7-benzenesulfonyl-6-methylsulfanyl-4,5,8atriaza-phenanthren-8-ylideneamine monotrifluoroacetate | 651310-81-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 7-benzenesulfonyl-6-methylsulfanyl-4,5,8atriaza-phenanthren-8-ylideneamine monotrifluoroacetate
• 英文别名: 7-benzenesulfonyl-6-methylsulfanyl-4,5,8a-triaza-phenanthren-8-ylideneamine trifluoroacetic acid salt
• CAS: 651310-81-5
• 化学式: C₂HF₃O₂*C₁₈H₁₄N₄O₂S₂
• 分子量: 496.491
• InChiKey: KFZXHKUUJGXBDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.55
• 重原子数：
  33.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  125.48
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  2-苯磺酰基-3,3-二(甲硫基)丙烯腈 、 三氟乙酸 、 1,7-萘啶-8-胺 以 N,N-二甲基甲酰胺 、 甲醇 、 水 为溶剂， 生成 7-benzenesulfonyl-6-methylsulfanyl-4,5,8atriaza-phenanthren-8-ylideneamine monotrifluoroacetate
  参考文献：
  名称：

  Structure activity relationship studies of 3-arylsulfonyl-pyrido[1,2-a]pyrimidin-4-imines as potent 5-HT6 antagonists

  摘要：

  Comprehensive structure activity relationship (SAR) studies were conducted on a focused screening hit, 2-(methylthio)-3-(phenylsulfonyl)-4H-pyrido[1,2-a]pyrimidin-4-imine (1, IC50: 4.0 nM), as 5-HT6 selective antagonists. Activity was improved some 2-4 fold when small, electron-donating groups were added to the central core as observed in 19, 20 and 26. Molecular docking of key compounds in a homology model of the human 5-HT6 receptor was used to rationalize our structure-activity relationship (SAR) findings. In pharmacokinetic experiments, compound 1 displayed good brain uptake in rats following intra-peritoneal administration, but limited oral bioavailability. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.01.003