N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-1-bromo-butanamide | 787558-51-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-1-bromo-butanamide
• 英文别名: 4-bromo-N-(9,10-dioxo-1-anthryl)butanamide；4-bromo-N-(9,10-dioxoanthracen-1-yl)butanamide
• CAS: 787558-51-4
• 化学式: C₁₈H₁₄BrNO₃
• 分子量: 372.218
• InChiKey: FMVBPKNPGUSYQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  63.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-1-bromo-butanamide 在 potassium carbonate 、 tin(ll) chloride 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 21.0h， 生成 (2S)-N-{4-[N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-propane-3-carboxamide]-oxy-5-methoxy-2-aminobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal
  参考文献：
  名称：

  Pyrrolo[2,1-c][1,4]benzodiazepine–anthraquinone conjugates. Synthesis, DNA binding and cytotoxicity

  摘要：

  New pyrrolobenzodiazepine-anthraquinone hybrids have been designed and synthesized, found to effectively bind to DNA and also exhibit cytotoxicity against many cancer cell lines. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2004.07.036
• 作为产物：
  描述：

  4-溴丁酰氯 、 氨基-9,10-蒽二酮 在 吡啶 作用下， 以 甲苯 为溶剂， 以82%的产率得到N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-1-bromo-butanamide
  参考文献：
  名称：

  Pyrrolo[2,1-c][1,4]benzodiazepine–anthraquinone conjugates. Synthesis, DNA binding and cytotoxicity

  摘要：

  New pyrrolobenzodiazepine-anthraquinone hybrids have been designed and synthesized, found to effectively bind to DNA and also exhibit cytotoxicity against many cancer cell lines. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2004.07.036

文献信息

• WO2006/70380
  申请人：——

  公开号：——

  公开（公告）日：——
• [EN] PYRROLO [2, 1-C] [1, 4] BENZODIAZEPINE-ANTHRAQUINONE CONJUGATES USEFUL AS ANTITUMOUR AGENTS<br/>[FR] CONJUGUES DE PYRROLO[2, 1-C][1, 4]BENZODIAZEPINE-ANTHRAQUINONE UTILES EN TANT QU'AGENTS ANTITUMORAUX
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2006070380A1

  公开（公告）日：2006-07-06

  [EN] The present invention relates to synthesis of pyrrolo[2,1-c][1,4]benzodiazepine-anthraquinone hybrids (V) wherein n=3,4; R=H, OH and to their use as antitumour agents.
  [FR] La présente invention concerne la synthèse d'hybrides de pyrrolo[2,1-c][1,4]benzodiazépine-anthraquinone (V) où n=3,4; R=H, OH, ainsi que leur emploi en tant qu'agents antitumoraux.
• Synthesis, DNA binding, and cytotoxicity studies of pyrrolo[2,1-c][1,4]benzodiazepine-anthraquinone conjugates
  作者：Ahmed Kamal、R. Ramu、Venkatesh Tekumalla、G.B.Ramesh Khanna、Madan S. Barkume、Aarti S. Juvekar、Surekha M. Zingde

  DOI：10.1016/j.bmc.2007.08.026

  日期：2007.11

  A series of pyrrolo[2, I -c][1 4]benzodiazepine-anthraquinone conjugates have been prepared and evaluated for their DNA binding ability as well as anticancer activity. Some of these molecules have shown significant anticancer activity in a number of cancer cell lines. (C) 2007 Elsevier Ltd. All rights reserved.
• Pyrrolo[2,1-c][1,4]benzodiazepine–anthraquinone conjugates. Synthesis, DNA binding and cytotoxicity
  作者：Ahmed Kamal、R. Ramu、G.B. Ramesh Khanna、Ajit Kumar Saxena、M. Shanmugavel、Renu Moti Pandita

  DOI：10.1016/j.bmcl.2004.07.036

  日期：2004.10

  New pyrrolobenzodiazepine-anthraquinone hybrids have been designed and synthesized, found to effectively bind to DNA and also exhibit cytotoxicity against many cancer cell lines. (C) 2004 Published by Elsevier Ltd.