6-(3-(4-chlorophenyl)acryloyl)-2H-benzo[b][1,4]oxazin-3(4H)-one | 749924-20-7

• 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-(4-chlorophenyl)acryloyl)-2H-benzo[b][1,4]oxazin-3(4H)-one
• 英文别名: 6-[3-(4-chlorophenyl)prop-2-enoyl]-4H-1,4-benzoxazin-3-one
• CAS: 749924-20-7
• 化学式: C₁₇H₁₂ClNO₃
• 分子量: 313.74
• InChiKey: AZBIDVJXCPZEKY-UHFFFAOYSA-N

物化性质

• 沸点：
  565.2±50.0 °C(Predicted)
• 密度：
  1.351±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 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：

  2H-1,4-苯并噁嗪-3(4H)-酮 在 aluminum (III) chloride 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 17.5h， 生成 6-(3-(4-chlorophenyl)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.