3-(2,4-dichlorophenyl)-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione | 1265131-68-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-(2,4-dichlorophenyl)-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione
• CAS: 1265131-68-7
• 化学式: C₁₉H₁₂Cl₂N₂O₂
• 分子量: 371.222
• InChiKey: QUSQQLBRSROBFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.38
• 重原子数：
  25.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  53.17
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-(2,4-dichlorophenyl)-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione 在 potassium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 以44%的产率得到3-(2,4-dichlorophenyl)-4-(1H-indol-3-yl)furan-2,5-dione
  参考文献：
  名称：

  The first synthesis of [11C]SB-216763, a new potential PET agent for imaging of glycogen synthase kinase-3 (GSK-3)

  摘要：

  SB-216763 is a novel, potent and selective glycogen synthase kinase-3 (GSK-3) inhibitor with an IC50 value of 34 nM. [C-11]SB-216763 (3-(2,4-dichlorophenyl)-4-(1-[C-11]methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione), a new potential PET agent for imaging of GSK-3, was first designed and synthesized in 20-30% decay corrected radiochemical yield and 370-555 GBq/mu mol specific activity at end of bombardment (EOB). The synthetic strategy was to prepare a carbon-11-labeled maleic anhydride intermediate followed by the conversion to maleimide. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.026
• 作为产物：
  描述：

  2,4-二氯苯硼酸 、 3-bromo-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione 在 palladium diacetate 、 potassium carbonate 、 三苯基膦 作用下， 以 乙二醇二甲醚 为溶剂， 以75%的产率得到3-(2,4-dichlorophenyl)-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  The first synthesis of [11C]SB-216763, a new potential PET agent for imaging of glycogen synthase kinase-3 (GSK-3)

  摘要：

  SB-216763 is a novel, potent and selective glycogen synthase kinase-3 (GSK-3) inhibitor with an IC50 value of 34 nM. [C-11]SB-216763 (3-(2,4-dichlorophenyl)-4-(1-[C-11]methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione), a new potential PET agent for imaging of GSK-3, was first designed and synthesized in 20-30% decay corrected radiochemical yield and 370-555 GBq/mu mol specific activity at end of bombardment (EOB). The synthetic strategy was to prepare a carbon-11-labeled maleic anhydride intermediate followed by the conversion to maleimide. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.026