  In this study a novel series of isoindol-1-one and isoindol-1,3-dione derivatives for beta-amyloid-specific binding agents is described. Twelve compounds were synthesized and evaluated via a competitive binding assay with [I-125]TZDM against beta-amyloid 1-42 (A beta 42) aggregates. Two new [F-18]-labeled isoindole derivatives were synthesized and evaluated as potential beta-amyloid imaging probes based on the in vivo pharmacokinetic profiles. The preliminary results suggest that these [F-18]18b and [F-18]18c are promising positron emission tomography (PET) imaging probes for studying accumulation of A beta fibrils in the brains of Alzheimer's disease (AD) patients. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.05.019

文献信息

• [EN] ISOINDOLONES WITH HIGH BINDING AFFINITY TO BETA-AMYLOID AGGREGATES AND FIBRILS, AND ITS USE AND PREPARATION METHOD<br/>[FR] ISOINDOLONES POSSÉDANT UNE AFFINITÉ ÉLEVÉE DE LIAISON AVEC DES AGRÉGATS ET DES FIBRILLES BETA-AMYLOÏDES, LEUR UTILISATION ET LEUR PROCÉDÉ DE PRÉPARATION
  申请人：KOREA INST SCI & TECH

  公开号：WO2009054653A3

  公开（公告）日：2009-06-11
• [18F]-labeled isoindol-1-one and isoindol-1,3-dione derivatives as potential PET imaging agents for detection of β-amyloid fibrils
  作者：Ji Hoon Lee、Seong Rim Byeon、YoungSoo Kim、Soo Jeong Lim、Seung Jun Oh、Dae Hyuk Moon、Kyung Ho Yoo、Bong Young Chung、Dong Jin Kim

  DOI：10.1016/j.bmcl.2008.05.019

  日期：2008.10

  In this study a novel series of isoindol-1-one and isoindol-1,3-dione derivatives for beta-amyloid-specific binding agents is described. Twelve compounds were synthesized and evaluated via a competitive binding assay with [I-125]TZDM against beta-amyloid 1-42 (A beta 42) aggregates. Two new [F-18]-labeled isoindole derivatives were synthesized and evaluated as potential beta-amyloid imaging probes based on the in vivo pharmacokinetic profiles. The preliminary results suggest that these [F-18]18b and [F-18]18c are promising positron emission tomography (PET) imaging probes for studying accumulation of A beta fibrils in the brains of Alzheimer's disease (AD) patients. (C) 2008 Elsevier Ltd. All rights reserved.