2-(4-isobutylphenyl)-1-thiomorpholinopropan-1-one

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-(4-isobutylphenyl)-1-thiomorpholinopropan-1-one
• 英文别名: 2-[4-(2-Methylpropyl)phenyl]-1-thiomorpholin-4-ylpropan-1-one；2-[4-(2-methylpropyl)phenyl]-1-thiomorpholin-4-ylpropan-1-one
• 化学式: C₁₇H₂₅NOS
• 分子量: 291.458
• InChiKey: YOTNQUFXENRSSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  硫代吗啉 、 布洛芬 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以88%的产率得到2-(4-isobutylphenyl)-1-thiomorpholinopropan-1-one
  参考文献：
  名称：

  Amides of non-steroidal anti-inflammatory drugs with thiomorpholine can yield hypolipidemic agents with improved anti-inflammatory activity

  摘要：

  Novel amides of non steroidal anti-inflammatory drugs (NSAIDs), alpha-lipoic acid and indole-3-acetic acid with thiomorpholine were synthesised by a simple method and at high yields (60-92%). All the NSAID derivatives highly decreased lipidemic indices in the plasma of Triton treated hyperlipidemic rats. The most potent compound was the indomethacin derivative, which decreased total cholesterol, triglycerides and LDL cholesterol by 73%, 80% and 83%, respectively. They reduced acute inflammation equally or more than most parent acids. Hence, it could be concluded that amides of common NSAIDs with thiomorpholine acquire considerable hypolipidemic potency, while they preserve or augment their anti-inflammatory activity, thus addressing significant risk factors for atherogenesis. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.12.063