Acetic acid 3-((E)-but-1-enyl)-7-(4-methyl-pentyl)-1,4-dioxo-1,4-dihydro-naphthalen-2-yl ester | 915093-47-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Acetic acid 3-((E)-but-1-enyl)-7-(4-methyl-pentyl)-1,4-dioxo-1,4-dihydro-naphthalen-2-yl ester
• CAS: 915093-47-9
• 化学式: C₂₂H₂₆O₄
• 分子量: 354.446
• InChiKey: VHJVUSNFAHMYAE-UXBLZVDNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.83
• 重原子数：
  26.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  60.44
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Acetic acid 3-((E)-but-1-enyl)-7-(4-methyl-pentyl)-1,4-dioxo-1,4-dihydro-naphthalen-2-yl ester 在 三氟化硼乙醚 、 碳酸氢钠 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.5h， 生成 2-Ethyl-7-(4-methyl-pentyl)-naphtho[2,3-b]furan-4,9-dione
  参考文献：
  名称：

  New cytotoxic furoquinones obtained from terpenyl-1,4-naphthoquinones and 1,4-anthracenediones

  摘要：

  A series of new furoterpenyl-1,4-naphtho(anthra)quinones have been prepared via oxidative cyclization of the corresponding 2-hydroxy-3-butenyl-1,4-naphtho(anthra)quinones. Depending on the reaction conditions the 1,2-quinones or the 1,4-quinones were obtained. Several new furo-1,4-anthraquinones were also obtained by condensation of 2,3-dichloroquinones with 1,3-dicarbonyls. The compounds synthesized have been evaluated for their cytotoxicity against neoplastic cell lines, some of them being effective below the micromolar level. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.06.053
• 作为产物：
  描述：

  月桂烯 、 2,5-二氯-1,4-苯醌 、 乙酸酐 、 正丁醛 生成 、 Acetic acid 3-((E)-but-1-enyl)-7-(4-methyl-pentyl)-1,4-dioxo-1,4-dihydro-naphthalen-2-yl ester
  参考文献：
  名称：

  New cytotoxic furoquinones obtained from terpenyl-1,4-naphthoquinones and 1,4-anthracenediones

  摘要：

  A series of new furoterpenyl-1,4-naphtho(anthra)quinones have been prepared via oxidative cyclization of the corresponding 2-hydroxy-3-butenyl-1,4-naphtho(anthra)quinones. Depending on the reaction conditions the 1,2-quinones or the 1,4-quinones were obtained. Several new furo-1,4-anthraquinones were also obtained by condensation of 2,3-dichloroquinones with 1,3-dicarbonyls. The compounds synthesized have been evaluated for their cytotoxicity against neoplastic cell lines, some of them being effective below the micromolar level. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.06.053