salophen | 1026018-63-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: salophen
• 英文别名: N,N'-disalicylidene-1,2-phenylenediamine；2-((1)-2-[2-[(1)-2-aza-2-2-(2-hydroxyphenyl)vinyl]phenyl]-1-azavinyl)phenol；1,2-bis(2-hydroxybenzene)-phthaldiimine；N,N'-bis(2-hydroxyphenyl)-1,2-phthaldiimine；BHBPDI；2-[[2-[(2-Hydroxyphenyl)iminomethyl]phenyl]methylideneamino]phenol
• CAS: 1026018-63-2
• 化学式: C₂₀H₁₆N₂O₂
• 分子量: 316.359
• InChiKey: OENCPYJUVUJMPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  salophen 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 [Rh(6,7-dihydrotribenzo-[e,i,m][1,4,7,12]-ioxadiazacyclotetradecine)]Cl
  参考文献：
  名称：

  Hydrolysis of Letrozole catalyzed by macrocyclic Rhodium (I) Schiff-base complexes

  摘要：

  Ten mononuclear Rhodium (I) complexes were synthesized by macrocyclic ligands having N-4 and N2O2 donor sites. Square planar geometry is assigned based on the analytical and spectral properties for all complexes. Rh(I) complexes were investigated as catalysts in hydrolysis of Nitrite group containing pharmaceutical drug Letrozole. A comparative study showed that all the complexes are efficient in the catalysis. The percent yields of all the catalytic reaction products viz, drug impurities were determined by spectrophotometric procedures and characterized by spectral studies. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2014.12.033
• 作为产物：
  描述：

  2-氨基苯酚 、 邻苯二甲醛 以 乙醇 为溶剂， 反应 8.0h， 以76%的产率得到salophen
  参考文献：
  名称：

  新型锰 (III) 席夫碱配合物催化一些芳硫醇的好氧氧化

  摘要：

  双（2-羟基苯）酞二亚胺（BHBPDI）作为一种新的四齿席夫碱配体及其[Mn（III）（BHBPDI）Cl]配合物被合成并通过分析和光谱数据（MS，FT-IR，UV-Vis， 1H 核磁共振）。在室温下研究了使用分子氧由 Mn(III)-配合物催化的硫醇的有氧氧化。反应继续以良好至高产率产生相应的对称二硫化物。当反应混合物被氮气饱和时，反应被延迟。该系统为将硫醇氧化成对称二硫化物提供了一种有效且方便的方法。

  DOI：

  10.1080/10426500902839830
• 作为试剂：
  描述：

  氯化苄 、 3-丙-2-炔基硫烷基-1,2-二氢-1,2,4-苯并三嗪 在 sodium azide 、 salophen 、 copper(II) acetate monohydrate 、 sodium ascorbate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以90%的产率得到3-[(1-benzyl-1H-1,2,3-triazol-4-yl)methylthio]-1,4-dihydrobenzo[e][1,2,4]triazine
  参考文献：
  名称：

  利用配体辅助的点击反应快速合成新型1,2,3-三唑药效团基的1,2,4-三嗪及其苯并稠合类似物

  摘要：

  点击反应已成功地用于由6-甲基反应合成一系列新的1,2,3-三唑基1,2,4-三嗪酮和苯并[e] [1,2,4]三嗪-3-（丙-2-炔-1-基硫基）-1,2,4-三嗪-5（4 H）一和1,4-二氢-3-（丙-2-炔硫基）苯并[e] [1,2,4]三嗪与芳族叠氮化物或叠氮化钠和脂肪族卤化物，以一锅二或三组分形式存在反应。席夫碱配体加速了反应并减少了所需的有毒铜催化剂的量。该方法的主要优点是操作简便，反应时间短，反应产率高，反应条件温和且易于后处理。使用孔对所有新的基于1,2,3-三唑的1,2,4-三嗪及其形成的苯并稠合环系统进行筛选，以了解它们对革兰氏阳性和革兰氏阴性细菌的体外抗菌活性。 -扩散法。

  DOI：

  10.1016/j.tet.2017.08.041

文献信息

• Phosphorus-containing bisazomethines based on terephthalic aldehyde as tetradentate ligand of new type
  作者：R. Kh. Bagautdinova、A. P. Vanichkina、E. M. Pudovik、A. R. Burilov、M. A. Pudovik

