N’-(4-diethylamino-2-hydroxybenzylidene)-4-hydroxybenzo hydrazide | 328085-24-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N’-(4-diethylamino-2-hydroxybenzylidene)-4-hydroxybenzo hydrazide
• 英文别名: N'-(4-diethylamino-2-hydroxybenzylidene)-4-hydroxybenzohydrazide；N’-(2-hydroxy-4-diethylaminobenzylidene)-4-hydroxybenzohydrazide；N'-[4-(diethylamino)-2-hydroxybenzylidene]-4-hydroxybenzohydrazide；4-Hydroxy-benzoic acid (4-diethylamino-2-hydroxy-benzylidene)hydrazide；N-[[4-(diethylamino)-2-hydroxyphenyl]methylideneamino]-4-hydroxybenzamide
• CAS: 328085-24-1
• 化学式: C₁₈H₂₁N₃O₃
• 分子量: 327.383
• InChiKey: VQZMBSRYJVZAMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  85.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  甲醇 、 bis(acetylacetonato)dioxidomolybdenum(VI) 、 N’-(4-diethylamino-2-hydroxybenzylidene)-4-hydroxybenzo hydrazide 反应 0.33h， 以67%的产率得到[MoO2(N’-(2-hydroxy-4-diethylaminobenzylidene)-4-hydroxybenzohydrazide(-2H))(MeOH)]
  参考文献：
  名称：

  Synthesis, characterization and crystal structure of a dioxomolybdenum(VI) complex derived from <i>N’</i>-(2-hydroxy-4-diethaylaminobenzylidene)-4-hydroxybenzohydrazide

  摘要：

  [MoO2(acac)2]（其中acac=乙酰丙酮）与N’-(2-羟基-4-二乙氨基苄亚基)-4-羟基苯甲酰肼（H2L）在甲醇中的反应生成甲醇配位单核钼（VI）氧代络合物[MoO2L(MeOH)]。通过单晶X射线衍射法确定了该络合物的晶体和分子结构。通过元素分析和FT-IR光谱对该络合物进行了进一步表征。单晶X射线结构研究表明，腙配体通过烯醇氧、苯酚氧和氮腙与MoO2核心配位。该络合物中的钼原子呈八面体配位。还研究了该络合物的热稳定性。

  DOI：

  10.4314/bcse.v28i3.10
• 作为产物：
  描述：

  对羟基苯甲酸甲酯 在 磺酰氯 、 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 N’-(4-diethylamino-2-hydroxybenzylidene)-4-hydroxybenzo hydrazide
  参考文献：
  名称：

  N-2-Hydroxybenzaldehyde acylhydrazone–Fe(iii) complex: synthesis, crystal structure and its efficient and selective N-methylation

  摘要：

  n-酰基腙-Fe(III)配合物允许配体的酰胺N易于甲基化，并抑制酚的O-甲基化副反应。

  DOI：

  10.1039/c4dt00121d

文献信息

• Synthesis, characterization and crystal structure of a dioxomolybdenum(VI) complex derived from &lt;i&gt;N’&lt;/i&gt;-(2-hydroxy-4-diethaylaminobenzylidene)-4-hydroxybenzohydrazide
  作者：G-H. Sheng、Z-L. You、H-L. Zhu

  DOI：10.4314/bcse.v28i3.10

  日期：——

  Reaction of [MoO2(acac)2] (where acac = acetylacetonate) with N’-(2-hydroxy-4-diethaylaminobenzylidene)-4-hydroxybenzohydrazide (H2L) in methanol afforded a methanol-coordinated mononuclear molybdenum(VI) oxo complex, [MoO2L(MeOH)]. Crystal and molecular structure of the complex were determined by single crystal X-ray diffraction method. The complex was further characterized by elemental analysis and FT-IR spectra. Single crystal X-ray structural studies indicate that the hydrazone ligand coordinates to the MoO2 core through enolate oxygen, phenolate oxygen and azomethine nitrogen. The Mo atom in the complex is in octahedral coordination. Thermal stability of the complex has also been studied.

