5,6-dimethoxy-2-ethanoyl-1-naphthalenol | 1428646-19-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5,6-dimethoxy-2-ethanoyl-1-naphthalenol
• 英文别名: 1-(1-Hydroxy-5,6-dimethoxynaphthalen-2-yl)ethanone；1-(1-hydroxy-5,6-dimethoxynaphthalen-2-yl)ethanone
• CAS: 1428646-19-8
• 化学式: C₁₄H₁₄O₄
• 分子量: 246.263
• InChiKey: ZQIUFQYPTAPVGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,6-dimethoxy-2-ethanoyl-1-naphthalenol 在 吡啶 、 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 、 potassium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 13.0h， 生成
  参考文献：
  名称：

  Design and synthesis of new 7,8-dimethoxy-α-naphthoflavones as CYP1A1 inhibitors

  摘要：

  The flavonoids as inhibitors of CYP1A1 exhibit chemopreventive effects against certain procarcinogens and have been considered as the promising cancer preventive agents. A series of novel 7,8-dimethoxy-alpha-naphthoflavones as the substrate analogs were designed and prepared. The enzyme assay suggested that all of these new flavones were stronger inhibitors of CYP1A1 than the lead compound alpha-naphthoflavone. Among the tested ones, 3h showed the most potent inhibitory effects. (C) 2013 Shao-Shun Li. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.01.006
• 作为产物：
  描述：

  1,5-二羟基萘 在 盐酸 、 sodium dithionite 、 三氟化硼乙醚 、 四丁基溴化铵 、 三乙胺 、 N,N-二异丙基乙胺 、 Fremy's radical 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 22.08h， 生成 5,6-dimethoxy-2-ethanoyl-1-naphthalenol
  参考文献：
  名称：

  Design and synthesis of new 7,8-dimethoxy-α-naphthoflavones as CYP1A1 inhibitors

  摘要：

  The flavonoids as inhibitors of CYP1A1 exhibit chemopreventive effects against certain procarcinogens and have been considered as the promising cancer preventive agents. A series of novel 7,8-dimethoxy-alpha-naphthoflavones as the substrate analogs were designed and prepared. The enzyme assay suggested that all of these new flavones were stronger inhibitors of CYP1A1 than the lead compound alpha-naphthoflavone. Among the tested ones, 3h showed the most potent inhibitory effects. (C) 2013 Shao-Shun Li. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.01.006

文献信息

• Design and synthesis of new 7,8-dimethoxy-α-naphthoflavones as CYP1A1 inhibitors
  作者：Jia-Hua Cui、Dagula Hu、Xu Zhang、Zheng Jing、Jing Ding、Ru-Bing Wang、Shao-Shun Li

  DOI：10.1016/j.cclet.2013.01.006

  日期：2013.3

  The flavonoids as inhibitors of CYP1A1 exhibit chemopreventive effects against certain procarcinogens and have been considered as the promising cancer preventive agents. A series of novel 7,8-dimethoxy-alpha-naphthoflavones as the substrate analogs were designed and prepared. The enzyme assay suggested that all of these new flavones were stronger inhibitors of CYP1A1 than the lead compound alpha-naphthoflavone. Among the tested ones, 3h showed the most potent inhibitory effects. (C) 2013 Shao-Shun Li. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.