1-(4-Amino-3-hydroxy-phenyl)-4-hydroxy-butan-1-one | 199387-33-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-Amino-3-hydroxy-phenyl)-4-hydroxy-butan-1-one
• 英文别名: 1-(4-Amino-3-hydroxyphenyl)-4-hydroxybutan-1-one
• CAS: 199387-33-2
• 化学式: C₁₀H₁₃NO₃
• 分子量: 195.218
• InChiKey: CZVNTDWXKYDNKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  83.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-Amino-3-hydroxy-phenyl)-4-hydroxy-butan-1-one 在 三乙基硅烷 、 氢溴酸 、 sodium ethanolate 、 potassium carbonate 、 三乙胺 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 4-(2-{4-[Bis-(4-fluoro-phenyl)-methylene]-piperidin-1-yl}-ethyl)-7-{4-[4-(2-methoxy-phenyl)-piperazin-1-yl]-butyl}-4H-benzo[1,4]oxazin-3-one
  参考文献：
  名称：

  5-HT1A and 5-HT2A ligands with anxiolytic and antipanic-like properties

  摘要：

  A series of new benzothiazolin-2-one, benzoxazolin-2-one and benzoxazin-3-one derivatives were synthesized and their binding profile at 5-HT1A, 5-HT2A, 5-HT2C as well as D-2 and alpha(1) receptors was determined. All studied compounds displayed high to moderate affinity for both 5-HT1A and 5-HT2A receptor subtypes. Among these, one compound (29) emerged since it exhibited potent antagonist activities at 5-HT1A, 5-HT2A, D-2 and alpha(1) central receptors and showed anxiolytic and antipanic-like effects in mice. 29 is currently undergoing preclinical evaluation. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10023-3
• 作为产物：
  描述：

  6-(4-Hydroxy-butyryl)-3H-benzooxazol-2-one 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 1-(4-Amino-3-hydroxy-phenyl)-4-hydroxy-butan-1-one
  参考文献：
  名称：

  5-HT1A and 5-HT2A ligands with anxiolytic and antipanic-like properties

  摘要：

  A series of new benzothiazolin-2-one, benzoxazolin-2-one and benzoxazin-3-one derivatives were synthesized and their binding profile at 5-HT1A, 5-HT2A, 5-HT2C as well as D-2 and alpha(1) receptors was determined. All studied compounds displayed high to moderate affinity for both 5-HT1A and 5-HT2A receptor subtypes. Among these, one compound (29) emerged since it exhibited potent antagonist activities at 5-HT1A, 5-HT2A, D-2 and alpha(1) central receptors and showed anxiolytic and antipanic-like effects in mice. 29 is currently undergoing preclinical evaluation. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10023-3