N,N'-bis(5-methylsalicylidene)-1,3-diaminopropane | 1466458-02-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N,N'-bis(5-methylsalicylidene)-1,3-diaminopropane
• 英文别名: N,N'-bis(5-methylsalicylidene)-1,3-propanediamine；5-methylsalicylaldehyde-1,3-propanediamine；2-[3-[(2-hydroxy-5-methylphenyl)methylideneamino]propyliminomethyl]-4-methylphenol
• CAS: 1466458-02-5
• 化学式: C₁₉H₂₂N₂O₂
• 分子量: 310.396
• InChiKey: NYTDQEHXHGMJDO-UHFFFAOYSA-N

物化性质

• 沸点：
  499.7±45.0 °C(predicted)
• 密度：
  1.09±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 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：

  bis(acetylacetonato)dioxidomolybdenum(VI) 、 N,N'-bis(5-methylsalicylidene)-1,3-diaminopropane 以 甲醇 为溶剂， 反应 0.5h， 以61%的产率得到(N,N'-bis(5-methylsalicylidene)-1,3-diaminopropane(-2H))dioxomolybdenum(VI)
  参考文献：
  名称：

  Synthesis, Crystal Structure, and Thermal Analysis of a Dioxomolybdenum(VI) Complex Derived from N,N′-bis(5-methylsalicylidene)-1,3-diaminopropane

  摘要：

  A new dioxomolybdenum(VI) complex, [MoO2L], where L is the dianionic form of N,N-bis(5-methylsalicylidene)-1,3-diaminopropane (H2L), has been synthesized and characterized by elemental analysis, FT-IR spectrum, and single-crystal X-ray determination. The crystal of the complex is triclinic: space group P1, a = 9.1630(4), b = 9.7986(4), c = 10.9257(5) angstrom, = 73.062(1), = 72.329(1), = 75.002(1)degrees, V = 878.37(7) angstrom(3), Z = 2. The Mo atom in the complex is coordinated by two phenolate O and two imine N atoms of the Schiff base ligand, and by two oxo O atoms, forming an octahedral coordination. Thermal analysis of the complex was performed.

  DOI：

  10.1080/15533174.2012.762793
• 作为产物：
  描述：

  5-甲基水杨醛 、 1,3-丙二胺 以 甲醇 为溶剂， 生成 N,N'-bis(5-methylsalicylidene)-1,3-diaminopropane
  参考文献：
  名称：

  N,N'-双(5-甲基水杨亚烷基)-1,3-丙二胺衍生的锌(II)和铜(II)络合物的合成、X射线晶体结构和抗菌活性

  摘要：

  摘要 新的酚盐和叠氮化物桥连四核锌 (II) 配合物 [Zn 4 Br 2 L 2 (μ 1,1 -N 3 ) 2 ] ( 1 ) 和新的单核铜 (II) 配合物 [CuL] ( 2 )，其中 L 是合成并表征了N , N '-双(5-甲基水杨亚基)-1,3-丙二胺(H 2 L)的双阴离子形式。通过元素分析、IR、UV-Vis 光谱、摩尔电导率和单晶 X 射线衍射表征复合物。X射线分析表明配合物1中的Zn原子呈四面体和方锥配位，配合物1中的Cu原子2处于四面体扭曲方形平面配位中。在复合物的晶体结构中，分子通过 π⋯π 相互作用堆叠在一起。复合物对三种革兰氏阳性细菌菌株（阴沟肠杆菌、阴沟肠杆菌和粪肠球菌）和三种革兰氏阴性细菌菌株（粪肠球菌、铜绿假单胞菌和阴沟肠杆菌）的抗菌活性进行了测定。MTT法。

  DOI：

  10.1134/s0022476621070180

文献信息

• Influences of polarizability effect of alkyl group and homoring competition effect of substituents on the NMR spectra of salen‐type Schiff base
  作者：Bai‐ying Wei、Chen‐zhong Cao、Chao‐tun Cao

  DOI：10.1002/mrc.5131

  日期：2021.7

  explore the effect of alkyl groups and substituents attached to aromatic ring on the chemical shifts 63 title compounds were synthesized. Their 1 H NMR and 13 C NMR spectra were obtained; and the effects of the alkyl chain length and substituents on the chemical shifts (δH (CH=N), δC (CH=N), δH (OH) and δC (C-OH)) were studied. The results show that: (1) The alkyl polarizability effect index (PEI)

