4-(3-(2-chloro-2-oxoacetyl)-1H-indol-1-yl)-1-(pyridin-2-ylmethyl)piperidinium chloride | 1293289-27-6

• 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: 4-(3-(2-chloro-2-oxoacetyl)-1H-indol-1-yl)-1-(pyridin-2-ylmethyl)piperidinium chloride
• CAS: 1293289-27-6
• 化学式: C₂₁H₂₀ClN₃O₂*ClH
• 分子量: 418.323
• InChiKey: BNNHVKLWVHJPBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.24
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  55.2
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-(3-(2-chloro-2-oxoacetyl)-1H-indol-1-yl)-1-(pyridin-2-ylmethyl)piperidinium chloride 、 N-(benzenesulfonyl)indole-3-acetic acid 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以417 mg的产率得到3-(1-(phenylsulfonyl)-1H-indol-3-yl)-4-(1-(1-(pyridin-2-ylmethyl)piperidin-4-yl)-1H-indol-3-yl)furan-2,5-dione
  参考文献：
  名称：

  [11C]Enzastaurin, the first design and radiosynthesis of a new potential PET agent for imaging of protein kinase C

  摘要：

  Enzastaurin (LY317615) is a potent and selective protein kinase C (PKC) inhibitor with an IC50 value of similar to 6 nM. [C-11] Enzastaurin (3-(1-[C-11] methyl-1H-indol-3-yl)-4-[1-[1-(2-pyridinylmethyl)-4-piperidinyl]-1H- indol-3-yl]-1H-pyrrole-2,5-dione), a new potential PET agent for imaging of PKC, was first designed and synthesized in 20-25% 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) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.100
• 作为产物：
  描述：

  1-(1-(吡啶-2-基甲基)哌啶-4-基)二氢吲哚 在 盐酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 乙醚 、 乙腈 为溶剂， 生成 4-(3-(2-chloro-2-oxoacetyl)-1H-indol-1-yl)-1-(pyridin-2-ylmethyl)piperidinium chloride
  参考文献：
  名称：

  [11C]Enzastaurin, the first design and radiosynthesis of a new potential PET agent for imaging of protein kinase C

  摘要：

  Enzastaurin (LY317615) is a potent and selective protein kinase C (PKC) inhibitor with an IC50 value of similar to 6 nM. [C-11] Enzastaurin (3-(1-[C-11] methyl-1H-indol-3-yl)-4-[1-[1-(2-pyridinylmethyl)-4-piperidinyl]-1H- indol-3-yl]-1H-pyrrole-2,5-dione), a new potential PET agent for imaging of PKC, was first designed and synthesized in 20-25% 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) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.100