1-(4-(3-chloropropoxy)phenyl)-2-(4-(1-methyl-1H-pyrrole-2-carbonyl)piperazin-1-yl)ethan-1-one | 1391636-58-0

• 英文名称: 1-(4-(3-chloropropoxy)phenyl)-2-(4-(1-methyl-1H-pyrrole-2-carbonyl)piperazin-1-yl)ethan-1-one
• CAS: 1391636-58-0
• 化学式: C₂₁H₂₆ClN₃O₃
• 分子量: 403.909
• InChiKey: TVBZXUBPWQHUKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.67
• 重原子数：
  28.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  54.78
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-(4-(3-chloropropoxy)phenyl)-2-(4-(1-methyl-1H-pyrrole-2-carbonyl)piperazin-1-yl)ethan-1-one 、 (R)-2-methylpyrrolidine hydrochloride 在 sodium iodide 作用下， 以 丁酮 为溶剂， 生成 2-[4-(1-methyl-1H-pyrrole-2-carbonyl)-piperazin-1-yl]-1-{4-[3-((R)-2-methyl-pyrrolidin-1-yl)-propoxy]-phenyl}-ethanone
  参考文献：
  名称：

  Substituted phenoxypropyl-(R)-2-methylpyrrolidine aminomethyl ketones as histamine-3 receptor inverse agonists

  摘要：

  Optimization of a series of aminomethyl ketone diamine H3R antagonists to reduce the brain exposure by lowering the pKa, led to molecules with improved pharmacokinetic properties. Compounds 9, 19, and 25 had high affinity for human H3R and demonstrated in vivo H3R functional activity in the rat dipsogenia model. Compound 9 displayed modest wake-promoting activity in the rat EEG/EMG model. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.02.081
• 作为产物：
  描述：

  1-甲基吡咯-2-羰酰氯 在 盐酸 、 水 、 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 1-(4-(3-chloropropoxy)phenyl)-2-(4-(1-methyl-1H-pyrrole-2-carbonyl)piperazin-1-yl)ethan-1-one
  参考文献：
  名称：

  Substituted phenoxypropyl-(R)-2-methylpyrrolidine aminomethyl ketones as histamine-3 receptor inverse agonists

  摘要：

  Optimization of a series of aminomethyl ketone diamine H3R antagonists to reduce the brain exposure by lowering the pKa, led to molecules with improved pharmacokinetic properties. Compounds 9, 19, and 25 had high affinity for human H3R and demonstrated in vivo H3R functional activity in the rat dipsogenia model. Compound 9 displayed modest wake-promoting activity in the rat EEG/EMG model. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.02.081