(2S)-N-{4-[N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-butane-4-carboxamide]-oxy-5-methoxy-2-aminobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal | 787558-56-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: (2S)-N-{4-[N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-butane-4-carboxamide]-oxy-5-methoxy-2-aminobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal
• 英文别名: 2S-N-{4-[N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-butane-3-carboxamide]-oxy-5-methoxy-2-aminobenzoyl}pyrrolidine-2-carbaxaldehyde diethyl thioacetal
• CAS: 787558-56-9
• 化学式: C₃₆H₄₁N₃O₆S₂
• 分子量: 675.87
• InChiKey: JUAWIWFPXBQFMN-NDEPHWFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.68
• 重原子数：
  47.0
• 可旋转键数：
  14.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  128.03
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (2S)-N-{4-[N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-butane-4-carboxamide]-oxy-5-methoxy-2-aminobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal 在 calcium carbonate 、 mercury dichloride 作用下， 以 乙腈 为溶剂， 反应 12.0h， 生成 7-methoxy-8-[N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-butane-3-carboxamide]-oxy-(11a S)-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5-one
  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：

  (2S)-N-(4-hydroxy-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal 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)-butane-4-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

文献信息

• 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.
• WO2006/70380
  申请人：——

  公开号：——

  公开（公告）日：——