(2R)-2-amino-1-(1-methylpyrrol-2-yl)-2-phenylethanone | 860678-65-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R)-2-amino-1-(1-methylpyrrol-2-yl)-2-phenylethanone
• CAS: 860678-65-5
• 化学式: C₁₃H₁₄N₂O
• 分子量: 214.267
• InChiKey: KKAIAGHGMNUUAL-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  48
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2R)-2-amino-1-(1-methylpyrrol-2-yl)-2-phenylethanone 、 1,4-二溴丁烷 在 potassium hydrogencarbonate 、 sodium iodide 作用下， 以67%的产率得到(R)-(-)-1-(1-methyl-1H-pyrrol-2-yl)-2-phenyl-2-(1-pyrrolidinyl)ethanone
  参考文献：
  名称：

  Synthesis and Cerebral Uptake of 1-(1-[¹¹C]Methyl-1H-pyrrol-2-yl)-2-phenyl-2-(1-pyrrolidinyl)ethanone, a Novel Tracer for Positron Emission Tomography Studies of Monoamine Oxidase Type A

  摘要：

  (R)-(-)- and (S)-(+)-1-(1-[C-11]methyl-1H-pyrrol-2-yl)-2-phenyl-2-(1-pyrrolidinyl)ethanone 4 and 5 were synthesized, and their properties as tracers for positron emission tomography (PET) studies of monoamine oxidase type A (MAO-A) in the brain of living pigs were tested. Parametric maps of the distribution volume (V-d) 4 in pig brain were qualitatively similar to those obtained with [C-11]harmine, with prominent binding in the ventral forebrain and mesencephalon. Its binding was highly vulnerable to MAO blockade, suggesting a binding potential as high as 2 for MAO-A sites. The slow plasma metabolism of 4 and 5 may present advantages over [C-11]harmine for routine PET studies of MAO-A.

  DOI：

  10.1021/jm701378e
• 作为产物：
  描述：

  (-)-(R)-1-(1-methyl-1H-pyrrol-2-yl)-2-phenyl-2-[N-(trifluoroacetyl)amino]ethanone 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 15.0h， 以80%的产率得到(2R)-2-amino-1-(1-methylpyrrol-2-yl)-2-phenylethanone
  参考文献：
  名称：

  Synthesis and Cerebral Uptake of 1-(1-[¹¹C]Methyl-1H-pyrrol-2-yl)-2-phenyl-2-(1-pyrrolidinyl)ethanone, a Novel Tracer for Positron Emission Tomography Studies of Monoamine Oxidase Type A

  摘要：

  (R)-(-)- and (S)-(+)-1-(1-[C-11]methyl-1H-pyrrol-2-yl)-2-phenyl-2-(1-pyrrolidinyl)ethanone 4 and 5 were synthesized, and their properties as tracers for positron emission tomography (PET) studies of monoamine oxidase type A (MAO-A) in the brain of living pigs were tested. Parametric maps of the distribution volume (V-d) 4 in pig brain were qualitatively similar to those obtained with [C-11]harmine, with prominent binding in the ventral forebrain and mesencephalon. Its binding was highly vulnerable to MAO blockade, suggesting a binding potential as high as 2 for MAO-A sites. The slow plasma metabolism of 4 and 5 may present advantages over [C-11]harmine for routine PET studies of MAO-A.

  DOI：

  10.1021/jm701378e

文献信息

• Synthesis and Cerebral Uptake of 1-(1-[¹¹C]Methyl-1<i>H</i>-pyrrol-2-yl)-2-phenyl-2-(1-pyrrolidinyl)ethanone, a Novel Tracer for Positron Emission Tomography Studies of Monoamine Oxidase Type A
  作者：Svend Borup Jensen、Roberto Di Santo、Aage Kristian Olsen、Kasper Pedersen、Roberta Costi、Roberto Cirilli、Paul Cumming

  DOI：10.1021/jm701378e

  日期：2008.3.1

  (R)-(-)- and (S)-(+)-1-(1-[C-11]methyl-1H-pyrrol-2-yl)-2-phenyl-2-(1-pyrrolidinyl)ethanone 4 and 5 were synthesized, and their properties as tracers for positron emission tomography (PET) studies of monoamine oxidase type A (MAO-A) in the brain of living pigs were tested. Parametric maps of the distribution volume (V-d) 4 in pig brain were qualitatively similar to those obtained with [C-11]harmine, with prominent binding in the ventral forebrain and mesencephalon. Its binding was highly vulnerable to MAO blockade, suggesting a binding potential as high as 2 for MAO-A sites. The slow plasma metabolism of 4 and 5 may present advantages over [C-11]harmine for routine PET studies of MAO-A.