3-mercapto-3-phenyl-N-p-tolyl-acrylamide

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-mercapto-3-phenyl-N-p-tolyl-acrylamide
• 化学式: C₁₆H₁₅NOS
• 分子量: 269.367
• InChiKey: AXPLFSOJRQNJRD-PTNGSMBKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  29.1
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-mercapto-3-phenyl-N-p-tolyl-acrylamide 在 碘 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以52%的产率得到5-phenyl-2-(p-tolyl)isothiazol-3(2H)-one
  参考文献：
  名称：

  2,5-Diarylisothiazolone: novel inhibitors of cytokine-induced cartilage destruction

  摘要：

  A series of 2,5-diarylisothiazolones is reported that inhibit the IL-lp-induced breakdown of bovine nasal septum cartilage in an organ culture assay. The synthesis and preliminary SAR of these compounds are described. These compounds represent a novel, nonpeptide lead series approach to the mediation of the chronic cartilage breakdown associated with arthritic disease. These compounds are relatively resistant to reductive metabolism by liver microsomal preparations and appear to inhibit cartilage breakdown by interfering with the proteolytic activation of matrix metalloproteinases. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00053-3
• 作为产物：
  描述：

  phenylpropiolyl chloride 在 sodium hydroxide 作用下， 以 乙醇 、 苯 为溶剂， 反应 6.0h， 生成 3-mercapto-3-phenyl-N-p-tolyl-acrylamide
  参考文献：
  名称：

  2,5-Diarylisothiazolone: novel inhibitors of cytokine-induced cartilage destruction

  摘要：

  A series of 2,5-diarylisothiazolones is reported that inhibit the IL-lp-induced breakdown of bovine nasal septum cartilage in an organ culture assay. The synthesis and preliminary SAR of these compounds are described. These compounds represent a novel, nonpeptide lead series approach to the mediation of the chronic cartilage breakdown associated with arthritic disease. These compounds are relatively resistant to reductive metabolism by liver microsomal preparations and appear to inhibit cartilage breakdown by interfering with the proteolytic activation of matrix metalloproteinases. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00053-3

文献信息

• US5411977A
  申请人：——

  公开号：US5411977A

  公开（公告）日：1995-05-02