N-(3-aminopropyl)-N-[4-(1,2,3,4-tetrahydroisoquinolin-2-yl)butyl]benzenesulfonamide | 1351184-58-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: N-(3-aminopropyl)-N-[4-(1,2,3,4-tetrahydroisoquinolin-2-yl)butyl]benzenesulfonamide
• 英文别名: N-(3-aminopropyl)-N-[4-(3,4-dihydro-1H-isoquinolin-2-yl)butyl]benzenesulfonamide
• CAS: 1351184-58-1
• 化学式: C₂₂H₃₁N₃O₂S
• 分子量: 401.573
• InChiKey: TZCUVQHTSAIQRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  75
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(3-aminopropyl)-N-[4-(1,2,3,4-tetrahydroisoquinolin-2-yl)butyl]benzenesulfonamide 、 富马酸 以 丙酮 为溶剂， 生成 N-(3-aminopropyl)-N-[4-(1,2,3,4-tetrahydroisoquinolin-2-yl)butyl]benzenesulfonamide fumarate
  参考文献：
  名称：

  Arene- and quinoline-sulfonamides as novel 5-HT7 receptor ligands

  摘要：

  Novel arene- and quinolinesulfonamides were synthesized using different solutions and a solid-support methodology, and were evaluated for their affinity for 5-HT1A, 5-HT2A, 5-HT6, and 5-HT7 receptors. Compound 54 (N-Ethyl-N-[4-(1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinolin-2-yl)butyl]-8-quinolinesulfonamide) was identified as potent 5-HT7 antagonist (K-i = 13 nM, K-B = 140 nM) with good selectivity over 5-HT1A, 5-HT2A, 5-HT6 receptors. In the FST in mice, it reduced immobility in a manner similar to the selective 5-HT7 antagonist SB-269970. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.09.044
• 作为产物：
  描述：

  苯磺酰氯 在 四丁基溴化铵 、 potassium carbonate 、 sodium hydroxide 、 肼 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 23.5h， 生成 N-(3-aminopropyl)-N-[4-(1,2,3,4-tetrahydroisoquinolin-2-yl)butyl]benzenesulfonamide
  参考文献：
  名称：

  Arene- and quinoline-sulfonamides as novel 5-HT7 receptor ligands

  摘要：

  Novel arene- and quinolinesulfonamides were synthesized using different solutions and a solid-support methodology, and were evaluated for their affinity for 5-HT1A, 5-HT2A, 5-HT6, and 5-HT7 receptors. Compound 54 (N-Ethyl-N-[4-(1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinolin-2-yl)butyl]-8-quinolinesulfonamide) was identified as potent 5-HT7 antagonist (K-i = 13 nM, K-B = 140 nM) with good selectivity over 5-HT1A, 5-HT2A, 5-HT6 receptors. In the FST in mice, it reduced immobility in a manner similar to the selective 5-HT7 antagonist SB-269970. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.09.044

文献信息

• Arene- and quinoline-sulfonamides as novel 5-HT7 receptor ligands
  作者：Paweł Zajdel、Krzysztof Marciniec、Andrzej Maślankiewicz、Maria H. Paluchowska、Grzegorz Satała、Anna Partyka、Magdalena Jastrzębska-Więsek、Dagmara Wróbel、Anna Wesołowska、Beata Duszyńska、Andrzej J. Bojarski、Maciej Pawłowski

  DOI：10.1016/j.bmc.2011.09.044

  日期：2011.11

  Novel arene- and quinolinesulfonamides were synthesized using different solutions and a solid-support methodology, and were evaluated for their affinity for 5-HT1A, 5-HT2A, 5-HT6, and 5-HT7 receptors. Compound 54 (N-Ethyl-N-[4-(1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinolin-2-yl)butyl]-8-quinolinesulfonamide) was identified as potent 5-HT7 antagonist (K-i = 13 nM, K-B = 140 nM) with good selectivity over 5-HT1A, 5-HT2A, 5-HT6 receptors. In the FST in mice, it reduced immobility in a manner similar to the selective 5-HT7 antagonist SB-269970. (C) 2011 Elsevier Ltd. All rights reserved.