N¹,N¹²-diethyl-6-hydroxy-N¹,N⁴,N⁹,N¹²-tetrakis(mesitylenesulfonyl)spermine | 852057-85-3

• 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-6-hydroxy-N¹,N⁴,N⁹,N¹²-tetrakis(mesitylenesulfonyl)spermine
• 英文别名: N-ethyl-N-[3-[[4-[3-[ethyl-(2,4,6-trimethylphenyl)sulfonylamino]propyl-(2,4,6-trimethylphenyl)sulfonylamino]-3-hydroxybutyl]-(2,4,6-trimethylphenyl)sulfonylamino]propyl]-2,4,6-trimethylbenzenesulfonamide
• CAS: 852057-85-3
• 化学式: C₅₀H₇₄N₄O₉S₄
• 分子量: 1003.42
• InChiKey: WMZAVSIVIHTNFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  67
• 可旋转键数：
  23
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  203
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  N¹,N¹²-diethyl-6-hydroxy-N¹,N⁴,N⁹,N¹²-tetrakis(mesitylenesulfonyl)spermine 在 吡啶 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 42.0h， 生成 N¹,N¹²-diethyl-6-phthalimido-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：

  4-溴-1,2-环氧丁烷 、 N,N'-bis(mesitylenesulfonyl)-N-ethyl-1,3-diaminopropane 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.5h， 以80%的产率得到N¹,N¹²-diethyl-6-hydroxy-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

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.