3-butyl-2-(3-nitrophenyl)-2,3-dihydroquinazolin-4(1H)-one | 1350915-72-8

• 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: 3-butyl-2-(3-nitrophenyl)-2,3-dihydroquinazolin-4(1H)-one
• 英文别名: 3-Butyl-2-(3-nitrophenyl)-1,2-dihydroquinazolin-4-one
• CAS: 1350915-72-8
• 化学式: C₁₈H₁₉N₃O₃
• 分子量: 325.367
• InChiKey: KEONHLPFYMJRRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  78.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  间硝基苯甲醛 、 2-氨基-n-丁基苯甲酰胺 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以87%的产率得到3-butyl-2-(3-nitrophenyl)-2,3-dihydroquinazolin-4(1H)-one
  参考文献：
  名称：

  Design, synthesis and in vitro PDE4 inhibition activity of certain quinazolinone derivatives for treatment of asthma

  摘要：

  In this study, a novel series of quinazolinone derivatives analogue to nitraquazone structure were synthesized. The compounds tested for their inhibitory activity against phosphodiesterase 4B revealed that compound 6d shows promising inhibitory activity comparable to that of Rolipram, whereas compounds 6a and 6c exhibited moderate inhibitory activity.

  DOI：

  10.1007/s00044-011-9846-3

文献信息

• Zeolite-Catalyzed Method for the Preparation of 2,3-Dihydroquinazolin-4(1H)-ones
  作者：Anna Takács、Anna Fodor、János Németh、Zoltán Hell

  DOI：10.1080/00397911.2014.894525

  日期：2014.8.3

  The reaction of isatoic anhydride, amines, and aldehydes in the presence of a microporous zeolite gave 2,3-dihydroquinazolin-4(1H)-one derivatives with good to excellent yield. The yield depends on the structure of the aldehyde and/or amine compound.
• A Greener Protocol for Accessing 2,3-Dihydro/spiroquinazolin-4(1H)-ones: Natural Acid-SDS Catalyzed Three-Component Reaction
  作者：Prem Chauhan、Rashmi Sharma、Anand Pandey

  DOI：10.1055/s-0032-1317014

  日期：——

  A novel green and energy-efficient synthesis of 2,3-dihydro/spiroquinazolin-4(1H)-ones via three-component cyclo-condensation reaction involving isatoic anhydride, amines and aldehydes/ketones utilizing recyclable tartaric acid-SDS catalyst system has been achieved. With simple requirements of mechanical stirring or mechanochemical activation at room temperature and one of the shortest reported times as of yet, it is a significant improvement on previously described methods for the synthesis of such compounds. Moreover the catalyst system can also be efficiently applied in large-scale reactions which indicates the potential for applications in industry.
• Design, synthesis and in vitro PDE4 inhibition activity of certain quinazolinone derivatives for treatment of asthma
  作者：Afaf K. Elansary、Hanan H. Kadry、Eman M. Ahmed、Amr Sayed Motawi Sonousi

  DOI：10.1007/s00044-011-9846-3

  日期：2012.11

  In this study, a novel series of quinazolinone derivatives analogue to nitraquazone structure were synthesized. The compounds tested for their inhibitory activity against phosphodiesterase 4B revealed that compound 6d shows promising inhibitory activity comparable to that of Rolipram, whereas compounds 6a and 6c exhibited moderate inhibitory activity.