naphthalene-2-sulfonic acid ethyl[3-(4-methylpiperazin-1-yl)phenyl]amide | 1240529-81-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: naphthalene-2-sulfonic acid ethyl[3-(4-methylpiperazin-1-yl)phenyl]amide
• 英文别名: Naphthalene-2-sulfonic acid ethyl-[3-(4-methyl-piperazin-1-yl)-phenyl]-amide；N-ethyl-N-[3-(4-methylpiperazin-1-yl)phenyl]naphthalene-2-sulfonamide
• CAS: 1240529-81-0
• 化学式: C₂₃H₂₇N₃O₂S
• 分子量: 409.552
• InChiKey: UJKGBCQEPVZELY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  52.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  naphthalene-2-sulfonic acid [3-(4-methylpiperazin-1-yl)phenyl]amide 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 naphthalene-2-sulfonic acid ethyl[3-(4-methylpiperazin-1-yl)phenyl]amide
  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

文献信息

• Synthesis and SAR of (piperazin-1-yl-phenyl)-arylsulfonamides: A novel series of atypical antipsychotic agents
  作者：Chul Min Park、So Young Kim、Woo Kyu Park、Jung Hwan Choi、Churl Min Seong

  DOI：10.1016/j.bmcl.2010.06.150

  日期：2010.9

  (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.