4,9-dimethoxy-7,7-dimethyl-6,7-dihydrofuro[3,2-g]chromen-5-one | 89820-26-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 4,9-dimethoxy-7,7-dimethyl-6,7-dihydrofuro[3,2-g]chromen-5-one
• 英文别名: 6,7-Dihydro-4,9-dimethoxy-7,7-dimethyl-5H-furo[3,2-g][1]benzopyran-5-one；4,9-dimethoxy-7,7-dimethyl-6H-furo[3,2-g]chromen-5-one
• CAS: 89820-26-8
• 化学式: C₁₅H₁₆O₅
• 分子量: 276.289
• InChiKey: YWXNXFXGBRDTCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  57.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,9-dimethoxy-7,7-dimethyl-6,7-dihydrofuro[3,2-g]chromen-5-one 在 sodium tetrahydroborate 、 对甲苯磺酸 作用下， 以 乙醇 、 苯 为溶剂， 反应 5.0h， 生成 4,9-dimethoxy-7,7-dimethyl-7H-furo[3,2-g]chromene
  参考文献：
  名称：

  El-Telbani, Emad M., Journal of Chemical Research, 2006, # 11, p. 709 - 712

  摘要：

  DOI：
• 作为产物：
  描述：

  凯林酮 生成 4,9-dimethoxy-7,7-dimethyl-6,7-dihydrofuro[3,2-g]chromen-5-one
  参考文献：
  名称：

  GAMMILL, R. B.

  摘要：

  DOI：

文献信息

• Anti-atherosclerotic 6,7-dihydro-7,7-disubstituted-khellin analogs
  申请人：The Upjohn Company

  公开号：US04434295A1

  公开（公告）日：1984-02-28

  The present specification provides novel analogs of khellin. These analogs are all useful as antiatherosclerotic agents. Particularly, the present specification provides 4-methoxy, 9-methoxy, or 4,9-dimethoxy-6,7-dihydro-7,7-disubstituted-5H-furo[3,2-g][1]benzopyran-5- ones.

  本规范提供了新颖的khellin类似物。这些类似物都可用作抗动脉粥样硬化药物。特别是，本规范提供了4-甲氧基，9-甲氧基，或4,9-二甲氧基-6,7-二氢-7,7-二取代-5H-呋喃[3,2-g][1]苯并吡喃-5-酮。
• 6,7-Dihydro-7,7-disubstituted-khellins
  申请人：THE UPJOHN COMPANY

  公开号：EP0099172A1

  公开（公告）日：1984-01-25

  Novel analogues of khellin are 4-methoxy, 9-methoxy or 4,9-dimethoxy-6,7-dihydro-7,7-disubstituted-5H-furo[3,2-g][1]benzopyran-5-ones. They can be useful as anti- atherosclerotic agents.

  黄柏苷的新型类似物是 4-甲氧基、9-甲氧基或 4,9 二甲基-6,7-二氢-7,7-二取代-5H-呋喃并[3,2-g][1]苯并吡喃-5-酮。 它们可用作抗动脉粥样硬化药物。
• 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
  作者：Sanaa M.Sh. Atta、Dalia S. Farrag、Ayman M.K. Sweed、A.H. Abdel-Rahman

  DOI：10.1016/j.ejmech.2010.07.065

  日期：2010.11

  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.
• GAMMILL, R. B.
  作者：GAMMILL, R. B.

  DOI：——

  日期：——
• US4434295A
  申请人：——

  公开号：US4434295A

  公开（公告）日：1984-02-28