  Salen型席夫碱是一类重要的化合物，应用广泛。为了探索烷基和连接到芳环上的取代基对化学位移的影响，合成了 63 种标题化合物。获得了它们的 1 H NMR 和 13 C NMR 谱图；并研究了烷基链长和取代基对化学位移（δH（CH=N）、δC（CH=N）、δH（OH）和δC（C-OH））的影响。结果表明：（1）烷基极化效应指数（PEI）对上述四个原子的化学位移有重要影响，随着PEI的增加，δH（CH=N）和δc（CH= N)减少，而δH(OH)和δC(C-OH)的值增加。(2)芳环上的取代基X对化学位移的影响与其位置有关，取OH或CH=N为参考。至于取代基对化学位移的影响，哈米特常数σ(X)-OH和激发态取代基参数σ CC ex X - OH以OH为参考的影响与σ(X)-CH= N 和 σ CC ex X - CH = N 以 CH=N 为参照，存在取代基的“同源竞争效应”。(3) X与
• Synthesis, characterization, superoxide dismutase, and antimicrobial activities of Co (II) complexes with Schiff base ligand and their hybrid proteins
  作者：Dan Mo、Xun Song、Jiri Wu、Yogini Jaiswal、Yifu Guan、Yuzhen Zhang、Yunjun Shen、Hedong Bian

  DOI：10.1002/aoc.6587

  日期：2022.4

  present study, seven linear trinuclear complexes were synthesized based on bis Schiff base ligand and complexes 1, 3–7 are reported for the first time. Their structure was characterized by IR spectroscopy and single crystal diffraction. BSA was used as carrier to hybridize the synthesized complexes to construct hybrid proteins. The interaction between metal complex and BSA was studied by UV–Vis spectrophotometry

  据报道，金属配合物具有优异的自由基清除和抗菌性能。本研究以双席夫碱配体为基础合成了7个线性三核配合物，并首次报道了配合物1、3-7。通过红外光谱和单晶衍射对其结构进行了表征。以牛血清白蛋白为载体，与合成的复合物进行杂交，构建杂合蛋白。采用紫外-可见分光光度法和荧光光谱法研究了金属配合物与 BSA 的相互作用。静态淬火是金属络合物与 BSA 相互作用的主要机制。在超氧化物歧化酶 (SOD) 活性测试中，IC 50复合物和杂合蛋白的值在 2.89 和 26.53 μM 之间，杂合蛋白表现出比复合物更强的活性。在所有研究的复合物中，复合物5对白色念珠菌（MIC 12.5 μg ml -1）和新型隐球菌（MIC 6.5 μg ml -1 ）表现出最强的抑制作用。
• Gallium(III) complexes based on N,N′-bis(salicylidene)propane-1,3-diamine and its derivatives
  作者：Sotiria Tella、Vlasoula Bekiari、Vadim G. Kessler、Giannis S. Papaefstathiou

  DOI：10.1016/j.poly.2013.02.057

  日期：2013.11

  The reactions of N,N'-bis(salicylidene)propane-1,3-diamine (salpropH(2)) and its substituted derivatives with Ga(acac)(3) afforded the complexes [Ga(acac)(salprop)]center dot 0.5H(2)O (1), [Ga(acac)(5Clsalprop)] (2), [Ga(acac)(5Brsalprop)] (3), [Ga(acac)(5NO(2)salprop)] (4) and [Ga(acac)(5Mesalprop)] (5), in high yields. The crystal structures of all complexes have been determined by single-crystal X-ray crystallography. All complexes are mononuclear with the Ga(III) atoms being in octahedral environments surrounded by one tetradentate chelate 5Rsalprop(2-) ligand and one bidentate chelate acac(-) ligand. The free ligands exhibit photoluminescence which was found to be increased upon complex formation. The substituted derivatives of the salpropH(2) ligand bearing either electron-donating methyl groups or electron-withdrawing groups, such as Cl, Br and NO2 at the fifth position of both salicylidene rings were found to modify the emission maximum of the free ligands and the complexes. (C) 2013 Elsevier Ltd. All rights reserved.