3-Phenyl-propynoic acid benzothiazol-2-ylamide | 164395-92-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 3-Phenyl-propynoic acid benzothiazol-2-ylamide
• 英文别名: N-(1,3-benzothiazol-2-yl)-3-phenylprop-2-ynamide
• CAS: 164395-92-0
• 化学式: C₁₆H₁₀N₂OS
• 分子量: 278.334
• InChiKey: RXBANLGKMHSXHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 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：
  70.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Phenyl-propynoic acid benzothiazol-2-ylamide 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成
  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：

  苯丙炔酸 在 氯化亚砜 作用下， 以 苯 为溶剂， 反应 4.0h， 生成 3-Phenyl-propynoic acid benzothiazol-2-ylamide
  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

• Selective halocyclization and iodosulfonylation of <i>N</i>-benzothiazol-2-yl alkynamides under mild conditions
  作者：Yu Fang、Shangfeng Ren、Chen He、Huiqi Han、Jin-Biao Liu、Fumin Liao、Min Yang

  DOI：10.1039/d2ob01165d

  日期：——

  The selective halocyclization and iodosulfonylation of N-benzothiazol-2-yl alkynamides under mild conditions is described. An effective synthetic strategy to pyrimidobenzothiazoles via a 6-endo-dig halocyclization of N-benzothiazol-2-yl alkynamides was developed at room temperature with a broad substrate scope. Furthermore, several multisubstituted α,β-enones were synthesized using the same starting

  描述了N-苯并噻唑-2-基炔酰胺在温和条件下的选择性卤环化和碘磺酰化。在室温下开发了一种有效的合成策略，通过N-苯并噻唑-2-基炔酰胺的 6 -endo-dig卤环化合成嘧啶并苯并噻唑，具有广泛的底物范围。此外，使用相同的起始材料合成了几种多取代的α，β-烯酮。
• US5411977A
  申请人：——

  公开号：US5411977A

  公开（公告）日：1995-05-02