1-(2-(p-toluenesulfonoxy)ethoxy)anthacene-9,10-dione | 104779-04-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1-(2-(p-toluenesulfonoxy)ethoxy)anthacene-9,10-dione
• 英文别名: 2-((9,10-dioxo-9,10-dihydroanthracen-1-yl)oxy)ethyl-4-methylbenzenesulfonate；2-[(9,10-Dioxo-9,10-dihydroanthracen-1-YL)oxy]ethyl 4-methylbenzene-1-sulfonate；2-(9,10-dioxoanthracen-1-yl)oxyethyl 4-methylbenzenesulfonate
• CAS: 104779-04-6
• 化学式: C₂₃H₁₈O₆S
• 分子量: 422.458
• InChiKey: JQBNLMAJSWIYGD-UHFFFAOYSA-N

物化性质

• 沸点：
  638.4±55.0 °C(Predicted)
• 密度：
  1.369±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  95.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(2-(p-toluenesulfonoxy)ethoxy)anthacene-9,10-dione 在 氢氟酸 、 potassium carbonate 、 4,7,13,16,21,24-六氧-1,10-二氮双环[8.8.8]二十六烷 作用下， 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Novel ¹⁸F-Labeled 1-Hydroxyanthraquinone Derivatives for Necrotic Myocardium Imaging

  摘要：

  Rapid detection and precise evaluation of myocardial viability is necessary to aid in clinical decision making whether to recommend revascularization for patients with myocardial infarction (MI). Three novel F-18-labeled 1-hydroxyanthraquinone derivatives were synthesized, characterized, and evaluated as potential necrosis avid imaging agents for assessment of myocardial viability. Among these tracers, [F-18]FA3OP emerged as the most promising compound with best stability and highest targetability. Clear PET images of [F-18]FA3OP were obtained in rat model of myocardial infarction and reperfusion at 1 h after injection. In addition, the possible mechanisms of [F-18]FA3OP for necrotic myocardium were discussed. The results showed [F-19]FA3OP may bind DNA to achieve targetability to necrotic myocardium by intercalation. In summary, [F-18]FA3OP was a more promising "hot spot imaging" tracer for rapid visualization of necrotic myocardium.

  DOI：

  10.1021/acsmedchemlett.6b00398
• 作为产物：
  描述：

  1-羟基蒽醌 在 四丁基溴化铵 吡啶 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成 1-(2-(p-toluenesulfonoxy)ethoxy)anthacene-9,10-dione
  参考文献：
  名称：

  蒽醌取代的碳枢轴套索醚和豆荚中的电化学开关：几何和电子协同中的链长效应

  摘要：

  Synthese d'une serie d'anthraquinones substituees en -1 (ou Ar) par le substituant E=−CH 2 CH 2 - avec 形成 d'Ar-OCH 3 , Ar-OEOEOCH 3 , Ar-OEOEOEOCH 3 , Ar-OEOEOEOCH 3 ，Ar-OEOEOEOEOEOCH 3 ，Ar-OEOEOEO-Ar 和 d'Ar-O-CH 2 -15-crown-5。Mise en evidence de l'existence de Couples redox a un ou 2 electrons (voltammetrie cyclique) dans le cas des differents systemes lors de l'addition d'ions Li + , Na + et K +

  DOI：

  10.1021/ja00284a019

文献信息

• Novel ¹⁸F-Labeled 1-Hydroxyanthraquinone Derivatives for Necrotic Myocardium Imaging
  作者：Ai-Yan Ji、Qiao-Mei Jin、Dong-Jian Zhang、Hua Zhu、Chang Su、Xing-Hua Duan、Li Bian、Zi-Ping Sun、Yi-Cheng Ni、Jian Zhang、Zhi Yang、Zhi-Qi Yin

  DOI：10.1021/acsmedchemlett.6b00398

  日期：2017.2.9

  Rapid detection and precise evaluation of myocardial viability is necessary to aid in clinical decision making whether to recommend revascularization for patients with myocardial infarction (MI). Three novel F-18-labeled 1-hydroxyanthraquinone derivatives were synthesized, characterized, and evaluated as potential necrosis avid imaging agents for assessment of myocardial viability. Among these tracers, [F-18]FA3OP emerged as the most promising compound with best stability and highest targetability. Clear PET images of [F-18]FA3OP were obtained in rat model of myocardial infarction and reperfusion at 1 h after injection. In addition, the possible mechanisms of [F-18]FA3OP for necrotic myocardium were discussed. The results showed [F-19]FA3OP may bind DNA to achieve targetability to necrotic myocardium by intercalation. In summary, [F-18]FA3OP was a more promising "hot spot imaging" tracer for rapid visualization of necrotic myocardium.
• Electrochemical switching in anthraquinone-substituted carbon-pivot lariat ethers and podands: chain length effects in geometric and electronic cooperativity
  作者：Deborah A. Gustowski、Milagros. Delgado、Vincent J. Gatto、Luis. Echegoyen、George W. Gokel

  DOI：10.1021/ja00284a019

  日期：1986.11

  Synthese d'une serie d'anthraquinones substituees en −1 (ou Ar) par le substituant E=−CH 2 CH 2 - avec formation d'Ar-OCH 3 , Ar-OEOEOCH 3 , Ar-OEOEOEOCH 3 , Ar-OEOEOEOEOCH 3 , Ar-OEOEOEOEOEOCH 3 , Ar-OEOEOEO-Ar et d'Ar-O-CH 2 -15-crown-5. Mise en evidence de l'existence de couples redox a un ou 2 electrons (voltammetrie cyclique) dans le cas des differents systemes lors de l'addition d'ions Li +

  Synthese d'une serie d'anthraquinones substituees en -1 (ou Ar) par le substituant E=−CH 2 CH 2 - avec 形成 d'Ar-OCH 3 , Ar-OEOEOCH 3 , Ar-OEOEOEOCH 3 , Ar-OEOEOEOCH 3 ，Ar-OEOEOEOEOEOCH 3 ，Ar-OEOEOEO-Ar 和 d'Ar-O-CH 2 -15-crown-5。Mise en evidence de l'existence de Couples redox a un ou 2 electrons (voltammetrie cyclique) dans le cas des differents systemes lors de l'addition d'ions Li + , Na + et K +