N¹-<<3-(3-nitrobenzene-1-carboxamido)benzen-1-yl>carbonyl>-N⁴,N⁸-bis(tert-butoxycarbonyl)spermidine | 133765-72-7

• 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: N¹-<<3-(3-nitrobenzene-1-carboxamido)benzen-1-yl>carbonyl>-N⁴,N⁸-bis(tert-butoxycarbonyl)spermidine
• 英文别名: N¹-{[3-(3-nitrobenzene-1-carboxamido)benzen-1-yl]carbonyl}-N⁴,N⁸-bis(tert-butoxycarbonyl)spermidine；tert-butyl N-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]-N-[3-[[3-[(3-nitrobenzoyl)amino]benzoyl]amino]propyl]carbamate
• CAS: 133765-72-7
• 化学式: C₃₁H₄₃N₅O₈
• 分子量: 613.711
• InChiKey: JZKZSCJNIKMOTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  44
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  172
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  N¹-<<3-(3-nitrobenzene-1-carboxamido)benzen-1-yl>carbonyl>-N⁴,N⁸-bis(tert-butoxycarbonyl)spermidine 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以95%的产率得到N¹-<<3-(3-aminobenzene-1-carboxamido)benzen-1-yl>carbonyl>-N⁴,N⁸-bis(tert-butoxycarbonyl)spermidine
  参考文献：
  名称：

  Synthesis, DNA binding properties and biological evaluation of novel oligo-meta-benzamides related to netropsin

  摘要：

  A series of oligo-meta-benzamides structurally related to the natural agent netropsin have been synthesized. Their binding constants to double-stranded polynucleotides as well as their cytostatic activity against tumor cell lines and their in vitro activity against a wide variety of DNA and RNA viruses have been determined. Most of these analogues retain the DNA binding capacity of the parent compound but with a notable decrease of selectivity and affinity. Like netropsin, the evaluated analogues did not show significant cytostatic and antiviral activity.

  DOI：

  10.1016/0223-5234(91)90058-u
• 作为产物：
  描述：

  N1,N5-双-Boc-亚精胺 在 palladium on activated charcoal 吡啶 、 氢气 作用下， 以 甲醇 、 乙腈 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 8.0h， 生成 N¹-<<3-(3-nitrobenzene-1-carboxamido)benzen-1-yl>carbonyl>-N⁴,N⁸-bis(tert-butoxycarbonyl)spermidine
  参考文献：
  名称：

  Synthesis, DNA binding properties and biological evaluation of novel oligo-meta-benzamides related to netropsin

  摘要：

  A series of oligo-meta-benzamides structurally related to the natural agent netropsin have been synthesized. Their binding constants to double-stranded polynucleotides as well as their cytostatic activity against tumor cell lines and their in vitro activity against a wide variety of DNA and RNA viruses have been determined. Most of these analogues retain the DNA binding capacity of the parent compound but with a notable decrease of selectivity and affinity. Like netropsin, the evaluated analogues did not show significant cytostatic and antiviral activity.

  DOI：

  10.1016/0223-5234(91)90058-u

文献信息

• Synthesis, DNA binding properties and biological evaluation of novel oligo-meta-benzamides related to netropsin
  作者：F Debart、G Gosselin、B Rayner、P Le Ber、C Auclair、J Balzarini、E De Clercq、C Paoletti、JL Imbach

  DOI：10.1016/0223-5234(91)90058-u

  日期：1991.4

  A series of oligo-meta-benzamides structurally related to the natural agent netropsin have been synthesized. Their binding constants to double-stranded polynucleotides as well as their cytostatic activity against tumor cell lines and their in vitro activity against a wide variety of DNA and RNA viruses have been determined. Most of these analogues retain the DNA binding capacity of the parent compound but with a notable decrease of selectivity and affinity. Like netropsin, the evaluated analogues did not show significant cytostatic and antiviral activity.