N,N,N',N'-Tetrakis-(3-{[1-pyridin-2-yl-meth-(E)-ylidene]-amino}-propyl)-butane-1,4-diamine | 586364-14-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N,N,N',N'-Tetrakis-(3-{[1-pyridin-2-yl-meth-(E)-ylidene]-amino}-propyl)-butane-1,4-diamine
• 英文别名: N,N,N',N'-tetrakis[3-(pyridin-2-ylmethylideneamino)propyl]butane-1,4-diamine
• CAS: 586364-14-9
• 化学式: C₄₀H₅₂N₁₀
• 分子量: 672.92
• InChiKey: ZXNYCUBSUKLJFU-UHFFFAOYSA-N

物化性质

• 沸点：
  830.5±65.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  50
• 可旋转键数：
  25
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  dichloro(cycloocta-1,5-diene)palladium (II) 、 N,N,N',N'-Tetrakis-(3-{[1-pyridin-2-yl-meth-(E)-ylidene]-amino}-propyl)-butane-1,4-diamine 以 二氯甲烷 为溶剂， 以93%的产率得到
  参考文献：
  名称：

  The synthesis and catalytic activity of a first-generation poly(propylene imine) pyridylimine palladium metallodendrimer

  摘要：

  The preparation of a new palladium metallodendrimer is described. The first generation poly(propylene imine) dendrimer [DAB(NH2)(4)] has been modified by the reaction of the amino end groups with 2-pyridinecarboxaldehyde. Complexation reactions with PdCl2(COD) give rise to a metal-containing dendrimer with PdCl2 moieties bound on the periphery. The new metallodendrimer was used as a catalyst precursor, activated by methylaluminoxane (MAO), for the polymerization of ethylene. High molecular weight, high density polyethylene was obtained. (C) 2003 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(03)00173-6
• 作为产物：
  描述：

  吡啶-2-甲醛 、 N,N,N,N-四(3-氨基丙基)-1,4-丁二胺 在 magnesium sulfate 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 48.0h， 生成 N,N,N',N'-Tetrakis-(3-{[1-pyridin-2-yl-meth-(E)-ylidene]-amino}-propyl)-butane-1,4-diamine
  参考文献：
  名称：

  单核和树枝状阳离子CuI亚氨基吡啶连接的配合物在芳基碘化物羟化反应中的合成，表征和催化应用

  摘要：

  一系列单核的（C1 - C4）和树突状G1（DC1 - DC4）和G2（DC5 - DC8）阳离子的Cu我亚氨基吡啶配合物的通式[铜{（R-C 5 H ^ 3 N）CH = N（Ñ PR）-κ 2 - ñ，ñ } 2 ] [BF 4 ]（C1：R = 6-ME; C2：R = H; C3：R = 6-溴; C4：R = C ^ 4 ħ 3）和[ DAB‐G x ‐ PPI‐（Cu {（RC 5H 3 N）‐κ 2 ‐ N，N } y）z ] [BF 4 ] n [DAB：1,4-二氨基丁烷; PPI：聚（丙烯亚胺）；对于G1：x = 1，y = 4，z = 2，n = 2; 对于G2：x = 2，y = 8，z = 4，n = 4; DC1 / DC5：R = 6-Me; DC2 / DC6：R = H；DC3 / DC7：R = 6-溴; DC4 / DC8：R = C已经制备了4 H 3

  DOI：

  10.1002/ejic.201600417

文献信息

• Neutral and cationic osmium(II)-arene metallodendrimers: Synthesis, characterisation and anticancer activity
  作者：Preshendren Govender、Fabio Edafe、Banothile C.E. Makhubela、Paul J. Dyson、Bruno Therrien、Gregory S. Smith

  DOI：10.1016/j.ica.2013.05.025

  日期：2014.1

  Two neutral and two cationic half-sandwich Os(II)-arene metallodendrimers, of general formula [DAB-PPI-(eta(6)-p-cym)Os((C7H5NO)-kappa(2)-N,O)Cl}(n)] and [DAB-PPI-(eta(6)-p-cym)Os((C6H5N2)-kappa(2)-N,N)Cl}(n)][PF6](n) (where n = 4 (G1) or 8 (G2)) have been synthesised. In addition, two cationic half-sandwich Os(II)-arene metallodendrimers, containing PTA (1,3,5-triaza-7-phosphatricyclo[3.3.1.1.]

