N,N'-bis(dansylamidoethyl)-N,N'-bis(2-pyridylmethyl)-1,3-propylendiamine | 1363409-63-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N,N'-bis(dansylamidoethyl)-N,N'-bis(2-pyridylmethyl)-1,3-propylendiamine
• 英文别名: 5-(dimethylamino)-N-[2-[3-[2-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]ethyl-(pyridin-2-ylmethyl)amino]propyl-(pyridin-2-ylmethyl)amino]ethyl]naphthalene-1-sulfonamide
• CAS: 1363409-63-5
• 化学式: C₄₃H₅₂N₈O₄S₂
• 分子量: 809.069
• InChiKey: DSJKSJXHUGFWQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  57
• 可旋转键数：
  20
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  148
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  1,2-bis(2-picolylamino)propane 、 1-chloro-2-(5-dimethylamino-1-naphthalenesulfonamido)ethane 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以80%的产率得到N,N'-bis(dansylamidoethyl)-N,N'-bis(2-pyridylmethyl)-1,3-propylendiamine
  参考文献：
  名称：

  Bis(2-pyridylmethyl)alkyl(thioalkyl)diamines as promising scaffolds for the construction of fluorescent and redox chemosensors for transition and post-transition metal ions

  摘要：

  N,N'-Bis(2-pyridylmethyl)propylendiamine (1) and N,N'-bis(2-pyridylmethyl)-1,5-diamino-3-thiapentane (2) have been functionalised at the secondary nitrogen atoms with dansylamidoethyl (L-1, L-3), 2-quinolinylmethyl (L-2, L-4) and ferrocenylmethyl (L-6, L-7) pendant arms with the intention to study their potentiality as receptor units in molecular sensors. The optical response of L-1-L-4 to the presence of the metal ions Cu2+, Zn2+, Cd2+, Hg2+ and Pb2+ has been investigated in MeCN/H2O (4: 1 v/v) solution. The electrochemical response of L-6 and L-7 to the presence of the same metal ions has been investigated in anhydrous MeCN/CH2Cl2 10: 1 (v/v) solution. Results are compared and discussed with the aim to clarify the mutual role played by the bis(2-methylpyridyl)alkyl(thioalkyl)diamines and the signalling units attached to them in reaching the selectivity of the responses observed. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.09.025

文献信息

• Bis(2-pyridylmethyl)alkyl(thioalkyl)diamines as promising scaffolds for the construction of fluorescent and redox chemosensors for transition and post-transition metal ions
  作者：Riccardo Montis、M. Carla Aragoni、Massimiliano Arca、Carla Bazzicalupi、Alexander J. Blake、Claudia Caltagirone、Greta De Filippo、Alessandra Garau、Paola Gratteri、Francesco Isaia、Vito Lippolis、Anna Pintus

  DOI：10.1016/j.ica.2011.09.025

  日期：2012.2

  N,N'-Bis(2-pyridylmethyl)propylendiamine (1) and N,N'-bis(2-pyridylmethyl)-1,5-diamino-3-thiapentane (2) have been functionalised at the secondary nitrogen atoms with dansylamidoethyl (L-1, L-3), 2-quinolinylmethyl (L-2, L-4) and ferrocenylmethyl (L-6, L-7) pendant arms with the intention to study their potentiality as receptor units in molecular sensors. The optical response of L-1-L-4 to the presence of the metal ions Cu2+, Zn2+, Cd2+, Hg2+ and Pb2+ has been investigated in MeCN/H2O (4: 1 v/v) solution. The electrochemical response of L-6 and L-7 to the presence of the same metal ions has been investigated in anhydrous MeCN/CH2Cl2 10: 1 (v/v) solution. Results are compared and discussed with the aim to clarify the mutual role played by the bis(2-methylpyridyl)alkyl(thioalkyl)diamines and the signalling units attached to them in reaching the selectivity of the responses observed. (C) 2011 Elsevier B.V. All rights reserved.