  DOI：10.1134/s1070363214060334

  日期：2014.6

  Zn(II), Cu(II), Cd(II), Co(II), Ni(II), Fe(III), Pd(II), Zr(IV), U(II) was used to obtain metal complexes catalyzing enantioselective epoxidation of unsubstituted olefins [1, 2], selective ortho-hydroxylation of phenols [3], epoxidation of styrene [4], oxidation of styrene to carbonyl compounds under the action of hydrogen peroxide [5], oxidation of alcohols to carbonyl compounds [6], oxidation of organic

  最近，含羟基的二氮杂甲碱和基于它们的配合物引起了极大的兴趣。多种金属，包括生物 Zn(II)、Cu(II)、Cd(II)、Co(II)、Ni(II)、Fe(III)、Pd(II)、Zr(IV)、U(II) ) 用于获得金属配合物，催化未取代烯烃的对映选择性环氧化 [1, 2]、苯酚的选择性邻羟基化 [3]、苯乙烯的环氧化 [4]、苯乙烯在过氧化氢作用下氧化成羰基化合物 [5 ]，将醇氧化为羰基化合物 [6]，将有机硫化物氧化为亚砜 [7]，烯烃和炔烃的非均相氢化 [8]，丁二烯聚合 [9]。一些金属配合物显示出很高的杀菌、抗菌、抗菌、抗癌活性[10-15]。
• Ru(II) complexes of N4 and N2O2 macrocyclic Schiff base ligands: Their antibacterial and antifungal studies
  作者：Kanne Shanker、Rondla Rohini、Vadde Ravinder、P. Muralidhar Reddy、Yen-Peng Ho

  DOI：10.1016/j.saa.2009.01.021

  日期：2009.7

  Reactions of [RuCl2(DMSO)4] with some of the biologically active macrocyclic Schiff base ligands containing N4 and N2O2 donor group yielded a number of stable complexes, effecting complete displacement of DMSO groups from the complex. The interaction of tetradentate ligand with [RuCl2(DMSO)4] gave neutral complexes of the type [RuCl2(L)] [where L=tetradentate macrocyclic ligand]. These complexes were

  [RuCl2（DMSO）4]与某些具有N4和N2O2供体基团的生物活性大环席夫碱配体的反应产生了许多稳定的配合物，从而使DMSO基团从配合物中完全置换出来。四齿配体与[RuCl2（DMSO）4]的相互作用产生了[RuCl2（L）]类型的中性配合物[其中L ＝四齿大环配体]。这些配合物的特征在于元素，IR，1 H，13 C NMR，质量，电子，热，摩尔电导和磁化率测量。已经为所有复合物提出了八面体几何形状。筛选了所有大环化合物和大环Ru（II）配合物以及现有的抗菌药物对革兰氏+ ve（枯草芽孢杆菌，金黄色葡萄球菌）和革兰氏ve（大肠杆菌，克雷伯菌肺炎）细菌的抗菌活性。与链霉素和氨苄青霉素相比，所有这些化合物都具有更高的活性。还体外测试了代表性的大环席夫碱及其配合物，以评估其对真菌（即黄曲霉和镰刀菌）的活性。
• Spectrophotometric Study of Complexation Between Some New N₂O₂-Schiff Bases and Some Transition Metal Ions in Nonaqueous Solvents
  作者：A. Shokrollahi、M. Ghaedi、M. Montazerozohori、A. H. Kianfar、H. Ghaedi、N. Khanjari、S. Noshadi、S. Joybar

  DOI：10.1155/2011/437621

  日期：——

  The complexation reaction between some transition and heavy metal cations and some new N₂O₂Schiff bases in acetonitrile (AN) or methanol (MeOH) as nonaqueous solvents at 25^°C and 0.05 M tetraethylammonium perchlorate (TEAP) were investigated by spectrophotometric method. The stoichiometry and overall stability constants of complexes have been evaluated by computer refinement of abs-mole ratio data, using the KINFIT program. All investigated metal ions form 1:1 ML, 1:2 ML₂or 2:1 M₂L complexes with studied ligands. The effect of structure on the complexation was investigated.

