3-hydroxy-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one | 94719-82-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-hydroxy-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
• CAS: 94719-82-1
• 化学式: C₁₀H₁₀O₄
• 分子量: 194.187
• InChiKey: QJKNVPOJSUNVSD-UHFFFAOYSA-N

物化性质

• 沸点：
  386.9±42.0 °C(Predicted)
• 密度：
  1.285±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.66
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  66.76
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-hydroxy-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one 在 盐酸 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 3.5h， 生成 1-(2-hydroxy-4-methoxyphenyl)-3-(piperidin-1-yl)prop-2-en-1-one
  参考文献：
  名称：

  Anti-hepatitis B virus and anti-cancer activities of novel isoflavone analogs

  摘要：

  We have synthesized a series of novel isoflavone analogs and evaluated their anti-HBV and anti-cancer activities in vitro. The bioassays showed that the majority of the resultant compounds exerted inhibitory effects on HBsAg and HBeAg levels, HBV DNA replication, as well as the growth of four human cancer cell lines to various extents, which supported the rationale of the design. In particular, compound 8f showed the highest activity against HBV infection and HBV-related liver cancer. Compound 71 (IC50 = 0.47 mu M) also exerted remarkable inhibitory effect on the growth lung cancer cell line A-549. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.09.017
• 作为产物：
  描述：

  丹皮酚 、 甲酸乙酯 在 sodium 作用下， 以 乙醚 为溶剂， 反应 18.0h， 生成 3-hydroxy-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Anti-hepatitis B virus and anti-cancer activities of novel isoflavone analogs

  摘要：

  We have synthesized a series of novel isoflavone analogs and evaluated their anti-HBV and anti-cancer activities in vitro. The bioassays showed that the majority of the resultant compounds exerted inhibitory effects on HBsAg and HBeAg levels, HBV DNA replication, as well as the growth of four human cancer cell lines to various extents, which supported the rationale of the design. In particular, compound 8f showed the highest activity against HBV infection and HBV-related liver cancer. Compound 71 (IC50 = 0.47 mu M) also exerted remarkable inhibitory effect on the growth lung cancer cell line A-549. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.09.017

文献信息

• Anti-hepatitis B virus and anti-cancer activities of novel isoflavone analogs
  作者：Yikai Zhang、Hanyu Zhong、Zhiliang Lv、Mingfeng Zhang、Tao Zhang、Qisheng Li、Ke Li

  DOI：10.1016/j.ejmech.2012.09.017

  日期：2013.4

  We have synthesized a series of novel isoflavone analogs and evaluated their anti-HBV and anti-cancer activities in vitro. The bioassays showed that the majority of the resultant compounds exerted inhibitory effects on HBsAg and HBeAg levels, HBV DNA replication, as well as the growth of four human cancer cell lines to various extents, which supported the rationale of the design. In particular, compound 8f showed the highest activity against HBV infection and HBV-related liver cancer. Compound 71 (IC50 = 0.47 mu M) also exerted remarkable inhibitory effect on the growth lung cancer cell line A-549. (C) 2012 Elsevier Masson SAS. All rights reserved.