N-(1-isoquinolylmethyl)phthalimide | 1355450-11-1

• 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: N-(1-isoquinolylmethyl)phthalimide
• 英文别名: 2-(Isoquinolin-1-ylmethyl)isoindole-1,3-dione
• CAS: 1355450-11-1
• 化学式: C₁₈H₁₂N₂O₂
• 分子量: 288.305
• InChiKey: PFNKEAZENZFDNC-UHFFFAOYSA-N

物化性质

• 沸点：
  496.3±28.0 °C(Predicted)
• 密度：
  1.384±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  50.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(1-isoquinolylmethyl)phthalimide 在 potassium carbonate 、 一水合肼 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 97.5h， 生成 TQA
  参考文献：
  名称：

  Zinc-Specific Fluorescent Response of Tris(isoquinolylmethyl)amines (isoTQAs)

  摘要：

  Isoquinoline-based tetradentate ligands with C-3-symmetry, tris(1- or 3-isoquinolylmethyl)amine (1- or 3-isoTQA), have been prepared and their zinc-induced fluorescence enhancement was investigated. Upon excitation at 324 nm, 1-isoTQA shows very weak fluorescence (phi = similar to 0.003) in DMF/H2O (1/1) solution. In the presence of zinc ion, 1-isoTQA exhibits fluorescence increase (phi = 0.041) at 359 and 470 nm. This fluorescence enhancement at 470 nm is specific for zinc. However, 3-isoTQA exhibited a smaller fluorescence enhancement upon zinc complexation (phi = 0.017, lambda(em) = 360 and 464 run) compared with 1-isoTQA. Crystal structures of zinc complexes of isoTQAs demonstrate the diminished steric crowding and shorter Zn-N-aromatic distances compared with isoTQENs (N,N,N,N'-tetrakis(isoquinolylmethyl)ethylenediamines) leads to a higher fluorescent response toward zinc relative to cadmium.

  DOI：

  10.1021/ic202159v
• 作为产物：
  描述：

  1-氯甲基-异喹啉 、 potassium phtalimide 以 N,N-二甲基甲酰胺 为溶剂， 以70%的产率得到N-(1-isoquinolylmethyl)phthalimide
  参考文献：
  名称：

  Zinc-Specific Fluorescent Response of Tris(isoquinolylmethyl)amines (isoTQAs)

  摘要：

  Isoquinoline-based tetradentate ligands with C-3-symmetry, tris(1- or 3-isoquinolylmethyl)amine (1- or 3-isoTQA), have been prepared and their zinc-induced fluorescence enhancement was investigated. Upon excitation at 324 nm, 1-isoTQA shows very weak fluorescence (phi = similar to 0.003) in DMF/H2O (1/1) solution. In the presence of zinc ion, 1-isoTQA exhibits fluorescence increase (phi = 0.041) at 359 and 470 nm. This fluorescence enhancement at 470 nm is specific for zinc. However, 3-isoTQA exhibited a smaller fluorescence enhancement upon zinc complexation (phi = 0.017, lambda(em) = 360 and 464 run) compared with 1-isoTQA. Crystal structures of zinc complexes of isoTQAs demonstrate the diminished steric crowding and shorter Zn-N-aromatic distances compared with isoTQENs (N,N,N,N'-tetrakis(isoquinolylmethyl)ethylenediamines) leads to a higher fluorescent response toward zinc relative to cadmium.

  DOI：

  10.1021/ic202159v

文献信息

• HISTONE DEMETHYLASE INHIBITORS
  申请人：Celgene Quanticel Research, Inc.

  公开号：EP3397617A1

  公开（公告）日：2018-11-07
• [EN] HISTONE DEMETHYLASE INHIBITORS<br/>[FR] INHIBITEURS DE L'HISTONE DÉMÉTHYLASE
  申请人：CELGENE QUANTICEL RES INC

  公开号：WO2017117154A1

  公开（公告）日：2017-07-06

  The present disclosure relates generally to compositions and methods for treating cancer and neoplastic disease. Provided herein are substituted pyridine derivative compounds, and compositions (including pharmaceutical compositions) that include these compounds. The subject compounds and compositions are useful for inhibition of at least one histone demethylase. Furthermore, the subject compounds and compositions are useful for the treatment of cancer or neoplastic disease, such as prostate cancer, breast cancer, bladder cancer, lung cancer, melanoma, retinoblastoma, or multiple endocrine neoplasia type 1.