7-(2-aminophenylamino)-2-oxo-2H-chromene-3-carboxylic acid | 1438410-05-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 7-(2-aminophenylamino)-2-oxo-2H-chromene-3-carboxylic acid
• 英文别名: 7-(2-Aminoanilino)-2-oxochromene-3-carboxylic acid；7-(2-aminoanilino)-2-oxochromene-3-carboxylic acid
• CAS: 1438410-05-9
• 化学式: C₁₆H₁₂N₂O₄
• 分子量: 296.282
• InChiKey: TZPNWOXKRUCXKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  102
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  7-溴-2-氧代-2H-色烯-3-羧酸乙酯 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 14.0h， 生成 7-(2-aminophenylamino)-2-oxo-2H-chromene-3-carboxylic acid
  参考文献：
  名称：

  Synthesis of new conjugated coumarin–benzimidazole hybrids and their anticancer activity

  摘要：

  A series of novel coumarin-benzimidazole hybrids, 3-(1H-benzo[d]imidazol-2-yl)-7-(substituted amino)-2H-chromen-2-one derivatives of biological interest were synthesized. Six out of the newly synthesized compounds were screened for in vitro antitumor activity against preliminary 60 tumor cell lines panel assay. A significant inhibition for cancer cells was observed with compound 8 (more than 50% inhibition) compared with other compounds and active known drug 5-fluorouracil (in some cell lines) as positive control. Compound 8 displayed appreciable anticancer activities against leukemia, colon cancer and breast cancer cell lines. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.071

文献信息

• Synthesis of new conjugated coumarin–benzimidazole hybrids and their anticancer activity
  作者：Kamaldeep Paul、Shweta Bindal、Vijay Luxami

  DOI：10.1016/j.bmcl.2012.12.071

  日期：2013.6

  A series of novel coumarin-benzimidazole hybrids, 3-(1H-benzo[d]imidazol-2-yl)-7-(substituted amino)-2H-chromen-2-one derivatives of biological interest were synthesized. Six out of the newly synthesized compounds were screened for in vitro antitumor activity against preliminary 60 tumor cell lines panel assay. A significant inhibition for cancer cells was observed with compound 8 (more than 50% inhibition) compared with other compounds and active known drug 5-fluorouracil (in some cell lines) as positive control. Compound 8 displayed appreciable anticancer activities against leukemia, colon cancer and breast cancer cell lines. (C) 2013 Elsevier Ltd. All rights reserved.