5-(2-(trifluoromethyl)phenyl)thiophene-2-carbaldehyde | 886508-96-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-(2-(trifluoromethyl)phenyl)thiophene-2-carbaldehyde
• 英文别名: 5-(2-Trifluoromethyl-phenyl)-thiophene-2-carbaldehyde；5-[2-(trifluoromethyl)phenyl]thiophene-2-carbaldehyde
• CAS: 886508-96-9
• 化学式: C₁₂H₇F₃OS
• mdl: MFCD06410191
• 分子量: 256.248
• InChiKey: YLFWNLGRFKZBPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.083
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(2-(trifluoromethyl)phenyl)thiophene-2-carbaldehyde 、 肼甲酰亚胺酰胺一氯化氢 以 乙醇 为溶剂， 130.0 ℃ 、400.01 kPa 条件下， 反应 0.2h， 以82%的产率得到2-((5-(2-(trifluoromethyl)phenyl)thiophen-2-yl)methylene)hydrazinecarboximidamide hydrochloride
  参考文献：
  名称：

  Discovery of Selective Nonpeptidergic Neuropeptide FF2 Receptor Agonists

  摘要：

  We report the discovery and initial characterization of a novel class of selective NPFF2 agonists. HTS screening using R-SAT, a whole cell based functional assay, identified a class of aryliminoguanidines as NPFF1 and NPFF2 ligands. Subsequent optimization led to molecules exhibiting selective NPFF2 agonistic activity. Systemic administration showed that selective NPFF2 agonists (1 and 3)are active in various pain models in vivo, whereas administration of it nonselective NPFF1 and NPFF2 agonist (9) increases sensitivity to noxious and non-noxious stimuli.

  DOI：

  10.1021/jm9011998
• 作为产物：
  描述：

  2-噻吩甲醛 、 2-碘三氟甲基苯 在 四丁基溴化铵 、 potassium acetate 、 palladium dichloride 、 2-(二环己基膦基)联苯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 以45%的产率得到5-(2-(trifluoromethyl)phenyl)thiophene-2-carbaldehyde
  参考文献：
  名称：

  Discovery of Selective Nonpeptidergic Neuropeptide FF2 Receptor Agonists

  摘要：

  We report the discovery and initial characterization of a novel class of selective NPFF2 agonists. HTS screening using R-SAT, a whole cell based functional assay, identified a class of aryliminoguanidines as NPFF1 and NPFF2 ligands. Subsequent optimization led to molecules exhibiting selective NPFF2 agonistic activity. Systemic administration showed that selective NPFF2 agonists (1 and 3)are active in various pain models in vivo, whereas administration of it nonselective NPFF1 and NPFF2 agonist (9) increases sensitivity to noxious and non-noxious stimuli.

  DOI：

  10.1021/jm9011998

文献信息

• Discovery of Selective Nonpeptidergic Neuropeptide FF2 Receptor Agonists
  作者：Gilles Gaubert、Fabio Bertozzi、Nicholas M. Kelly、Jan Pawlas、Audra L. Scully、Norman R. Nash、Luis R. Gardell、Jelveh Lameh、Roger Olsson

  DOI：10.1021/jm9011998

  日期：2009.11.12

  We report the discovery and initial characterization of a novel class of selective NPFF2 agonists. HTS screening using R-SAT, a whole cell based functional assay, identified a class of aryliminoguanidines as NPFF1 and NPFF2 ligands. Subsequent optimization led to molecules exhibiting selective NPFF2 agonistic activity. Systemic administration showed that selective NPFF2 agonists (1 and 3)are active in various pain models in vivo, whereas administration of it nonselective NPFF1 and NPFF2 agonist (9) increases sensitivity to noxious and non-noxious stimuli.