(RS)-2-trifluoroacetamido-1-(4-methylthiophenyl)-1-propanone | 742095-41-6

• 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-methylthiophenyl)-1-propanone
• 英文别名: 2,2,2-trifluoro-N-[1-(4-methylsulfanylphenyl)-1-oxopropan-2-yl]acetamide
• CAS: 742095-41-6
• 化学式: C₁₂H₁₂F₃NO₂S
• 分子量: 291.294
• InChiKey: NTNKIKYIBPTBLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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-methylthiophenyl)-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-methylthiophenyl)-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 、 茴香硫醚 在 三氯化铝 、 草酰氯 作用下， 以40%的产率得到(RS)-2-trifluoroacetamido-1-(4-methylthiophenyl)-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

文献信息

• Fenicol compounds and methods synthesizing 2-trifluoroacetamido-3-substituted propiophenone compounds
  申请人：Murthy V.S.N Yerramilli

  公开号：US20070197823A1

  公开（公告）日：2007-08-23

  Methods of preparing compounds of formula (I): wherein Y, Y 1 , and R 2 are defined herein; methods of making D-(threo)-1-aryl-2-acylamido-1-propanol compounds, D-(threo)-1-aryl-2-acylamido-3-fluoro-1-propanol compounds, and D-(threo)-1-aryl-2-acylamido-3-hydroxy-1-propanol compounds (collectively, “fenicol compounds”) from the compound of formula (I); and new fenicol compounds, which can be made using the method.

  制备式(I)化合物的方法：其中Y、Y1和R2在此处定义；制备D-(threo)-1-芳基-2-酰胺基-1-丙醇化合物、D-(threo)-1-芳基-2-酰胺基-3-氟-1-丙醇化合物和D-(threo)-1-芳基-2-酰胺基-3-羟基-1-丙醇化合物（统称为“菲尼考尔化合物”）的方法，从式(I)化合物制备新的菲尼考尔化合物的方法。
• Fenicol compounds and methods of synthesizing 2-trifluoracetamido-3-substituted propiophenone compounds
  申请人：IDEXX LABORATORIES, INC.

  公开号：EP1953138A2

  公开（公告）日：2008-08-06

  Methods of preparing compounds of formula (I): wherein Y, Y1, and R2 are defined herein; methods of making D-(threo)-1-aryl-2- acylamido-1-propanol compounds, D-(threo)-1-aryl-2- acylamido-3-fluoro-1-propanol compounds, and D-(threo)-1-aryl-2- acylamido-3-hydroxy-1-propanol compounds (collectively, "fenicol compounds") from the compound of formula (I); and new fenicol compounds, which can be made using the method.

  制备式(I)化合物的方法： 其中 Y、Y1 和 R2 在此定义；由式 (I) 化合物制得 D-(苏)-1-芳基-2-酰氨基-1-丙醇化合物、D-(苏)-1-芳基-2-酰氨基-3-氟-1-丙醇化合物和 D-(苏)-1-芳基-2-酰氨基-3-羟基-1-丙醇化合物（统称为 "芬尼考化合物"）的方法；以及使用该方法可制得的新芬尼考化合物。
• US7518017B2
  申请人：——

  公开号：US7518017B2

  公开（公告）日：2009-04-14
• MAO inhibition by arylisopropylamines: the effect of oxygen substituents at the β-position
  作者：Mauricio Osorio-Olivares、Marcos Caroli Rezende、Silvia Sepúlveda-Boza、Bruce K Cassels、Angélica Fierro

  DOI：10.1016/j.bmc.2004.05.033

  日期：2004.8.1

  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.