1-methyl-5-[{1-((2E)-3-iodoprop-2-en-1-yl)piperidin-4-yl}methyloxy]pyrrolo[1,2-a]thieno[3,2-e]pyrazine | 1257126-61-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡嗪类
• 英文名称: 1-methyl-5-[{1-((2E)-3-iodoprop-2-en-1-yl)piperidin-4-yl}methyloxy]pyrrolo[1,2-a]thieno[3,2-e]pyrazine
• 英文别名: 8-[[1-[(E)-3-iodoprop-2-enyl]piperidin-4-yl]methoxy]-3-methyl-5-thia-1,7-diazatricyclo[7.3.0.02,6]dodeca-2(6),3,7,9,11-pentaene
• CAS: 1257126-61-6
• 化学式: C₁₉H₂₂IN₃OS
• 分子量: 467.374
• InChiKey: AVLHCMOYQQLHGG-XVNBXDOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  58
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-methyl-5-[(1-prop-2-ynylpiperidin-4-yl)methoxy]pyrrolo[1,2-a]thieno[2,3-e]pyrazine 在 tris-(dibenzylideneacetone)dipalladium(0) 、 三丙基锡 、 N,N-二异丙基乙胺 、 tricyclohexylphosphine tetrafluoroborate 、 碘 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 6.0h， 以124 mg的产率得到1-methyl-5-[{1-((2E)-3-iodoprop-2-en-1-yl)piperidin-4-yl}methyloxy]pyrrolo[1,2-a]thieno[3,2-e]pyrazine
  参考文献：
  名称：

  Synthesis and characterization of a iodine-125-labeled pyrrolo[1,2-a]thieno[3,2-e]pyrazine and evaluation as a potential 5-HT4R SPECT tracer

  摘要：

  In the aim to find new radiotracers for the in vivo imaging of 5-HT4 receptors by ultra-high resolution quantitative SPECT, we have developed the synthesis of a radioiodinated 5-HT4 ligand using an iododestannylation procedure. The [I-125]-ligand was obtained in a high radiochemical yield. Preliminary autoradiographic and ex vivo studies failed to show a specific labeling of 5-HT4 receptors. (C) 2010 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2010.07.052

文献信息

• Synthesis and characterization of a iodine-125-labeled pyrrolo[1,2-a]thieno[3,2-e]pyrazine and evaluation as a potential 5-HT4R SPECT tracer
  作者：Thomas Cailly、Noé Dumas、Philippe Millet、Stéphane Lemaître、Frédéric Fabis、Yves Charnay、Sylvain Rault

  DOI：10.1016/j.ejmech.2010.07.052

  日期：2010.11

  In the aim to find new radiotracers for the in vivo imaging of 5-HT4 receptors by ultra-high resolution quantitative SPECT, we have developed the synthesis of a radioiodinated 5-HT4 ligand using an iododestannylation procedure. The [I-125]-ligand was obtained in a high radiochemical yield. Preliminary autoradiographic and ex vivo studies failed to show a specific labeling of 5-HT4 receptors. (C) 2010 Published by Elsevier Masson SAS.