(2S)-N-{4-[5-piperazin-1-ylpentoxy]-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal | 956702-31-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2S)-N-{4-[5-piperazin-1-ylpentoxy]-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal
• CAS: 956702-31-1
• 化学式: C₂₆H₄₂N₄O₅S₂
• 分子量: 554.775
• InChiKey: IVMLDFVVDDZMME-NRFANRHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.49
• 重原子数：
  37.0
• 可旋转键数：
  15.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  97.18
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (2S)-N-{4-[5-piperazin-1-ylpentoxy]-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal 、 3-chloro-4-phenyl 4H-1,2,4-benzothiadiazine 1,1-dioxide 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以80%的产率得到
  参考文献：
  名称：

  1,2,4-Benzothiadiazine linked pyrrolo[2,1-c][1,4]benzodiazepine conjugates: Synthesis, DNA-binding affinity and cytotoxicity

  摘要：

  Benzothiadiazine-pyrrolobenzodiazepine conjugates linked through different alkane spacers have been prepared. These new classes of hybrid molecules exhibit cytotoxicity against many cancer cell lines. Their DNA thermal denaturation studies have been carried out and one of the compounds (4b) elevates the DNA helix melting temperature of the CT-DNA by 6.7 degrees C after incubation for 36 h. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.08.018
• 作为产物：
  描述：

  (2S)-N-(4-{5-[(4-tert-butoxycarbonyl)piperazin-1-yl]pentyloxy}-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 生成 (2S)-N-{4-[5-piperazin-1-ylpentoxy]-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal
  参考文献：
  名称：

  1,2,4-Benzothiadiazine linked pyrrolo[2,1-c][1,4]benzodiazepine conjugates: Synthesis, DNA-binding affinity and cytotoxicity

  摘要：

  Benzothiadiazine-pyrrolobenzodiazepine conjugates linked through different alkane spacers have been prepared. These new classes of hybrid molecules exhibit cytotoxicity against many cancer cell lines. Their DNA thermal denaturation studies have been carried out and one of the compounds (4b) elevates the DNA helix melting temperature of the CT-DNA by 6.7 degrees C after incubation for 36 h. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.08.018

文献信息

• Phosphonate-linked pyrrolo[2,1-c][1,4]benzodiazepine conjugates: Synthesis, DNA-binding affinity and cytotoxicity
  作者：Ahmed Kamal、P. Praveen Kumar、B.N. Seshadri、O. Srinivas、M. Shiva Kumar、Subrata Sen、Nisha Kurian、Aarti S. Juvekar、Surekha M. Zingde

  DOI：10.1016/j.bmc.2008.01.040

  日期：2008.4.1

  Pyrrolobenzodiazepine-diethylphosphonate conjugates have been designed and synthesized that link through two different types of spacers that are simple alkane chain and also a piperazine moiety side-armed with the alkane chains. These pyrrolobenzodiazepine conjugates have exhibited remarkable DNA-binding affinity and improved solubility in water, a representative compound 7d showing promising in vitro cytotoxicity. (c) 2008 Elsevier Ltd. All rights reserved.