2,6-bis(((2-(pyridin-2-yl)ethyl)imino)methyl)-4-methylphenol | 406911-11-3

• 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-(pyridin-2-yl)ethyl)imino)methyl)-4-methylphenol
• 英文别名: 2,6-bis{N-(2-pyridylethyl)formidoyl}-4-methylphenol；4-methyl-2,6-bis-[(2-pyridin-2-ylethylimino)methyl]phenol；2,6-bis[N-(2-pyridylethyl)formimidoyl]-4-methylphenol；Phenol, 4-methyl-2,6-bis[[[2-(2-pyridinyl)ethyl]imino]methyl]-；4-methyl-2,6-bis(2-pyridin-2-ylethyliminomethyl)phenol
• CAS: 406911-11-3
• 化学式: C₂₃H₂₄N₄O
• 分子量: 372.47
• InChiKey: JSTVDQXMLDVKOZ-UHFFFAOYSA-N

物化性质

• 沸点：
  570.1±50.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  70.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,6-bis(((2-(pyridin-2-yl)ethyl)imino)methyl)-4-methylphenol 在 sodium tetrahydroborate 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 生成 4-Methyl-2,6-bis-[(2-pyridin-2-yl-ethylamino)-methyl]-phenol
  参考文献：
  名称：

  Schindler, Siegfried; Elias, Horst; Paulus, Helmut, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1990, vol. 45, # 5, p. 607 - 618

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(2-氨乙基)吡啶 、 2,6-二甲酰-4-甲基苯酚 以 甲醇 为溶剂， 反应 6.0h， 生成 2,6-bis(((2-(pyridin-2-yl)ethyl)imino)methyl)-4-methylphenol
  参考文献：
  名称：

  A new diformyl phenol based chemosensor selectively detects Zn²⁺ and Co²⁺ in the nanomolar range in 100% aqueous medium and HCT live cells

  摘要：

  研究人员探索了一种基于二甲酰酚的新型化学传感器，该传感器可在 100%水溶液和 HCT 细胞中感应纳摩尔范围内的 Zn2+ 和 Co2+。

  DOI：

  10.1039/d2nj01478e

文献信息

• A radical pathway in catecholase activity with nickel(<scp>ii</scp>) complexes of phenol based “end-off” compartmental ligands
  作者：Totan Ghosh、Jaydeep Adhikary、Prateeti Chakraborty、Pradip K. Sukul、Mahendra Sekhar Jana、Tapan Kumar Mondal、Ennio Zangrando、Debasis Das

  DOI：10.1039/c3dt51419f

  日期：——

  peroxide. An EPR study confirms the generation of radicals during the catalysis. Cyclic voltammetric studies of the complexes in the presence and absence of 3,5-DTBC have been performed. Reduction of NiII to NiI and that of the imine bond of the ligand system have been detected at ∼−1.0 V and ∼−1.5 V, respectively. Coulometric separation of the species at −1.5 V followed by the EPR study at 77 K confirms the

  合成了七种基于双核和一种基于双核酰胺的双氰胺桥连的酚基隔室配体（HL 1 -HL 4）的聚合物Ni II配合物，目的是研究其类似儿茶酚酶的活性并评估该过程中最可能的机理。通过常规的物理化学研究以及X射线单晶结构分析，即[Ni 2（L 2）（SCN）3（H 2 O）（CH 3 OH）]（1），[Ni 2（L 4）（SCN）3（CH 3 OH）2]（2），[Ni 2（L 2）（SCN）2（AcO）（H 2 O）]（3），[Ni 2（L 4）（SCN）（AcO）2 ]（4），[Ni 2（L 2）（N 3）3（H 2 O）2 ]（5），[Ni 2（L 4）（N 3）3（H 2 O）2 ]（6），[Ni 2（L 1）（AcO）2（N（CN）2）] n（ 7）和[Ni 2（L 3）（AcO） 2（N（CN） 2）]（ 8），[SCN =异硫氰酸酯，AcO =乙酸盐，N 3 =叠氮化物，和N（CN） 2
• Synthesis and structure of copper (II) complexes with L–OH (L–OH=2,6-bis-[N-(2-pyridylethyl)-formidoyl]-4-methyl-phenol)
  作者：Jorge Manzur、Ana María García、Andrés Vega、Andrés Ibañez

  DOI：10.1016/j.poly.2006.07.027

  日期：2007.1

  presence of methyl 3,4-dihydroxy-benzoate (CAT-(OH)2) during the synthesis of I leads to the complex [Cu2(L–O)(μ-OH)(CH3OH)][Cu(CAT-O2)2]0.5(ClO4) (III). This compound exhibits an uncommon anion consisting of a bis-(catecholate) cuprate (II) moiety. The complete series of complexes show bridging phenoxo groups between the copper centers, together with hydroxo and perchlorate bridges found in I or two chlorides

