2-(N-benzyl-N-methylamino)-1-(3-chlorophenyl)-1-oxopropane | 1455697-94-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(N-benzyl-N-methylamino)-1-(3-chlorophenyl)-1-oxopropane
• 英文别名: 2-[Benzyl(methyl)amino]-1-(3-chlorophenyl)propan-1-one
• CAS: 1455697-94-5
• 化学式: C₁₇H₁₈ClNO
• 分子量: 287.789
• InChiKey: NCHLSKOOZORZRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3'-氯丙酮苯 在 溴 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 19.0h， 生成 2-(N-benzyl-N-methylamino)-1-(3-chlorophenyl)-1-oxopropane
  参考文献：
  名称：

  Hybrid Dopamine Uptake Blocker–Serotonin Releaser Ligands: A New Twist on Transporter-Focused Therapeutics

  摘要：

  As part of our program to study neurotransmitter releasers, we report herein a class of hybrid dopamine reuptake inhibitors that display serotonin releasing activity. Hybrid compounds are interesting since they increase the design. potential of transporter related compounds and hence represent a novel and unexplored strategy for therapeutic drug discovery. A series of N-alkylpropiophenones was synthesized and assessed for uptake inhibition and release activity using rat brain synaptosomes. Substitution on the aromatic ring yielded compounds that maintained hybrid activity, with the two disubstituted analogues (PAL-787 and PAL-820) having the most potent hybrid activity.

  DOI：

  10.1021/ml500113s

文献信息

• Hybrid Dopamine Uptake Blocker–Serotonin Releaser Ligands: A New Twist on Transporter-Focused Therapeutics
  作者：Bruce E. Blough、Antonio Landavazo、John S. Partilla、Michael H. Baumann、Ann M. Decker、Kevin M. Page、Richard B. Rothman

  DOI：10.1021/ml500113s

  日期：2014.6.12

  As part of our program to study neurotransmitter releasers, we report herein a class of hybrid dopamine reuptake inhibitors that display serotonin releasing activity. Hybrid compounds are interesting since they increase the design. potential of transporter related compounds and hence represent a novel and unexplored strategy for therapeutic drug discovery. A series of N-alkylpropiophenones was synthesized and assessed for uptake inhibition and release activity using rat brain synaptosomes. Substitution on the aromatic ring yielded compounds that maintained hybrid activity, with the two disubstituted analogues (PAL-787 and PAL-820) having the most potent hybrid activity.