4,7-dimethoxyindole-3-carboxylic acid ethyl ester | 78942-76-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4,7-dimethoxyindole-3-carboxylic acid ethyl ester
• 英文别名: ethyl 4,7-dimethoxy-1H-indole-3-carboxylate
• CAS: 78942-76-4
• 化学式: C₁₃H₁₅NO₄
• 分子量: 249.266
• InChiKey: GWWDVIAMZJSQBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  60.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,7-dimethoxyindole-3-carboxylic acid ethyl ester 在 sodium methylate 、 sodium hydride 、 formamide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4,7-Dimethoxy-1-methyl-1H-indole-3-carboxylic acid amide
  参考文献：
  名称：

  Synthesis and cytotoxicity of analogues of the antibiotic BE 10988 inhibitors of DNA topoisomerase II

  摘要：

  Indolequinone derivatives of the antitumour antibiotic BE 10988 were synthesized and evaluated for their cytotoxicity and action mechanism. The quinone system is essential to biological activity and the thiazole ring plays a major role in the poisoning of topoisomerase II. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00307-8
• 作为产物：
  描述：

  3,6-二甲氧基-2-硝基苯甲醛 在 palladium dihydroxide 乙基溴化镁 、 ammonium acetate 、 氢气 作用下， 生成 4,7-dimethoxyindole-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis and cytotoxicity of analogues of the antibiotic BE 10988 inhibitors of DNA topoisomerase II

  摘要：

  Indolequinone derivatives of the antitumour antibiotic BE 10988 were synthesized and evaluated for their cytotoxicity and action mechanism. The quinone system is essential to biological activity and the thiazole ring plays a major role in the poisoning of topoisomerase II. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00307-8

文献信息

• Malesani, Giorgio; Chiarelotto, Gianfranco; Ferlin, Maria Grazia, Journal of Heterocyclic Chemistry, 1981, vol. 18, p. 613 - 618
  作者：Malesani, Giorgio、Chiarelotto, Gianfranco、Ferlin, Maria Grazia、Masiero, Sergio

  DOI：——

  日期：——
• MALESANI, G.;CHIARELOTTO, G.;FERLIN, M. G.;MASIERO, S., J. HETEROCYCL. CHEM., 1981, 18, N 3, 613-617
  作者：MALESANI, G.、CHIARELOTTO, G.、FERLIN, M. G.、MASIERO, S.

  DOI：——

  日期：——
• Synthesis and cytotoxicity of analogues of the antibiotic BE 10988 inhibitors of DNA topoisomerase II
  作者：Marc-Olivier Catrycke、Raymond Houssin、Jean-Pierre Hénichart、Bruno Pfeiffer、Pierre Renard、Laurent Dassonneville、Christian Bailly

  DOI：10.1016/s0960-894x(99)00307-8

  日期：1999.7

  Indolequinone derivatives of the antitumour antibiotic BE 10988 were synthesized and evaluated for their cytotoxicity and action mechanism. The quinone system is essential to biological activity and the thiazole ring plays a major role in the poisoning of topoisomerase II. (C) 1999 Elsevier Science Ltd. All rights reserved.