tert-butyl N-methyl-N-(6-(2-(4-bromo-N-methylbenzamido)thiazol-4-yl)pyrimidin-4-yl)carbamate | 1482497-87-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-butyl N-methyl-N-(6-(2-(4-bromo-N-methylbenzamido)thiazol-4-yl)pyrimidin-4-yl)carbamate
• 英文别名: tert-butyl N-[6-[2-[(4-bromobenzoyl)-methylamino]-1,3-thiazol-4-yl]pyrimidin-4-yl]-N-methylcarbamate
• CAS: 1482497-87-9
• 化学式: C₂₁H₂₂BrN₅O₃S
• 分子量: 504.407
• InChiKey: NCCJRTBPNKOVKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.01
• 重原子数：
  31.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  88.52
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  tert-butyl N-methyl-N-(6-(2-(4-bromo-N-methylbenzamido)thiazol-4-yl)pyrimidin-4-yl)carbamate 以40的产率得到tert-butyl N-methyl-N-(6-(2-(N-methyl-4-(tributylstannyl)benzamido)-thiazol-4-yl)pyrimidin-4-yl)carbamate
  参考文献：
  名称：

  J. Med. Chem. 2013, 56, 9146-9155

  摘要：

  DOI：
• 作为产物：
  描述：

  4-bromo-N-[4-(6-chloropyrimidin-4-yl)-1,3-thiazol-2-yl]-N-methylbenzamide 在 4-二甲氨基吡啶 、 potassium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 为溶剂， 反应 6.0h， 生成 tert-butyl N-methyl-N-(6-(2-(4-bromo-N-methylbenzamido)thiazol-4-yl)pyrimidin-4-yl)carbamate
  参考文献：
  名称：

  Synthesis and Evaluation in Monkey of [¹⁸F]4-Fluoro-N-methyl-N-(4-(6-(methylamino)pyrimidin-4-yl)thiazol-2-yl)benzamide ([¹⁸F]FIMX): A Promising Radioligand for PET Imaging of Brain Metabotropic Glutamate Receptor 1 (mGluR1)

  摘要：

  We sought to develop a PET radioligand that would be useful for imaging human brain metabotropic subtype 1 receptors (mGluR1) in neuropsychiatric disorders and in drug development. 4-Fluoro-N-methyl-N-(4-(6(methylamino)pyrimidin-4-yOthiazol-2-ylbenzamide (FIMX, 11) was identified as having favorable properties for development as a PET radioligand. We developed a method for preparing [F-18]11 in useful radiochemical yield and in high specific activity from [18F]fluoride ion and an N-Boc-protected (phenyl)aryliodonium salt precursor (15). In baseline experiments in rhesus monkey, [F-18 ]11 gave high brain radioactivity uptake, reflecting the expected distribution of mGluR1 with notably high uptake in cerebellum, which became 47% lower by 120 min after radioligand injection. Pharmacological challenges demonstrated that a very high proportion of the radioactivity in monkey brain was bound specifically and reversibly to mGluRl. [F-18]11 is concluded to be an effective PET radioligand for imaging mGluR1 in monkey brain and therefore merits further evaluation in human subjects.

  DOI：

  10.1021/jm4012017

文献信息

• Synthesis and Evaluation in Monkey of [¹⁸F]4-Fluoro-<i>N</i>-methyl-<i>N</i>-(4-(6-(methylamino)pyrimidin-4-yl)thiazol-2-yl)benzamide ([¹⁸F]FIMX): A Promising Radioligand for PET Imaging of Brain Metabotropic Glutamate Receptor 1 (mGluR1)
  作者：Rong Xu、Paolo Zanotti-Fregonara、Sami S. Zoghbi、Robert L. Gladding、Alicia E. Woock、Robert B. Innis、Victor W Pike

  DOI：10.1021/jm4012017

  日期：2013.11.27

  We sought to develop a PET radioligand that would be useful for imaging human brain metabotropic subtype 1 receptors (mGluR1) in neuropsychiatric disorders and in drug development. 4-Fluoro-N-methyl-N-(4-(6(methylamino)pyrimidin-4-yOthiazol-2-ylbenzamide (FIMX, 11) was identified as having favorable properties for development as a PET radioligand. We developed a method for preparing [F-18]11 in useful radiochemical yield and in high specific activity from [18F]fluoride ion and an N-Boc-protected (phenyl)aryliodonium salt precursor (15). In baseline experiments in rhesus monkey, [F-18 ]11 gave high brain radioactivity uptake, reflecting the expected distribution of mGluR1 with notably high uptake in cerebellum, which became 47% lower by 120 min after radioligand injection. Pharmacological challenges demonstrated that a very high proportion of the radioactivity in monkey brain was bound specifically and reversibly to mGluRl. [F-18]11 is concluded to be an effective PET radioligand for imaging mGluR1 in monkey brain and therefore merits further evaluation in human subjects.
• J. Med. Chem. 2013, 56, 9146-9155
  作者：

  DOI：——

  日期：——