isopropyl[3-(4-methylpiperazin-1-yl)phenyl]amine | 1240529-88-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: isopropyl[3-(4-methylpiperazin-1-yl)phenyl]amine
• 英文别名: 3-(4-methylpiperazin-1-yl)-N-propan-2-ylaniline
• CAS: 1240529-88-7
• 化学式: C₁₄H₂₃N₃
• 分子量: 233.357
• InChiKey: NJOXBZIUJWYGGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  18.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  isopropyl[3-(4-methylpiperazin-1-yl)phenyl]amine 、 苯甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-isopropyl-N-[3-(4-methylpiperazin-1-yl)phenyl]benzamide
  参考文献：
  名称：

  Synthesis and SAR of (piperazin-1-yl-phenyl)-arylsulfonamides: A novel series of atypical antipsychotic agents

  摘要：

  (Piperazin-1-yl-phenyl)-arylsulfonamides were synthesized and identified to show high affinities for both 5-HT(2C) and 5-HT(6) receptors. Among them, naphthalene-2-sulfonic acid isopropyl-[3-(4-methyl-piperazin- 1-yl)-phenyl]-amide (6b) exhibits the highest affinity towards both 5-HT(2C) (IC(50) = 4 nM) and 5-HT(6) receptors (IC(50) = 3 nM) with good selectivity over other serotonin (5-HT(1A), 5-HT(2A), and 5-HT(7)) and dopamine (D(2)-D(4)) receptor subtypes. In 5-HT(2C) and 5-HT(6) receptor functional assays, this compound showed considerable antagonistic activity for both receptors. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.150
• 作为产物：
  描述：

  丙酮 、 3-(4-甲基哌嗪-1-基)苯胺 在 三乙酰氧基硼氢化钠 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以64%的产率得到isopropyl[3-(4-methylpiperazin-1-yl)phenyl]amine
  参考文献：
  名称：

  Synthesis and SAR of (piperazin-1-yl-phenyl)-arylsulfonamides: A novel series of atypical antipsychotic agents

  摘要：

  (Piperazin-1-yl-phenyl)-arylsulfonamides were synthesized and identified to show high affinities for both 5-HT(2C) and 5-HT(6) receptors. Among them, naphthalene-2-sulfonic acid isopropyl-[3-(4-methyl-piperazin- 1-yl)-phenyl]-amide (6b) exhibits the highest affinity towards both 5-HT(2C) (IC(50) = 4 nM) and 5-HT(6) receptors (IC(50) = 3 nM) with good selectivity over other serotonin (5-HT(1A), 5-HT(2A), and 5-HT(7)) and dopamine (D(2)-D(4)) receptor subtypes. In 5-HT(2C) and 5-HT(6) receptor functional assays, this compound showed considerable antagonistic activity for both receptors. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.150