(RS)-2-trifluoroacetamido-1-(4-ethylthiophenyl)-1-propanone | 742095-43-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (RS)-2-trifluoroacetamido-1-(4-ethylthiophenyl)-1-propanone
• 英文别名: N-[1-(4-ethylsulfanylphenyl)-1-oxopropan-2-yl]-2,2,2-trifluoroacetamide
• CAS: 742095-43-8
• 化学式: C₁₃H₁₄F₃NO₂S
• 分子量: 305.321
• InChiKey: OGSCDQULSAKILX-UHFFFAOYSA-N

物化性质

• 熔点：
  86-88 °C
• 沸点：
  431.0±45.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  71.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (RS)-2-trifluoroacetamido-1-(4-ethylthiophenyl)-1-propanone 在 盐酸 、 sodium tetrahydroborate 作用下， 以 乙醇 、 异丙醇 为溶剂， 反应 48.0h， 生成 2-amino-1-(4-ethylthiophenyl)-1-propanol
  参考文献：
  名称：

  MAO inhibition by arylisopropylamines: the effect of oxygen substituents at the β-position

  摘要：

  Twenty-nine arylisopropylamines, substituted at the beta-position of their side chain by an oxo, hydroxy, or methoxy group, were evaluated in vitro as MAO-A and MAO-B inhibitors. The oxo derivatives ('cathinones') were in general less active as MAO-A inhibitors than the corresponding arylisopropylamines, but exhibited an interesting MAO-13 inhibiting activity, which was absent in the hydroxy, methoxy, and beta-unsubstituted analogues. These results suggest that selective affinity for the two MAO isoforms in this family of compounds is modulated not only by the aryl substitution pattern but also by the side-chain substituents on the aryl-alkylamine scaffold. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.05.033
• 作为产物：
  描述：

  trifluoroacetyl-DL-alanine 、 苯乙硫醚 在 三氯化铝 、 草酰氯 作用下， 以27%的产率得到(RS)-2-trifluoroacetamido-1-(4-ethylthiophenyl)-1-propanone
  参考文献：
  名称：

  MAO inhibition by arylisopropylamines: the effect of oxygen substituents at the β-position

  摘要：

  Twenty-nine arylisopropylamines, substituted at the beta-position of their side chain by an oxo, hydroxy, or methoxy group, were evaluated in vitro as MAO-A and MAO-B inhibitors. The oxo derivatives ('cathinones') were in general less active as MAO-A inhibitors than the corresponding arylisopropylamines, but exhibited an interesting MAO-13 inhibiting activity, which was absent in the hydroxy, methoxy, and beta-unsubstituted analogues. These results suggest that selective affinity for the two MAO isoforms in this family of compounds is modulated not only by the aryl substitution pattern but also by the side-chain substituents on the aryl-alkylamine scaffold. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.05.033