N-(methylsulfonyl)-N-[2-(methylthio)-4-oxoquinazolin-3(4H)-yl]methanesulfonamide | 1018471-58-3

• 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-(methylsulfonyl)-N-[2-(methylthio)-4-oxoquinazolin-3(4H)-yl]methanesulfonamide
• 英文别名: N-(2-methylsulfanyl-4-oxoquinazolin-3-yl)-N-methylsulfonylmethanesulfonamide
• CAS: 1018471-58-3
• 化学式: C₁₁H₁₃N₃O₅S₃
• 分子量: 363.439
• InChiKey: BJQOEYYLTGDPLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  146
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  N-(methylsulfonyl)-N-[2-(methylthio)-4-oxoquinazolin-3(4H)-yl]methanesulfonamide 在 氢氧化钾 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 以86%的产率得到N-[2-(methylthio)-4-oxoquinazolin-3(4H)-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
• 作为产物：
  描述：

  甲基磺酰氯 、 3-amino-2-(methylthio)quinazolin-4(3H)-one 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以73%的产率得到N-(methylsulfonyl)-N-[2-(methylthio)-4-oxoquinazolin-3(4H)-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.