  在非水溶剂乙腈（AN）或甲醇（MeOH）中，研究了一些过渡金属和重金属阳离子与一些新的N2O2 Schiff碱之间的络合反应，反应温度为25°C，反应体系中含有0.05 M四乙基铵高氯酸盐（TEAP），采用分光光度法进行了研究。通过计算机修正吸光度-物质摩尔比数据，利用KINFIT程序评估了络合物的化学计量比和总体稳定常数。所有研究的金属离子都能与所研究的配体形成1:1 ML、1:2 ML2或2:1 M2L络合物。研究了结构对络合反应的影响。
• Spectroscopic study of molecular structures of novel Schiff base derived from o-phthaldehyde and 2-aminophenol and its coordination compounds together with their biological activity
  作者：Sayed M. Abdallah、Gehad G. Mohamed、M.A. Zayed、Mohsen S. Abou El-Ela

  DOI：10.1016/j.saa.2009.04.005

  日期：2009.9

  New Schiff base (H2L) ligand is prepared via condensation of o-phthaldehyde and 2-aminophenol. The metal complexes of Cr(III), Mn(II), Fe(II), Fe(III), Co(II), Ni(II), Cu(II) and Zn(II) with the ligand are prepared in good yield from the reaction of the ligand with the corresponding metal salts. They are characterized based on elemental analyses, IR, solid reflectance, magnetic moment, electron spin resonance (ESR), molar conductance, H-1 NMR and thermal analysis (TGA). From the elemental analyses data, the complexes are proposed to have the general formulae [M(L)(H2O)n]center dot yH(2)O (where M = Mn(II) (n = 0,y = 1), Fe(II) (n = y = 0), Co(II) (n = 2,y = 0). Ni(II) (n = y = 2), Cu(II) (n = 0,y = 2) and Zn(II) (n = y = 0), and [MCl(L)(H2O)]center dot yH(2)O (where M = Cr(III) and Fe(III), y = 1-2). The molar conductance data reveal that all the metal chelates are non-electrolytes. IR spectra show that HA is coordinated to the metal ions in a bi-negatively tetradentate manner with ONNO donor sites of the azomethine N and deprotonated phenolic-OH. This is supported by the H-1 NMR and ESR data. From the magnetic and solid reflectance spectra, it is found that the geometrical structures of these complexes are octahedral (Cr(III), Fe(III), Co(H) and Ni(II) complexes), tetrahedral (Mn(II), Fe(II) and Zn(II) complexes) and square planar (Cu(II) complex). The thermal behaviour of these chelates is studied and the activation thermodynamic parameters, such as, E*, Delta H*, Delta S* and Delta G* are calculated from the DrTGA curves using Coats-Redfern method. The parent Schiff base and its eight metal complexes are assayed against two fungal and two bacterial species. With respect to antifungal activity, the parent Schiff base and four metal complexes inhibited the growth of the tested fungi at different rates. Ni(II) complex is the most inhibitory metal complex, followed by Cr(III) complex, parent Schiff base then Co(II) complex. With regard to bacteria, only two of the tested metal complexes (Mn(II) and Fe(II)) weakly inhibit the growth of the two tested bacteria. (C) 2009 Elsevier B.V. All rights reserved.
• Physicochemical and biological characterization of novel macrocycles derived from o-phthalaldehyde
  作者：P. Muralidhar Reddy、Yen-Peng Ho、Kanne Shanker、Rondla Rohini、Vadde Ravinder

  DOI：10.1016/j.ejmech.2008.09.035

  日期：2009.6

  A series of novel macrocyclic compounds were synthesized by the condensation of o-phthalaldehyde with aromatic amino alcohols followed by treatment with 1,2-dibromoethane or 1,3-dibromopropane in non-template method. The structural features of the isolated macrocycles have been determined from the microanalytical, IR, H-1, C-13 NMR and mass spectral studies. Antimicrobial activities of these macrocyclic compounds were tested against the Gram-positive (Bacillus subtilis, Staphylococcus aureus) and Gram-negative (Escherichia coli, Klebsiella pneumoniae) bacteria and found to exhibit potential antibacterial activity. The macrocycles were also tested in vitro to evaluate their activity against fungi, namely, Aspergillus flavus (A. flavus) and Fusarium species. (C) 2008 Elsevier Masson SAS. All rights reserved.