N-(4-oxo-2-thioxo-1,4-dihydroquinazolin-3(2H)-yl)methanesulfonamide | 1018471-46-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: N-(4-oxo-2-thioxo-1,4-dihydroquinazolin-3(2H)-yl)methanesulfonamide
• 英文别名: N-(4-oxo-2-sulfanylidene-1H-quinazolin-3-yl)methanesulfonamide
• CAS: 1018471-46-9
• 化学式: C₉H₉N₃O₃S₂
• 分子量: 271.321
• InChiKey: ZSUKZYHMBHKFLL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(4-oxo-2-thioxo-1,4-dihydroquinazolin-3(2H)-yl)methanesulfonamide 、 2-碘苯甲酸 在 copper(l) iodide 氢氧化钾 、 sodium hydroxide 、 铜 作用下， 以 水 为溶剂， 反应 7.0h， 以79%的产率得到2-({3-[(methylsulfonyl)amino]-4-oxo-3,4-dihydroquinazolin-2-yl}thio)benzoic acid
  参考文献：
  名称：

  Copper‐Catalyzed Coupling Reaction of 2‐Thioxo‐4‐quinazolinone and Thieno[3,2‐d]pyrimidin‐4‐one Methane Sulphonamide with Aryl Iodides: Preparation of Potential COX‐2 Selective Inhibitors

  摘要：

  Thio-aryl methane sulfonamide derivatives of 4-quinazolinone and thieno[2,3-d]pyrimidin-4-one were synthesized using powdery copper/copper(I) iodide as catalyst; their structural elucidation is also reported. These derivatives were planned as sulfur bioisosteres of selective COX-2 inhibitor drugs.

  DOI：

  10.1080/00397910701820236
• 作为产物：
  描述：

  methyl 2-({[2-(methylsulfonyl)hydrazino]carbonothioyl}amino)benzoate 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 N-(4-oxo-2-thioxo-1,4-dihydroquinazolin-3(2H)-yl)methanesulfonamide
  参考文献：
  名称：

  Copper‐Catalyzed Coupling Reaction of 2‐Thioxo‐4‐quinazolinone and Thieno[3,2‐d]pyrimidin‐4‐one Methane Sulphonamide with Aryl Iodides: Preparation of Potential COX‐2 Selective Inhibitors

  摘要：

  Thio-aryl methane sulfonamide derivatives of 4-quinazolinone and thieno[2,3-d]pyrimidin-4-one were synthesized using powdery copper/copper(I) iodide as catalyst; their structural elucidation is also reported. These derivatives were planned as sulfur bioisosteres of selective COX-2 inhibitor drugs.

  DOI：

  10.1080/00397910701820236

文献信息

• Copper‐Catalyzed Coupling Reaction of 2‐Thioxo‐4‐quinazolinone and Thieno[3,2‐<i>d</i>]pyrimidin‐4‐one Methane Sulphonamide with Aryl Iodides: Preparation of Potential COX‐2 Selective Inhibitors
  作者：Antonio Perdicaro、Giuseppe Granata、Agostino Marrazzo、Andrea Santagati

  DOI：10.1080/00397910701820236

  日期：2008.2.13

  Thio-aryl methane sulfonamide derivatives of 4-quinazolinone and thieno[2,3-d]pyrimidin-4-one were synthesized using powdery copper/copper(I) iodide as catalyst; their structural elucidation is also reported. These derivatives were planned as sulfur bioisosteres of selective COX-2 inhibitor drugs.