7-butyl-5-methyl-6-[4-(2-{2-[2-(tetrahydropyran-2-yloxy)ethoxy]ethoxy}ethoxy)phenyl]-5H-pyrrolo[2,3-b]pyrazine | 1187336-54-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 7-butyl-5-methyl-6-[4-(2-{2-[2-(tetrahydropyran-2-yloxy)ethoxy]ethoxy}ethoxy)phenyl]-5H-pyrrolo[2,3-b]pyrazine
• CAS: 1187336-54-4
• 化学式: C₂₈H₃₉N₃O₅
• 分子量: 497.635
• InChiKey: NKBXQNIKUIHWPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.93
• 重原子数：
  36.0
• 可旋转键数：
  15.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  76.86
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  7-butyl-5-methyl-6-[4-(2-{2-[2-(tetrahydropyran-2-yloxy)ethoxy]ethoxy}ethoxy)phenyl]-5H-pyrrolo[2,3-b]pyrazine 在 甲醇 、 对甲苯磺酸 、 potassium carbonate 作用下， 以 甲醇 、 水 为溶剂， 反应 2.0h， 以86%的产率得到
  参考文献：
  名称：

  Identification of potential cellular targets of aloisine A by affinity chromatography

  摘要：

  Affinity chromatography was used to identify potential cellular targets of aloisine A (7-n-butyl-6-(4'-hydroxyphenyl)-5H-pyrrolo[2,3b]pyrazine), a potent inhibitor of cyclin-dependent kinases. This technique is based on the immobilization of the drug on a solid matrix, followed by identification of specifically bound proteins. To this end, both aloisine A and the protein-kinase inactive control N-methyl aloisine, bearing extended linker chains have been synthesized. We present the preparation of such analogues having the triethylene glycol chain at different positions of the molecule, as well as their immobilization on an agarose-based matrix. Affinity chromatography of various biological extracts on the aloisine matrices allowed the identification of both protein kinases and non-kinase proteins as potential cellular targets of aloisine. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.06.024
• 作为产物：
  描述：

  7-butyl-6-[4-(2-{2-[2-(tetrahydropyran-2-yloxy)ethoxy]ethoxy}ethoxy)phenyl]-5H-pyrrolo[2,3-b]pyrazine 、 碘甲烷 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以67%的产率得到7-butyl-5-methyl-6-[4-(2-{2-[2-(tetrahydropyran-2-yloxy)ethoxy]ethoxy}ethoxy)phenyl]-5H-pyrrolo[2,3-b]pyrazine
  参考文献：
  名称：

  Identification of potential cellular targets of aloisine A by affinity chromatography

  摘要：

  Affinity chromatography was used to identify potential cellular targets of aloisine A (7-n-butyl-6-(4'-hydroxyphenyl)-5H-pyrrolo[2,3b]pyrazine), a potent inhibitor of cyclin-dependent kinases. This technique is based on the immobilization of the drug on a solid matrix, followed by identification of specifically bound proteins. To this end, both aloisine A and the protein-kinase inactive control N-methyl aloisine, bearing extended linker chains have been synthesized. We present the preparation of such analogues having the triethylene glycol chain at different positions of the molecule, as well as their immobilization on an agarose-based matrix. Affinity chromatography of various biological extracts on the aloisine matrices allowed the identification of both protein kinases and non-kinase proteins as potential cellular targets of aloisine. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.06.024