2-chloro-2-phenyl-(1H-pyrrol-2-yl)ethanone | 1016165-48-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-chloro-2-phenyl-(1H-pyrrol-2-yl)ethanone
• 英文别名: 2-chloro-2-phenyl-1-(1H-pyrrol-2-yl)ethanone
• CAS: 1016165-48-2
• 化学式: C₁₂H₁₀ClNO
• 分子量: 219.671
• InChiKey: NHOIHCNWUPHXSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  四氢吡咯 、 2-chloro-2-phenyl-(1H-pyrrol-2-yl)ethanone 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 96.0h， 以20%的产率得到2-phenyl-1-(1H-pyrrol-2-yl)-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：

  吡咯 、 DL-2-氯-2-苯基乙酰氯 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以20%的产率得到2-chloro-2-phenyl-(1H-pyrrol-2-yl)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

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.