2-hydroxymethyl-1,4-dimethoxy-9,10-anthraquinone | 110526-48-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-hydroxymethyl-1,4-dimethoxy-9,10-anthraquinone
• 英文别名: (hydroxymethyl)-2 dimethoxy-1,4 antraquinone-9,10；digiferol dimethyl ether；2-Hydroxymethyl-1,4-dimethoxy-9,1 0-anthraquinone；2-(hydroxymethyl)-1,4-dimethoxyanthracene-9,10-dione
• CAS: 110526-48-2
• 化学式: C₁₇H₁₄O₅
• 分子量: 298.295
• InChiKey: JKXGLIHACNOGOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-hydroxymethyl-1,4-dimethoxy-9,10-anthraquinone 在 jones reagent 作用下， 以98%的产率得到9,10-Dihydro-1,4-dimethoxy-9,10-dioxoanthracene-2-carboxylic acid
  参考文献：
  名称：

  Topoisomerase II inhibitors. Synthetic hybridization of 4-quinolones and anthracyclines

  摘要：

  A series of hybrid molecules (14-16) combining certain structural features of both 4-quinolone antimicrobial inhibitors of DNA gyrase and anthracycline inhibitors of mammalian topoisomerase II were prepared synthetically in six chemical steps from digiferrol dimethyl ether(3). The resulting hybrids were, unfortunately, inactive against both bacteria and mammalian cells as well as purified topoisomerases at doses where ciprofloxacin and doxorubicin are highly active. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00191-1
• 作为产物：
  描述：

  digiferrol 、 硫酸二甲酯 以93%的产率得到
  参考文献：
  名称：

  VAN, HAHN DUFAT-TRINH;SEGUIN, ELISABETH;TILLEQUIN, FRANOIS;MONNERET, CLAU+, CHEM. AND PHARM. BULL., 37,(1989) N2, C. 3294-3300

  摘要：

  DOI：

文献信息

• Dufat-Trinh, Hahn van; Seguin, Elisabeth; Tillequin, Francois, Chemical and pharmaceutical bulletin, 1989, vol. 37, # 12, p. 3294 - 3300
  作者：Dufat-Trinh, Hahn van、Seguin, Elisabeth、Tillequin, Francois、Monneret, Claude、Koch, Michel

  DOI：——

  日期：——
• VAN, HAHN DUFAT-TRINH;SEGUIN, ELISABETH;TILLEQUIN, FRANOIS;MONNERET, CLAU+, CHEM. AND PHARM. BULL., 37,(1989) N2, C. 3294-3300
  作者：VAN, HAHN DUFAT-TRINH、SEGUIN, ELISABETH、TILLEQUIN, FRANOIS、MONNERET, CLAU+

  DOI：——

  日期：——
• VAN, HANH DUFAT-TRINH;SEGUIN, ELISABETH;TILLEQUIN, FRANCOIS;KOCH, MICHEL, HETEROCYCLES, 26,(1987) N 4, 879-882
  作者：VAN, HANH DUFAT-TRINH、SEGUIN, ELISABETH、TILLEQUIN, FRANCOIS、KOCH, MICHEL

  DOI：——

  日期：——
• Van, Hanh Dufat-Trinh; Seguin, Elisabeth; Tillequin, Francois, Heterocycles, 1987, vol. 26, # 4, p. 879 - 882
  作者：Van, Hanh Dufat-Trinh、Seguin, Elisabeth、Tillequin, Francois、Koch, Michel

  DOI：——

  日期：——
• Topoisomerase II inhibitors. Synthetic hybridization of 4-quinolones and anthracyclines
  作者：Trupti Kulkarni、Lester A. Mitscher、Linus L. Shen、Hanumiah Telikepalli、Dong Wei

  DOI：10.1016/s0960-894x(97)00191-1

  日期：1997.5

  A series of hybrid molecules (14-16) combining certain structural features of both 4-quinolone antimicrobial inhibitors of DNA gyrase and anthracycline inhibitors of mammalian topoisomerase II were prepared synthetically in six chemical steps from digiferrol dimethyl ether(3). The resulting hybrids were, unfortunately, inactive against both bacteria and mammalian cells as well as purified topoisomerases at doses where ciprofloxacin and doxorubicin are highly active. (C) 1997 Elsevier Science Ltd.