2-Bromo-3-(naphthalen-1-yloxymethyl)-thiophene | 922183-24-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-Bromo-3-(naphthalen-1-yloxymethyl)-thiophene
• CAS: 922183-24-2
• 化学式: C₁₅H₁₁BrOS
• 分子量: 319.222
• InChiKey: CHOUCSMFIVQTAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.24
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-Bromo-3-(naphthalen-1-yloxymethyl)-thiophene 在 正丁基锂 、 硫酸 作用下， 以 乙醚 、 异丙醇 为溶剂， 生成 2,2'-(4-bromobut-1-ene-1,1-diyl)bis(3-((naphthalen-1-yloxy)methyl)thiophene)
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of the N-diarylalkenyl-piperidinecarboxylic acid derivatives as GABA uptake inhibitors (I)

  摘要：

  Twenty novel N-diarylalkenyl-piperidinecarboxylic acid derivatives were synthesized and evaluated as gamma-aminobutyric acid uptake inhibitors. The biological assay showed that (R)-1-[4,4-bis(3-phenoxymethyl-2-thienyl)-3-butenyl]-3-piperidinecarboxylic hydrochloride (4e) possessed almost as strong GAT1 inhibitory activity as tiagabine. The synthesis and structure-activity relationships are discussed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.004
• 作为产物：
  描述：

  2-溴-3-甲基噻吩 在 N-溴代丁二酰亚胺(NBS) 、 potassium carbonate 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 生成 2-Bromo-3-(naphthalen-1-yloxymethyl)-thiophene
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of the N-diarylalkenyl-piperidinecarboxylic acid derivatives as GABA uptake inhibitors (I)

  摘要：

  Twenty novel N-diarylalkenyl-piperidinecarboxylic acid derivatives were synthesized and evaluated as gamma-aminobutyric acid uptake inhibitors. The biological assay showed that (R)-1-[4,4-bis(3-phenoxymethyl-2-thienyl)-3-butenyl]-3-piperidinecarboxylic hydrochloride (4e) possessed almost as strong GAT1 inhibitory activity as tiagabine. The synthesis and structure-activity relationships are discussed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.004