  通式为[DAB-PPI-（eta（6）-p-cym）Os（（C7H5NO）-kappa（2）-N，O）的两个中性和两个阳离子半三明治Os（II）-芳烃金属树枝状大分子Cl}（n）]和[DAB-PPI-（eta（6）-p-cym）Os（（C6H5N2）-kappa（2）-N，N）Cl}（n）] [PF6]（n） （其中n = 4（G1）或8（G2））已合成。另外，两种阳离子半三明治Os（II）-芳烃金属树枝状大分子，均含有通式[DAB-PPI-（eta）的PTA（1,3,5-三氮杂-7-磷三环[3.3.1.1。]癸烷）还报道了（6）-对-cym）Os（（C7H5NO）-kappa（2）-N，O）PTA}（n）] [PF6]（n）。所有配合物均已使用分析（即HR-ESI或EI质谱和元素分析）和光谱（即H-1，C-13 H-1} NMR和红外）方法进行了表征。已经制备了模型单核类似物，并
• Antiproliferative activity of chelating N,O- and N,N-ruthenium(ii) arene functionalised poly(propyleneimine) dendrimer scaffolds
  作者：Preshendren Govender、Anna K. Renfrew、Catherine M. Clavel、Paul J. Dyson、Bruno Therrien、Gregory S. Smith

  DOI：10.1039/c0dt00761g

  日期：——

  Chelating neutral (N,O) and cationic (N,N) first- and second-generation ruthenium(II) arene metallodendrimers based on poly(propyleneimine) dendrimer scaffolds were obtained from dinuclear arene ruthenium precursors by reactions with salicylaldimine and iminopyridyl dendritic ligands, respectively. The N,N cationic complexes were isolated as hexafluorophosphate salts and were characterised by NMR and IR spectroscopy, and MALDI-TOF mass spectrometry. Related mononuclear complexes were obtained in a similar manner and their molecular structures have been determined by X-ray diffraction analysis. The cytotoxicities of the mono- and multinuclear complexes were established using A2780 and A2780cisR human ovarian carcinoma cancer cell lines.

  基于聚丙烯亚胺树状大分子的第一代和第二代钌(II)芳烃金属树状大分子，分别通过与水杨醛亚胺和亚胺吡啶树状配体的反应，从二核芳烃钌前体获得。N,N阳离子型配合物以六氟磷酸盐形式分离，并通过NMR和IR光谱以及MALDI-TOF质谱进行表征。相关单核配合物以类似方式获得，其分子结构通过X射线衍射分析确定。利用A2780和A2780cisR人类卵巢癌癌细胞系确定了单核和多核配合物的细胞毒性。
• Higher generation cationic N , N -ruthenium(II)-ethylene-glycol-derived metallodendrimers: Synthesis, characterization and cytotoxicity
  作者：Preshendren Govender、Tina Riedel、Paul J. Dyson、Gregory S. Smith

