2-hydroxy-3-naphthalen-2-ylprop-2-enoic acid

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-hydroxy-3-naphthalen-2-ylprop-2-enoic acid
• 化学式: C₁₃H₁₀O₃
• 分子量: 214.221
• InChiKey: FQODETCZPCRVDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-hydroxy-3-naphthalen-2-ylprop-2-enoic acid 、 碘甲烷 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 48.0h， 以95%的产率得到
  参考文献：
  名称：

  Synthesis of new bioisosteric hemiasterlin analogues with extremely high cytotoxicity

  摘要：

  In this Letter, the synthesis and the evaluation of the cytotoxicity of new hemiasterlin analogues were reported. The indole moiety was replaced respectively by benzofurane, naphthalene and 4-bromobenzene groups. Most of these derivatives possess strong cytotoxic activity on two human tumour cell lines (KB and Hep-G(2)), and some analogues showed comparable cytotoxic activity to that observed for paclitaxel and ellipticine, against KB and Hep-G(2) cancer cell lines. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.09.065
• 作为产物：
  描述：

  4-(2-naphthyl)methylene-2-methyl-5(4H)-oxazolone 在 sodium hydroxide 、 盐酸 作用下， 以 水 为溶剂， 反应 4.5h， 以89%的产率得到2-hydroxy-3-naphthalen-2-ylprop-2-enoic acid
  参考文献：
  名称：

  Synthesis of new bioisosteric hemiasterlin analogues with extremely high cytotoxicity

  摘要：

  In this Letter, the synthesis and the evaluation of the cytotoxicity of new hemiasterlin analogues were reported. The indole moiety was replaced respectively by benzofurane, naphthalene and 4-bromobenzene groups. Most of these derivatives possess strong cytotoxic activity on two human tumour cell lines (KB and Hep-G(2)), and some analogues showed comparable cytotoxic activity to that observed for paclitaxel and ellipticine, against KB and Hep-G(2) cancer cell lines. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.09.065