N-(2-nitrophenyl)-5-phenyl-4-isothiazolin-3-one | 164395-63-5

• 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: N-(2-nitrophenyl)-5-phenyl-4-isothiazolin-3-one
• 英文别名: 2-(2-nitrophenyl)-5-phenyl-1,2-thiazol-3-one
• CAS: 164395-63-5
• 化学式: C₁₅H₁₀N₂O₃S
• 分子量: 298.322
• InChiKey: JQXHLVSPCGWDGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2-nitrophenyl)-5-phenyl-4-isothiazolin-3-one 在 铁粉 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以49%的产率得到N-(2-aminophenyl)-5-phenyl-4-isothiazolin-3-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 、 碘 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 苯 为溶剂， 反应 7.0h， 生成 N-(2-nitrophenyl)-5-phenyl-4-isothiazolin-3-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

文献信息

• Substituted 2,5-diaryl-4-isothiazolin-3-ones as antiinflammatory and
  申请人：The Dupont Merck Pharmaceutical Company

  公开号：US05411977A1

  公开（公告）日：1995-05-02

  The present invention relates to substituted 2, 5-diaryl-4-isothiazolin-3-ones, pharmaceutical preparations containing them, and their use in the treatment of, thrombosis and, especially inflammation.

  本发明涉及取代的2,5-二芳基-4-异噻唑啉-3-酮，包含它们的药物制剂，以及它们在治疗血栓和尤其是炎症方面的应用。
• US5411977A
  申请人：——

  公开号：US5411977A

  公开（公告）日：1995-05-02