  DOI：10.1016/j.jorganchem.2015.09.003

  日期：2015.12

  A new series of higher generation cationic N,N-chelating, ruthenium(II)-ethylene-glycol metallodendrimers from first-, second-, third- and fourth-generation pyridylimine-based poly(propylene) dendrimer scaffolds of the type, DAB-(NH2) (where n = 4, 8, 16 or 32, DAB = diaminobutane) have been prepared. Four metallodendrimers were synthesized, by first reacting DAB-(NH2) with 2pyridinecarboxaldehyde; and subsequently reacting the Schiff-base dendritic ligands with the [(126C(6)H(5)OCH(2)CH(2)OH)RuCl2 dimer, via a bridge-splitting reaction. All compounds were fully characterized using numerous spectroscopic and analytical techniques. In vitro anticancer activities of the complexes were evaluated against the A2780 cisplatin-sensitive and A2780cisR cisplatin-resistant human ovarian carcinoma cell lines and against the non-tumorigenic HEK-293 human embryonic kidney cell line, with the largest dendrimer being the most cytotoxic and selective of all the compounds. A mononuclear model analog was prepared to investigate the size dependency of the systems towards the biological activity. (C) 2015 Elsevier By. All rights reserved.
• Neutral and cationic multinuclear half-sandwich rhodium and iridium complexes coordinated to poly(propyleneimine) dendritic scaffolds: Synthesis and cytotoxicity
  作者：Richard Payne、Preshendren Govender、Bruno Therrien、Catherine M. Clavel、Paul J. Dyson、Gregory S. Smith

  DOI：10.1016/j.jorganchem.2013.01.009

  日期：2013.4

  The development of multinuclear pentamethylcyclopentadienyl (Cp*) rhodium and iridium complexes from first- and second-generation 2-iminopyridyl and salicylaldimine based poly(propyleneimine) dendrimer scaffolds of the type, DAB-(NH2)(n) (n = 4 or 8, DAB = diaminobutane) has been accomplished. Eight compounds were synthesised, viz. (Cp*MCl)(4)G(n) (1-8), by first reacting DAB-(NH2)(n) with either 2-pyridinecarboxaldehyde or salicylaldehyde and subsequently metallating the Schiff-base dendrimers with [Cp*MCl2](2) (where M = Rh, Ir). Related mononuclear complexes [Cp*MCl(L)] (L = iminopyridyl or salicylaldimine) (9-12) were obtained in a similar manner. The molecular structures of 9-12 have been determined by single-crystal X-ray diffraction analysis and the in vitro anticancer activities of 1-12 were evaluated against the A2780 and A2780cisR human ovarian carcinoma cell lines. (C) 2013 Elsevier B.V. All rights reserved.
• Synthesis, Characterization, and Catalytic Application of Mononuclear and Dendritic Cationic Cu ^I Iminopyridine‐Ligated Complexes in Aryl Iodide Hydroxylation
  作者：Nomvano Mketo、Johan H. L. Jordaan、Anine Jordaan、Andrew J. Swarts、Selwyn F. Mapolie

  DOI：10.1002/ejic.201600417

  日期：2016.8

  iminopyridine complexes of the general formula [Cu(R‐C5H3N)CH=N(nPr)‐κ2‐N,N}2][BF4] (C1: R = 6‐Me; C2: R = H; C3: R = 6‐Br; C4: R = C4H3) and [DAB‐Gx‐PPI‐(Cu(R‐C5H3N)‐κ2‐N,N}y)z][BF4]n [DAB: 1,4‐diaminobutane; PPI: poly(propyleneimine); for G1: x = 1, y = 4, z = 2, n = 2; for G2: x = 2, y = 8, z = 4, n = 4; DC1/DC5: R = 6‐Me; DC2/DC6: R = H; DC3/DC7: R = 6‐Br; DC4/DC8: R = C4H3] have been prepared and characterized

  一系列单核的（C1 - C4）和树突状G1（DC1 - DC4）和G2（DC5 - DC8）阳离子的Cu我亚氨基吡啶配合物的通式[铜（R-C 5 H ^ 3 N）CH = N（Ñ PR）-κ 2 - ñ，ñ } 2 ] [BF 4 ]（C1：R = 6-ME; C2：R = H; C3：R = 6-溴; C4：R = C ^ 4 ħ 3）和[ DAB‐G x ‐ PPI‐（Cu （RC 5H 3 N）‐κ 2 ‐ N，N } y）z ] [BF 4 ] n [DAB：1,4-二氨基丁烷; PPI：聚（丙烯亚胺）；对于G1：x = 1，y = 4，z = 2，n = 2; 对于G2：x = 2，y = 8，z = 4，n = 4; DC1 / DC5：R = 6-Me; DC2 / DC6：R = H；DC3 / DC7：R = 6-溴; DC4 / DC8：R = C已经制备了4 H 3