3-(2,6-dichlorobenzyloxy)-4-hydroxy-5,2'-dinitrobenzophenone | 190585-65-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(2,6-dichlorobenzyloxy)-4-hydroxy-5,2'-dinitrobenzophenone
• 英文别名: [3-[(2,6-Dichlorophenyl)methoxy]-4-hydroxy-5-nitrophenyl]-(2-nitrophenyl)methanone
• CAS: 190585-65-0
• 化学式: C₂₀H₁₂Cl₂N₂O₇
• 分子量: 463.23
• InChiKey: QNGYVOSZQDUETJ-UHFFFAOYSA-N

物化性质

• 沸点：
  668.8±55.0 °C(Predicted)
• 密度：
  1.553±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  138
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  硫酸二甲酯 、 3-(2,6-dichlorobenzyloxy)-4-hydroxy-5,2'-dinitrobenzophenone 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 以31%的产率得到3-(2,6-dichlorobenzyloxy)-4-methoxy-5,2'-dinitrobenzophenone
  参考文献：
  名称：

  Synthesis of [18F]Ro41-0960, a potent catechol-O-methyltransferase inhibitor, for PET studies

  摘要：

  Ro41-0960 (3,4-dihydroxy-5-nitro-2'-fluorobenzophene) is a potent, fluorine containing COMT inhibitor. In order to map catechol-O-methyltransferase (COMT) in vivo with PET, no-carrier-added [F-18]Ro41-0960 was synthesized by the nucleophilic aromatic substitution of [F-18]fluoride for 2'-nitro on 3,4-dimeihoxy-5,2'-dinitrobenzophenone, followed by hydrolysis with HBr. During the course of this study it was found that [F-18]fluoromethane ([F-18]CH3F) was generated as the side product of nucleophilic aromatic substitution reaction. Various precursors with different hydroxyl protecting groups were then investigated for the effects on this side reaction.

  DOI：

  10.1002/(sici)1099-1344(199704)39:4<303::aid-jlcr977>3.0.co;2-w
• 作为产物：
  描述：

  4-hydroxy-3-methoxy-5,2'-dinitro benzophenone 在 氢溴酸 、 sodium hydride 、 溶剂黄146 作用下， 反应 8.17h， 生成 3-(2,6-dichlorobenzyloxy)-4-hydroxy-5,2'-dinitrobenzophenone
  参考文献：
  名称：

  Synthesis of [18F]Ro41-0960, a potent catechol-O-methyltransferase inhibitor, for PET studies

  摘要：

  Ro41-0960 (3,4-dihydroxy-5-nitro-2'-fluorobenzophene) is a potent, fluorine containing COMT inhibitor. In order to map catechol-O-methyltransferase (COMT) in vivo with PET, no-carrier-added [F-18]Ro41-0960 was synthesized by the nucleophilic aromatic substitution of [F-18]fluoride for 2'-nitro on 3,4-dimeihoxy-5,2'-dinitrobenzophenone, followed by hydrolysis with HBr. During the course of this study it was found that [F-18]fluoromethane ([F-18]CH3F) was generated as the side product of nucleophilic aromatic substitution reaction. Various precursors with different hydroxyl protecting groups were then investigated for the effects on this side reaction.

  DOI：

  10.1002/(sici)1099-1344(199704)39:4<303::aid-jlcr977>3.0.co;2-w