6-(3-(naphthalen-2-yl)acryloyl)-2H-benzo[b][1,4]oxazin-3(4H)-one | 875421-12-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 6-(3-(naphthalen-2-yl)acryloyl)-2H-benzo[b][1,4]oxazin-3(4H)-one
• 英文别名: 6-(3-naphthalen-2-ylprop-2-enoyl)-4H-1,4-benzoxazin-3-one
• CAS: 875421-12-8
• 化学式: C₂₁H₁₅NO₃
• 分子量: 329.355
• InChiKey: XHMZUAZMBRYRNM-UHFFFAOYSA-N

物化性质

• 熔点：
  272-274 °C
• 沸点：
  615.1±55.0 °C(predicted)
• 密度：
  1.294±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-萘甲醛 、 6-乙酰基-2H-1,4-苯并噁嗪-3(4H)-酮 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以41.3%的产率得到6-(3-(naphthalen-2-yl)acryloyl)-2H-benzo[b][1,4]oxazin-3(4H)-one
  参考文献：
  名称：

  Synthesis of 6-cinnamoyl-2H-benzo[b][1,4]oxazin-3(4H)-ones and their effects on A549 lung cancer cell growth

  摘要：

  A series of novel 6-cinnamoyl-2H-benzo[b][1,4]oxazin-3(4H)-one derivatives was synthesized. The structures of compounds were characterized by H-1 NMR, IR, and MS. Moreover, representative crystal structure was determined by X-ray diffraction analysis. The preliminary biological evaluation of all these compounds showed that compounds 3a-3d would suppress the growth of A549 lung cells effectively by inducing autophagy and cell cycle arrest. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.03.087

文献信息

• Synthesis of 6-cinnamoyl-2H-benzo[b][1,4]oxazin-3(4H)-ones and their effects on A549 lung cancer cell growth
  作者：Xue-Wen Zhou、Han-Lin Ma、Xuan Zhang、Shi-Yao Jing、Jun-Ying Miao、Bao-Xiang Zhao

  DOI：10.1016/j.ejmech.2014.03.087

  日期：2014.5

  A series of novel 6-cinnamoyl-2H-benzo[b][1,4]oxazin-3(4H)-one derivatives was synthesized. The structures of compounds were characterized by H-1 NMR, IR, and MS. Moreover, representative crystal structure was determined by X-ray diffraction analysis. The preliminary biological evaluation of all these compounds showed that compounds 3a-3d would suppress the growth of A549 lung cells effectively by inducing autophagy and cell cycle arrest. (C) 2014 Elsevier Masson SAS. All rights reserved.