N-(2-(2-(2-aminoethoxy)ethoxy)-ethyl)-6-bromo-4-(4-hydroxyphenylthio)quinoline-2-carboxamide | 1259093-52-1

• 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: N-(2-(2-(2-aminoethoxy)ethoxy)-ethyl)-6-bromo-4-(4-hydroxyphenylthio)quinoline-2-carboxamide
• 英文别名: N-[2-[2-(2-aminoethoxy)ethoxy]ethyl]-6-bromo-4-(4-hydroxyphenyl)sulfanylquinoline-2-carboxamide
• CAS: 1259093-52-1
• 化学式: C₂₂H₂₄BrN₃O₄S
• 分子量: 506.42
• InChiKey: JAYASRGANDTXSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  31
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  132
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-(2-(2-(2-aminoethoxy)ethoxy)-ethyl)-6-bromo-4-(4-hydroxyphenylthio)quinoline-2-carboxamide 、 三氟乙酸 以 水 、 乙腈 为溶剂， 以87 mg的产率得到N-(2-(2-(2-aminoethoxy)ethoxy)-ethyl)-6-bromo-4-(4-hydroxyphenylthio)quinoline-2-carboxamide trifluoroacetic acid salt
  参考文献：
  名称：

  Synthesis of quinoline thioethers as novel small molecule enhancers of monoclonal antibody production in mammalian cell culture

  摘要：

  A small library of novel quinoline derivatives containing different thioether substituents at position 4 have been synthesized and screened in murine hybridoma cell culture for their ability to enhance monoclonal antibody (mAb) production. From this set of compounds, four compounds have been discovered that enhanced immunoglobulin G (IgG) titer over negative control cultures due to an increase in specific productivity. These results demonstrate the utility of using organic synthesis and parallel ligand screening methods to discover novel cell culture additives that may be useful for increasing mAb yield in industrial biomanufacturing processes. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.09.020
• 作为产物：
  描述：

  4-羟基苯硫酚 、 N-(2-(2-(2-aminoethoxy)ethoxy)-ethyl)-6-bromo-4-chloroquinoline-2-carboxamide 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 25.0h， 生成 N-(2-(2-(2-aminoethoxy)ethoxy)-ethyl)-6-bromo-4-(4-hydroxyphenylthio)quinoline-2-carboxamide
  参考文献：
  名称：

  Synthesis of quinoline thioethers as novel small molecule enhancers of monoclonal antibody production in mammalian cell culture

  摘要：

  A small library of novel quinoline derivatives containing different thioether substituents at position 4 have been synthesized and screened in murine hybridoma cell culture for their ability to enhance monoclonal antibody (mAb) production. From this set of compounds, four compounds have been discovered that enhanced immunoglobulin G (IgG) titer over negative control cultures due to an increase in specific productivity. These results demonstrate the utility of using organic synthesis and parallel ligand screening methods to discover novel cell culture additives that may be useful for increasing mAb yield in industrial biomanufacturing processes. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.09.020

文献信息

• Synthesis of quinoline thioethers as novel small molecule enhancers of monoclonal antibody production in mammalian cell culture
  作者：Shahid A. Kazi、Geoffrey F. Kelso、Simon Harris、Reinhard I. Boysen、Jamil Chowdhury、Milton Hearn

  DOI：10.1016/j.tet.2010.09.020

  日期：2010.11

  A small library of novel quinoline derivatives containing different thioether substituents at position 4 have been synthesized and screened in murine hybridoma cell culture for their ability to enhance monoclonal antibody (mAb) production. From this set of compounds, four compounds have been discovered that enhanced immunoglobulin G (IgG) titer over negative control cultures due to an increase in specific productivity. These results demonstrate the utility of using organic synthesis and parallel ligand screening methods to discover novel cell culture additives that may be useful for increasing mAb yield in industrial biomanufacturing processes. (C) 2010 Elsevier Ltd. All rights reserved.