1,4,7-trioxa<7>(2,3)-1,4-naphthoquinonophane | 134126-38-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,4,7-trioxa<7>(2,3)-1,4-naphthoquinonophane
• 英文别名: 1,4,7-trioxa[7](2,3)-1,4-naphthoquinonophane；11,14,17-Trioxatricyclo[8.7.0.03,8]heptadeca-1(10),3,5,7-tetraene-2,9-dione
• CAS: 134126-38-8
• 化学式: C₁₄H₁₂O₅
• 分子量: 260.246
• InChiKey: VUGRKEBOKBIZJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,3-二甲氧基-1,4-萘醌 、 二乙二醇 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 18.0h， 以55%的产率得到1,4,7-trioxa<7>(2,3)-1,4-naphthoquinonophane
  参考文献：
  名称：

  Studies on quinones. Part 43: Synthesis and cytotoxic evaluation of polyoxyethylene-containing 1,4-naphthoquinones☆

  摘要：

  A series of naphthoquinones 2,3-disubstituted with chlorine and oxyethylene groups have been prepared from 2,3-dichloro- and 2,3-dimethoxy-1,4-naphthoquinone. The members of these series were tested on normal human. broblasts and on a panel of four human cancer cell lines. Antitumor activities, which were in the range of IC50 1.3-89.5 mu M, discussed in terms of LUMO energy, lipophilicity and size of the polyoxyethylene moiety. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.02.018

文献信息

• Kartoflitskaya, A. P.; Kolesnikov, V. T.; Kal'chenko, V. I., Journal of Organic Chemistry USSR (English Translation), 1990, vol. 26, # 9.2, p. 1742 - 1745
  作者：Kartoflitskaya, A. P.、Kolesnikov, V. T.、Kal'chenko, V. I.、Markovskii, L. N.

  DOI：——

  日期：——
• KARTOFLITSKAYA, A. P.;KOLESNIKOV, V. T.;KALCHENKO, V. I.;MARKOVSKIJ, L. N+, ZH. ORGAN. XIMII, 26,(1990) N, S. 2018-2022
  作者：KARTOFLITSKAYA, A. P.、KOLESNIKOV, V. T.、KALCHENKO, V. I.、MARKOVSKIJ, L. N+

  DOI：——

  日期：——
• Studies on quinones. Part 43: Synthesis and cytotoxic evaluation of polyoxyethylene-containing 1,4-naphthoquinones☆
  作者：Jaime A. Valderrama、Hilda Leiva、Jaime A. Rodríguez、Cristina Theoduloz、Guillermo Schmeda-Hirshmann

  DOI：10.1016/j.bmc.2008.02.018

  日期：2008.4.1

  A series of naphthoquinones 2,3-disubstituted with chlorine and oxyethylene groups have been prepared from 2,3-dichloro- and 2,3-dimethoxy-1,4-naphthoquinone. The members of these series were tested on normal human. broblasts and on a panel of four human cancer cell lines. Antitumor activities, which were in the range of IC50 1.3-89.5 mu M, discussed in terms of LUMO energy, lipophilicity and size of the polyoxyethylene moiety. (C) 2008 Elsevier Ltd. All rights reserved.