ethyl 2,2,4-trimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: ethyl 2,2,4-trimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylate
• 英文别名: Ethyl 1,2,3,4-tetrahydro-2,2,4-trimethylquinolin-6-carboxylate；ethyl 2,2,4-trimethyl-3,4-dihydro-1H-quinoline-6-carboxylate
• 化学式: C₁₅H₂₁NO₂
• 分子量: 247.337
• InChiKey: ONRAUCIKLJIWGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 2,2,4-trimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylate 在 吡啶 、 4-二甲氨基吡啶 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 4.5h， 生成 1-(2-(1,3-dioxoisoindolin-2-yl)acetyl)-2,2,4-trimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylic acid
  参考文献：
  名称：

  A novel BRET-based assay to investigate binding and residence time of unmodified ligands to the human lysosomal ion channel TRPML1 in intact cells

  摘要：

  Here, we report a bioluminescence resonance energy transfer (BRET) assay as a novel way to investigate the binding of unlabeled ligands to the human transient receptor potential mucolipin 1 (hTRPML1), a lysosomal ion channel involved in several genetic diseases and cancer progression. This novel BRET assay can be used to determine equilibrium and kinetic binding parameters of unlabeled compounds to hTRPML1 using intact human-derived cells, thus complementing the information obtained using functional assays based on ion channel activation. We expect this new BRET assay to expedite the identification and optimization of cell-permeable ligands that interact with hTRPML1 within the physiologically relevant environment of lysosomes.

  DOI：

  10.1016/j.jbc.2023.104807
• 作为产物：
  描述：

  丙酮 、 苯佐卡因 在 对甲苯磺酸 、 palladium on activated charcoal 、 氢气 作用下， 以 环己烷 、 乙酸乙酯 为溶剂， 以96 %的产率得到ethyl 2,2,4-trimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylate
  参考文献：
  名称：

  A novel BRET-based assay to investigate binding and residence time of unmodified ligands to the human lysosomal ion channel TRPML1 in intact cells

  摘要：

  Here, we report a bioluminescence resonance energy transfer (BRET) assay as a novel way to investigate the binding of unlabeled ligands to the human transient receptor potential mucolipin 1 (hTRPML1), a lysosomal ion channel involved in several genetic diseases and cancer progression. This novel BRET assay can be used to determine equilibrium and kinetic binding parameters of unlabeled compounds to hTRPML1 using intact human-derived cells, thus complementing the information obtained using functional assays based on ion channel activation. We expect this new BRET assay to expedite the identification and optimization of cell-permeable ligands that interact with hTRPML1 within the physiologically relevant environment of lysosomes.

  DOI：

  10.1016/j.jbc.2023.104807