2-(2-carboxyphenylsulfanyl)-N-(4-methylphenyl)acetamide | 398997-40-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(2-carboxyphenylsulfanyl)-N-(4-methylphenyl)acetamide
• 英文别名: 2-({[(4-Methylphenyl)carbamoyl]methyl}sulfanyl)benzoic acid；2-[2-(4-methylanilino)-2-oxoethyl]sulfanylbenzoic acid
• CAS: 398997-40-5
• 化学式: C₁₆H₁₅NO₃S
• mdl: MFCD02937470
• 分子量: 301.366
• InChiKey: ZJQONISSTWPHPW-UHFFFAOYSA-N

物化性质

• 熔点：
  146 °C(Solv: ethanol (64-17-5))
• 沸点：
  533.8±40.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙烷,三氯氟- 在 三乙胺 作用下， 以 丙酮 、 苯 为溶剂， 反应 3.0h， 生成 2-(2-carboxyphenylsulfanyl)-N-(4-methylphenyl)acetamide
  参考文献：
  名称：

  Synthesis and analgesic effects of 2-(2-carboxyphenylsulfanyl)-N-(4-substitutedphenyl)acetamide derivatives

  摘要：

  This present study was undertaken to synthesize and investigate possible analgesic activities of some 2-(2-carboxyphenylsulfanyl)-N-(4-substitutedphenyl)acetamide derivatives that were designed by combining an analgesic drug thiosalicylic acid and the main pharmacophore group of paracetamol, N-(4-substitutedphenylacetamide). Chemical structures of synthesized compounds were elucidated by IR, H-1-NMR, and Mass spectral data. Paracetamol, thiosalicylic acid and some of the synthesized compounds in the series exhibited significant analgesic activities in hot-plate, tail-clip, and acetic acid-induced writhing tests. Compound 2d showed more potent analgesic activity than both paracetamol and thiosalicylic acid. None of the compounds changed the responses of animals recorded in Rota-Rod or activity cage tests with respect to control values. Therefore, analgesic activities of the synthesized compounds evaluated in this study were not caused by motor impairments or neurosedative effects.

  DOI：

  10.1007/s00044-010-9300-y

文献信息

• Synthesis and analgesic effects of 2-(2-carboxyphenylsulfanyl)-N-(4-substitutedphenyl)acetamide derivatives
  作者：Ümide Demir Özkay、Yusuf Özkay、Özgür Devrim Can

  DOI：10.1007/s00044-010-9300-y

  日期：2011.3

  This present study was undertaken to synthesize and investigate possible analgesic activities of some 2-(2-carboxyphenylsulfanyl)-N-(4-substitutedphenyl)acetamide derivatives that were designed by combining an analgesic drug thiosalicylic acid and the main pharmacophore group of paracetamol, N-(4-substitutedphenylacetamide). Chemical structures of synthesized compounds were elucidated by IR, H-1-NMR, and Mass spectral data. Paracetamol, thiosalicylic acid and some of the synthesized compounds in the series exhibited significant analgesic activities in hot-plate, tail-clip, and acetic acid-induced writhing tests. Compound 2d showed more potent analgesic activity than both paracetamol and thiosalicylic acid. None of the compounds changed the responses of animals recorded in Rota-Rod or activity cage tests with respect to control values. Therefore, analgesic activities of the synthesized compounds evaluated in this study were not caused by motor impairments or neurosedative effects.