2,6-bis(((2-(piperidin-1-yl)ethyl)imino)methyl)-4-methylphenol | 1132774-62-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,6-bis(((2-(piperidin-1-yl)ethyl)imino)methyl)-4-methylphenol
• 英文别名: 4-methyl-2,6-bis(1-(2-piperidinoethyl)iminomethyl)-phenol；4-Methyl-2,6-bis(2-piperidin-1-ylethyliminomethyl)phenol
• CAS: 1132774-62-9
• 化学式: C₂₃H₃₆N₄O
• 分子量: 384.565
• InChiKey: ZIJSAFUGEWJDPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  51.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  cobalt(II) diacetate tetrahydrate 、 2,6-bis(((2-(piperidin-1-yl)ethyl)imino)methyl)-4-methylphenol 以 甲醇 为溶剂， 生成 [Co2(2,6-bis(((2-(piperidin-1-yl)ethyl)imino)methyl)-4-methylphenolato)(H₂O)₂(OAc)2](OAc)
  参考文献：
  名称：

  Dinuclear cobalt(II) complexes of Schiff-base compartmental ligands: Syntheses, crystal structure and bio-relevant catalytic activities

  摘要：

  Three dicobalt(II) complexes, namely [Co-2((LH)-H-1)(H2O)(2)(OAc)(2)](OAAc)2 (1), [Co-2(L-2)(H2O)(2)(OAc)(2)](OAc) (2) and [Co-2(L-3)(H2O)(2)(OAc)(2)](OAc) (3) of the p-cresol based "end-off' compartmental ligands 2,6-bis(R-iminomethyl)-4-methyl-phenolato, where R = N-ethylpiperazine for L-1, 2-ethylpyridine for L-2 and N-ethylpiperidine for L-3, have been synthesized and characterized by common physicochemical techniques, and in the case of complex 1 also by single crystal X-ray diffraction analysis. All the complexes show excellent catecholase-like activity, monitored not only with 3,5-di-tert-butylcatechol but also with tetrachlorocatechol, a substrate reluctant to be oxidized. To the best of our knowledge, to date no cobalt complex has been found in the literature to manifest such activity. The complexes are observed to interact efficiently with CT-DNA and on incubation (employing plasmid pTZ57/R/T DNA) they exhibit concentration dependent DNA cleavage activity. The mechanisms related to the DNA cleavage and catecholase-like activities have been investigated. The cytotoxicity of the complexes has also been examined through an MU assay. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2013.05.014
• 作为产物：
  描述：

  1-(2-氨乙基)哌啶 、 2,6-二甲酰-4-甲基苯酚 以 甲醇 为溶剂， 反应 1.0h， 生成 2,6-bis(((2-(piperidin-1-yl)ethyl)imino)methyl)-4-methylphenol
  参考文献：
  名称：

  与席夫碱配体的双核镍 (II) 配合物：合成、结构和生物相关催化活性

  摘要：

  三种基于甲酚的席夫碱配体的 Ni(II) 配合物，即 [Ni2(L1)(NCS)3(H2O)2]、(1) [Ni2(L2)(CH3COO)(NCS)2(H2O)] (2) 和 [Ni2(L3)(NCS)3] (3)，（其中 L1 = 2,6-双（N-乙基吡咯烷亚氨基甲基）-4-甲基苯酚，L2 = 2,6-双（N-乙基哌啶亚氨基甲基）- 4-methylphenolato 和 L3 = 2,6-bis{N-ethyl-N-(3-hydroxypropyl iminomethyl)}-4-methylphenolato)，除了常规的物理化学外，还通过 X 射线单晶衍射进行了合成和结构表征技术。已进行密度泛函理论计算以了解配合物的电子光谱的性质。配合物 1-3 在 50:50 乙腈-水介质中与磷酸 4-硝基苯酯反应促进 O-P 键断裂形成对硝基苯酚并顺利转化 3,5-二-叔丁基邻苯二酚 (3,5-

  DOI：

  10.1007/s11243-011-9537-4

文献信息

• Synthesis, characterization and selective fluorescent zinc(II) sensing property of three Schiff-base compounds
  作者：Partha Roy、Koushik Dhara、Mario Manassero、Pradyot Banerjee

  DOI：10.1016/j.ica.2009.01.023

  日期：2009.6

  Three Schiff-base compounds, 4-methyl-2,6-bis(1-(2-piperidinoethyl)iminomethyl)-phenol (HL1), 4-methyl-2,6-bis( 1-(2-pyrrolidinoethyl)-iminomethyl)-phenol (HL2) and (4-methyl-2,6-bis(1-(2- morpholinoethyl) iminomethyl)-phenol) (HL3), have been synthesized and characterized by elemental analysis, FT-IR, H-1 NMR, UV-Vis, electrospray ionisation mass and fluorescence spectroscopy. The emission quantum yield of the compounds increases by ca. 10-17 times by the addition of Zn2+ ion. Introduction of other metal ions of biological and environmental relevance either keeps unaltered or quenches the emission intensity of the ligands. This happens because of large binding constant (similar to 10(4) M-1) of the ligand with Zn2+ ion in acetonitrile. Each of the three ligands forms 1: 2 (ligand: metal) complexes which are characterized by single crystal X-ray diffraction analyses. This imposes rigidity to the ligand due to the complexation and, as a result, the radiative decay constant increases and the corresponding nonradiative decay parameter decreases. All of the ligands react with zinc chloride in acetonitrile to form dinuclear complexes which have been characterized by the elemental analysis, FT-IR, UV-Vis, electrospray ionisation mass spectroscopies and single crystal X-ray structural determinations. (C) 2009 Elsevier B.V. All rights reserved.