  报道了三种新的与配体2,6-双-[ N-（N-（2-吡啶乙基）-甲酰基] -4-甲基苯酚（L-OH）的铜（II）配合物的合成和分子结构。通过L-OH的反应制备配合物的CuX 2  ·  Ñ ħ 2 O，得到[铜2（L-O）（μ-OH）（μ-CLO 4）]（CLO 4）（我）; X = CLO4- ，反应介质中有KOH；或[Cu 2（L–O）（μ-Cl）2 ] [Cu 2 Cl 6 ] 0.5（II）；或 X = Cl，在中性条件下。3,4-二羟基苯甲酸甲酯（CAT-（OH）2）在I的合成过程中会生成复合物[Cu 2（L–O）（μ-OH）（CH 3 OH）] [Cu（CAT-O 2）2 ] 0.5（ClO 4）（III）。该化合物显示出由双（邻苯二酚）铜酸盐（II）部分组成的不常见阴离子。完整的配合物系列显示出铜中心之间的桥酚氧基团，以及在I中发现的羟基和高氯酸盐桥或在II中发现的两个氯化物。化合物I在有氧条件下对3
• Studying the structure, BSA and FS-DNA interaction, fluorescence sensing of anions, cytotoxicity, and catecholase activity of Cu(II) and Zn(II) Schiff base complexes
  作者：Zahra Mohebbi Jahromi、Zahra Asadi、Monika Kucerakova、Michal Dusek、Banafsheh Rastegari

  DOI：10.1016/j.molstruc.2024.138173

  日期：2024.8

  × 10 M for complex 1 and 2, respectively, and intercalation as the dominant binding mode for both complexes. Furthermore, the cytotoxicity detection test of the complexes against AGS, MCF-7, PC3 cancer, and NIH/3T3 normal cell lines has shown a moderate selective anticancer activity against MCF-7 and AGS in complex . Both complexes triggered apoptosis-programmed cell death. Also, complex 2 showed a

  报告了两种新复合物 [CuL(NCS)}(-NCS)] () 和 [ZnL(-N)(N)] 的合成、表征、X 射线晶体学以及与 BSA/FS-DNA 的相互作用(2) (其中 =[2,6-bisN-(2-pyridyleth) 本节包含出现在参考文献列表中但不在文本正文中的参考文献。请在文本中定位每个参考文献，或者将其删除.基)甲酰基}-4-甲基苯酚])。使用元素分析、紫外可见分光光度计和傅里叶变换红外光谱法对配合物进行表征。 X 射线分析揭示了复合物的硫氰酸酯桥接一维聚合结构以及复合物 2 的同双核单苯氧桥和叠氮桥结构。使用吸收和发射研究了这两种复合物的结合亲和力以及与 BSA/FS-DNA 的相互作用模式光谱学、粘度测量、圆二色性、琼脂糖凝胶电泳、电化学研究和对接模拟。 EtBr 替代实验阐明了复合物 1 和 2 的有效结合亲和力，分别为 K = 0.53 × 10 M 和 K =
• Coordination-Driven Self-Assembly Directs a Single-Crystal-to-Single-Crystal Transformation that Exhibits Photocontrolled Fluorescence
  作者：Giannis S. Papaefstathiou、Zhenming Zhong、Lei Geng、Leonard R. MacGillivray

  DOI：10.1021/ja047819n

  日期：2004.8.1

  Coordination-driven self-assembly is employed to direct a single-crystal-to-single-crystal [2 + 2] photodimerization that exhibits tunable fluorescence.
• Radical Pathway in Catecholase Activity with Zinc-Based Model Complexes of Compartmental Ligands
  作者：Averi Guha、Tanmay Chattopadhyay、Nanda Dulal Paul、Madhuparna Mukherjee、Somen Goswami、Tapan Kumar Mondal、Ennio Zangrando、Debasis Das

  DOI：10.1021/ic300400v

  日期：2012.8.20

  Four dinuclear and three mononuclear Zn-II complexes of phenol-based compartmental ligands (HL1-HL7) have been synthesized with the aim to investigate the viability of a radical pathway in catecholase activity. The complexes have been characterized by routine physicochemical studies as well as X-ray single-crystal structure analysis: [Zn-2(H2L1)(OH)(H2O)(NO3)](NO3)(3) (1), [Zn2L2Cl3] (2), [Zn2L3Cl3] (3), [Zn-2(L-4)(2)(CH3COO)(2)] (4), [Zn(HL5)Cl-2] (5), [Zn(HL6)Cl-2] (6), and [Zn(HL7)Cl-2] (7) [L-1-L-3 and L-5-L-7 = 2,6-bis(R-iminomethyl)-4-methylphenolato, where R= N-ethylpiperazine for L-1, R = 2-(N-ethyl)pyridine for L-2, R = N-ethylpyrrolidine for L-3, R = N-methylbenzene for 1,5, R = 2-(N-methyl)thiophene for L-6, R = 2-(N-ethyl)thiophene for L-7, and L-4 = 2-formyl-4-methyl-6-N-methylbenzene-iminomethyl-phenolato]. Catecholase-like activity of the complexes has been investigated in methanol medium by UV-vis spectrophotometric study using 3,5-di-tert-butylcatechol as model substrate. All complexes are highly active in catalyzing the aerobic oxidation of 3,5-di-tert-butylcatechol (3,5-DTBC) to 3,5-di-tert-butylbenzoquinone (3,5-DTBQ). Conversion of 3,5-DTBC to 3,5-DTBQ catalyzed by mononuclear complexes (5-7) is observed to proceed via formation of two enzyme-substrate adducts, ES1 and ES2, detected spectroscopically, a finding reported for the first time in any ZnII complex catalyzed oxidation of catechol. On the other hand, no such enzyme-substrate adduct has been identified, and 3,5-DTBC to 3,5-DTBQ conversion is observed to be catalyzed by the dinuclear complexes (14) very smoothly. EPR experiment suggests generation of radicals in the presence of 3,5-DTBC, and that finding has been strengthened by cyclic voltammetric study. Thus, it may be proposed that the radical pathway is probably responsible for conversion of 3,5-DTBC to 3,5-DTBQ promoted by complexes of redox-innocent Zn-II ion. The ligand-centered radical generation has further been verified by density functional theory calculation.