N¹,N¹²-diethyl-N¹,N⁴,N⁹,N¹²-tetrakis(mesitylenesulfonyl)-6-(p-toluenesulfonato)spermine | 852057-86-4

• 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,N¹²-diethyl-N¹,N⁴,N⁹,N¹²-tetrakis(mesitylenesulfonyl)-6-(p-toluenesulfonato)spermine
• 英文别名: 1,4-Bis[3-[ethyl-(2,4,6-trimethylphenyl)sulfonylamino]propyl-(2,4,6-trimethylphenyl)sulfonylamino]butan-2-yl 4-methylbenzenesulfonate
• CAS: 852057-86-4
• 化学式: C₅₇H₈₀N₄O₁₁S₅
• 分子量: 1157.61
• InChiKey: UTWYLILKLXINPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.2
• 重原子数：
  77
• 可旋转键数：
  26
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  235
• 氢给体数：
  0
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  N¹,N¹²-diethyl-N¹,N⁴,N⁹,N¹²-tetrakis(mesitylenesulfonyl)-6-(p-toluenesulfonato)spermine 在 sodium tetrahydroborate 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 54.0h， 生成 6-amino-N¹,N¹²-diethyl-N¹,N⁴,N⁹,N¹²-tetrakis(mesitylenesulfonyl)spermine
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Aminopolyamines

  摘要：

  Exploitation of the polyamine backbone as a vector for intracellular transport of various pharmacophores has focused largely on fixing the cargo molecule to one of the nitrogens in the linear chain. This communication describes the assembly of a model aminopolyamine analogue, 6-amino-N-1,N-12-diethylspermine, and its biological properties. This amino polyamine presents an additional site of attachment for cargo molecules, reduces cell growth, and achieves cellular concentrations that are higher than those of N-1,N-12-diethylspermine.

  DOI：

  10.1021/jm050024m
• 作为产物：
  描述：

  N,N'-bis(mesitylenesulfonyl)-N-ethyl-1,3-diaminopropane 在 吡啶 、 sodium hydride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 42.5h， 生成 N¹,N¹²-diethyl-N¹,N⁴,N⁹,N¹²-tetrakis(mesitylenesulfonyl)-6-(p-toluenesulfonato)spermine
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Aminopolyamines

  摘要：

  Exploitation of the polyamine backbone as a vector for intracellular transport of various pharmacophores has focused largely on fixing the cargo molecule to one of the nitrogens in the linear chain. This communication describes the assembly of a model aminopolyamine analogue, 6-amino-N-1,N-12-diethylspermine, and its biological properties. This amino polyamine presents an additional site of attachment for cargo molecules, reduces cell growth, and achieves cellular concentrations that are higher than those of N-1,N-12-diethylspermine.

  DOI：

  10.1021/jm050024m

文献信息

• WO2006/52229
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis and Biological Evaluation of Aminopolyamines
  作者：Raymond J. Bergeron、Guangfei Huang、James S. McManis、Hua Yao、John Nhut Nguyen

  DOI：10.1021/jm050024m

  日期：2005.5.1

  Exploitation of the polyamine backbone as a vector for intracellular transport of various pharmacophores has focused largely on fixing the cargo molecule to one of the nitrogens in the linear chain. This communication describes the assembly of a model aminopolyamine analogue, 6-amino-N-1,N-12-diethylspermine, and its biological properties. This amino polyamine presents an additional site of attachment for cargo molecules, reduces cell growth, and achieves cellular concentrations that are higher than those of N-1,N-12-diethylspermine.