(E)-2-(1-(6-hydroxy-4,7-dimethoxybenzofuran-5-yl)-3-(pyrrolidin-1-yl) but-2-enylidene)-1H-indene-1,3(2H)-dione | 1257306-51-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: (E)-2-(1-(6-hydroxy-4,7-dimethoxybenzofuran-5-yl)-3-(pyrrolidin-1-yl) but-2-enylidene)-1H-indene-1,3(2H)-dione
• 英文别名: 2-[(E)-1-(6-hydroxy-4,7-dimethoxy-1-benzofuran-5-yl)-3-pyrrolidin-1-ylbut-2-enylidene]indene-1,3-dione
• CAS: 1257306-51-6
• 化学式: C₂₇H₂₅NO₆
• 分子量: 459.499
• InChiKey: PERSTVKJSRMSMS-CCEZHUSRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  89.2
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1,3-茚满二酮 、 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以77%的产率得到(E)-2-(1-(6-hydroxy-4,7-dimethoxybenzofuran-5-yl)-3-(pyrrolidin-1-yl) but-2-enylidene)-1H-indene-1,3(2H)-dione
  参考文献：
  名称：

  Preparation of new polycyclic compounds derived from benzofurans and furochromones. An approach to novel 1,2,3-thia-, and selena-diazolofurochromones of anticipated antitumor activities

  摘要：

  Base catalyzed condensation of enaminoketones (3a,b) with malononitrile yields the respective 7-imino-5[2(substituted)prop-1-enyl]furochromene-6-carbonitriles (4a-d) according to the nature of base used. Compounds (3a, b) condense also with indan-1,3-diketone (5) to give alpha, beta-unsaturated carbonyl compounds (6a) and (6b), respectively. Pyrrolidine-catalyzed condensation of visnaginone (2a) and khellinone (2b) with active methylenes yields the corresponding 1-[7,7-(substituted) furobenzodihydropyrone derivatives (7a-e) which condense with semicarbazide to give the respective semicarbazones (8a-e). Compounds (8b,e) react with thionyl chloride to give the respective 1,2,3-thiadiazoles (9a,b) meanwhile compounds (8a-e) react also with selenium dioxide to give 1,2,3-selenadiazoles (9c-g), respectively. Chalcones (11a,b) were obtained upon condensing (2a,b) with ferrocene-2-carboxaldehyde (10). Compatible elementary and spectroscopic measurements were in good accord with the structures postulated for the new compounds. The antitumor activities of certain selected new compounds were screened, in vitro, against a panel of four (breast: MCF-7, cervix: HELA, colon: HCT116 and liver: HEPG2) human solid tumor cell lines and the structure activity relationship (SAR) was discussed. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.07.065