tert-butyl 1-(2-chloro-3-methylquinolin-4-yl)-1-oxo-5,8,11,14,17,20,23,26,29-nonaoxa-2-azahentriacontan-31-ylcarbamate | 1309661-51-5

• 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-(2-chloro-3-methylquinolin-4-yl)-1-oxo-5,8,11,14,17,20,23,26,29-nonaoxa-2-azahentriacontan-31-ylcarbamate
• CAS: 1309661-51-5
• 化学式: C₃₆H₅₈ClN₃O₁₂
• 分子量: 760.322
• InChiKey: FQAFOWSEPYDCHY-UHFFFAOYSA-N

物化性质

• 沸点：
  819.0±65.0 °C(predicted)
• 密度：
  1.167±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  52.0
• 可旋转键数：
  31.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  163.39
• 氢给体数：
  2.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 1-(2-chloro-3-methylquinolin-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， 20.0~140.0 ℃ 、101.33 kPa 条件下， 反应 79.17h， 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 、 2-chloro-3-methyl-4-quinolinecarboxylic acid chloride 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以85%的产率得到tert-butyl 1-(2-chloro-3-methylquinolin-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