tert-butyl 1-[3-methyl-2-(4-methyl-1-piperazinyl)quinolin-4-yl]-1-oxo-5,8,11,14,17,20,23,26,29-nonaoxa-2-azahentriacontan-31-ylcarbamate | 1309661-49-1

• 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: tert-butyl 1-[3-methyl-2-(4-methyl-1-piperazinyl)quinolin-4-yl]-1-oxo-5,8,11,14,17,20,23,26,29-nonaoxa-2-azahentriacontan-31-ylcarbamate
• 英文别名: tert-butyl N-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[[3-methyl-2-(4-methylpiperazin-1-yl)quinoline-4-carbonyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate
• CAS: 1309661-49-1
• 化学式: C₄₁H₆₉N₅O₁₂
• 分子量: 824.025
• InChiKey: GILNYWJBQPUMRB-UHFFFAOYSA-N

物化性质

• 沸点：
  876.4±65.0 °C(predicted)
• 密度：
  1.140±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  58
• 可旋转键数：
  34
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  170
• 氢给体数：
  2
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  tert-butyl 1-[3-methyl-2-(4-methyl-1-piperazinyl)quinolin-4-yl]-1-oxo-5,8,11,14,17,20,23,26,29-nonaoxa-2-azahentriacontan-31-ylcarbamate 在 palladium 10% on activated carbon 、 氢气 、 三氟乙酸 作用下， 以 乙醇 、 氯仿 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 75.17h， 生成 [36-13C]-1-[3-methyl-2-(4-methylpiperazin-1-yl)quinolin-4-yl]-1,33-dioxo-5,8,11,14,17,20,23,26,29-nonaoxa-2,32,34-triazahexatriacontan-36-oic acid
  参考文献：
  名称：

  Bivalent Ligands for the Serotonin 5-HT₃ Receptor

  摘要：

  The serotonin 5-HT3 receptor is a ligand-gated ion channel, which by virtue of its pentameric architecture, can be considered to be an intriguing example of intrinsically multivalent biological receptors. This paper describes a general design approach to the study of multivalency in this multimeric ion channel. Bivalent ligands for 5-HT3 receptor have been designed by linking an arylpiperazine moiety to probes showing. different functional features. Both homobivalent and heterobivalent ligands have shown 5-HT3 receptor affinity in the nanomolar range, providing evidence for the viability of our design approach. Moreover, the high affinity shown by homobivalent ligands suggests that bivalency is a promising approach in 5-HT3 receptor modulation and provides the rational basis for applying the concepts of multivalency to the study of 5-HT3 receptor function.

  DOI：

  10.1021/ml2000388
• 作为产物：
  描述：

  31-氨基-5,8,11,14,17,20,23,26,29-九氧杂-2-氮杂三十一烷酸叔丁基酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 28.0h， 生成 tert-butyl 1-[3-methyl-2-(4-methyl-1-piperazinyl)quinolin-4-yl]-1-oxo-5,8,11,14,17,20,23,26,29-nonaoxa-2-azahentriacontan-31-ylcarbamate
  参考文献：
  名称：

  Bivalent Ligands for the Serotonin 5-HT₃ Receptor

  摘要：

  The serotonin 5-HT3 receptor is a ligand-gated ion channel, which by virtue of its pentameric architecture, can be considered to be an intriguing example of intrinsically multivalent biological receptors. This paper describes a general design approach to the study of multivalency in this multimeric ion channel. Bivalent ligands for 5-HT3 receptor have been designed by linking an arylpiperazine moiety to probes showing. different functional features. Both homobivalent and heterobivalent ligands have shown 5-HT3 receptor affinity in the nanomolar range, providing evidence for the viability of our design approach. Moreover, the high affinity shown by homobivalent ligands suggests that bivalency is a promising approach in 5-HT3 receptor modulation and provides the rational basis for applying the concepts of multivalency to the study of 5-HT3 receptor function.

  DOI：

  10.1021/ml2000388

文献信息

• Supramolecular Glycodendrimer-Based Hybrid Drugs
  作者：Marco Paolino、Hartmut Komber、Laura Mennuni、Gianfranco Caselli、Dietmar Appelhans、Brigitte Voit、Andrea Cappelli

  DOI：10.1021/bm501057d

  日期：2014.11.10

  Specific noncovalent interactions are commonly used by nature to modulate numerous processes including cell recognition, viral adhesion, and transmembrane communications. Here we report on the design, synthesis, and preliminary characterization of new supramolecular glycodendrimer-based hybrid drugs based on adamantyl-modified glycodendrimers of third, fourth, or fifth generation (mPPI-G3-AdaB, mPPI-G4-AdaB, and mPPI-G5-AdaB) and a new heterobifunctional ligand. This component was tailored to bind through noncovalent interactions both the multimeric natural 5-HT3 receptor (through an optimized arylpiperazine pharmacophore) and the adamantyl groups located on the glycodendrimer surfaces (through a beta-cyclodextrin residue) giving rise to biorelevant supramolecular constructs.
• Bivalent Ligands for the Serotonin 5-HT₃ Receptor
  作者：Andrea Cappelli、Monica Manini、Marco Paolino、Andrea Gallelli、Maurizio Anzini、Laura Mennuni、Marta Del Cadia、Francesca De Rienzo、M. Cristina Menziani、Salvatore Vomero

  DOI：10.1021/ml2000388

  日期：2011.8.11

  The serotonin 5-HT3 receptor is a ligand-gated ion channel, which by virtue of its pentameric architecture, can be considered to be an intriguing example of intrinsically multivalent biological receptors. This paper describes a general design approach to the study of multivalency in this multimeric ion channel. Bivalent ligands for 5-HT3 receptor have been designed by linking an arylpiperazine moiety to probes showing. different functional features. Both homobivalent and heterobivalent ligands have shown 5-HT3 receptor affinity in the nanomolar range, providing evidence for the viability of our design approach. Moreover, the high affinity shown by homobivalent ligands suggests that bivalency is a promising approach in 5-HT3 receptor modulation and provides the rational basis for applying the concepts of multivalency to the study of 5-HT3 receptor function.