(2-aminobenzo[b]thiophen-3-yl)-(4-chlorophenyl)methanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2-aminobenzo[b]thiophen-3-yl)-(4-chlorophenyl)methanone
• 英文别名: (2-Amino-1-benzothiophen-3-yl)-(4-chlorophenyl)methanone；(2-amino-1-benzothiophen-3-yl)-(4-chlorophenyl)methanone
• 化学式: C₁₅H₁₀ClNOS
• 分子量: 287.769
• InChiKey: ZNMFSNHCDLCVNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2-氨基-4,5,6,7-四氢-1-苯并噻吩-3-基)(4-氯苯基)甲酮 在 palladium on activated charcoal 吡啶 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 27.0h， 生成 (2-aminobenzo[b]thiophen-3-yl)-(4-chlorophenyl)methanone
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Allosteric A1-Adenosine Receptor Modulators Structurally Related to (2-Amino-4,5,6,7-Tetrahydro-Benzo[B]Thiophen-3-YL)-(4-Chloro-Phenyl)-Methanone, a Potent Compound Useful to Reduce Neuropathic Pain

  摘要：

  New derivatives of (2-amino-4,5,6,7-tetrahydrobenzo[b]thiophen-3-yl)-(4-chlorophenyl)methanone (compound 1), an allosteric enhancer of agonist binding to the A(1)-adenosine receptor, have been synthesized and evaluated in an intact cell assay at different concentrations to determine which among them were potential allosteric enhancers of the action of adenosine to activate the human-A(1)adenosine receptor. None of the synthesized compounds appear to be more potent than 1 at a concentration of 10 mu M. Most of the compounds increase the cAMP content of CHO cells expressing the human A(1)-adenosine receptor, indicating an antagonist activity. Only two of the evaluated compounds (2 and 8) appeared to be allosteric enhancers at high concentration (10 mu M).

  DOI：

  10.1007/s00044-005-0129-8