  [MoO2(acac)2]（其中acac=乙酰丙酮）与N’-(2-羟基-4-二乙氨基苄亚基)-4-羟基苯甲酰肼（H2L）在甲醇中的反应生成甲醇配位单核钼（VI）氧代络合物[MoO2L(MeOH)]。通过单晶X射线衍射法确定了该络合物的晶体和分子结构。通过元素分析和FT-IR光谱对该络合物进行了进一步表征。单晶X射线结构研究表明，腙配体通过烯醇氧、苯酚氧和氮腙与MoO2核心配位。该络合物中的钼原子呈八面体配位。还研究了该络合物的热稳定性。
• Water-soluble fluorescent chemosensor based on Schiff base derivative terminated PEG for highly efficient detection of Al3+ in pure aqueous media
  作者：Yuhang Xu、Leixuan Li、Liping Bai、Shuhui Tian、Litian Zhang、Xiuyu Huang、Yan Zhu、Farong Tao、Liping Wang、Guang Li

  DOI：10.1016/j.tetlet.2020.152335

  日期：2020.10

  (PEGESB) was synthesized and applied as fluorescent chemosensor in pure aqueous media. PEGESB exhibited excellent selectivity and anti-interference ability for Al3+ with naked eye fluorescence color change from colorless to bright cyan. The detection limit of PEGESB for Al3+ was determined to be as low as 2.93 × 10−9 M. PEGESB was stable and could effectively detect Al3+ over a wide pH range from 5 to 10

  合成了席夫碱衍生物终止的PEG（PEGESB），并在纯水介质中用作荧光化学传感器。PEGESB对Al 3+具有优异的选择性和抗干扰能力，并且肉眼荧光的颜色从无色变为亮青色。PEGESB的用于铝的检测限3+测定为低至2.93×10 -9 M. PEGESB是稳定的并能有效地检测出的Al 3+在宽的pH范围是5〜10 PEGESB被证明是一个可逆向PEGESB水溶液中交替添加Al 3+和EDTA的荧光化学传感器。PEGESB溶液对Al 3+的荧光响应EDTA被用于构建INHIBIT逻辑门。另外，已经准备好涂有PEGESB的试纸，用于现场感测真实水样中的Al 3+。
• 4-Hydroxy-benzoic acid (4-diethylamino-2-hydroxy-benzylidene)hydrazide: DFT, antioxidant, spectroscopic and molecular docking studies with BSA
  作者：Vibha Sharma、Ekta Kundra Arora、Savio Cardoza

  DOI：10.1002/bio.3018

  日期：2016.5

  The Schiff base 4-hydroxy-benzoic acid (4-diethylamino-2-hydroxy-benzylidene) hydrazide (SL) was synthesized and characterized. Its antioxidant activity was evaluated using 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging action. Being a potent antioxidant its binding ability to the transport protein bovine serum albumin (BSA) was studied using fluorescence quenching and circular dichroism (CD) studies. The binding distance has been calculated by fluorescence resonance energy transfer (FRET) to be 1.85 Å and the Stern–Volmer quenching constant has been calculated to be (3.23 ± 0.45) × 105 M–1. Quantum chemical analysis was carried out for the Schiff base using DFT with B3LYP and 6–311G** and related to the experimentally obtained results. For a deeper understanding of the mechanism of the interaction, the experimental data were complemented by protein–Schiff base docking calculations using Argus Lab. Copyright © 2015 John Wiley & Sons, Ltd.

  合成并鉴定了席夫碱 4-羟基苯甲酸（4-二乙氨基-2-羟基亚苄基）酰肼（SL）。利用 1,1-二苯基-2-苦基肼（DPPH）自由基清除作用评估了其抗氧化活性。作为一种强效抗氧化剂，它与转运蛋白牛血清白蛋白（BSA）的结合能力通过荧光淬灭和圆二色性（CD）研究进行了研究。通过荧光共振能量转移（FRET）计算出的结合距离为 1.85 Å，斯特恩-沃尔默淬灭常数为 (3.23 ± 0.45) × 105 M-1。利用 B3LYP 和 6-311G** 的 DFT 对希夫碱进行了量子化学分析，并将其与实验结果联系起来。为了更深入地了解相互作用的机理，使用 Argus Lab 进行了蛋白质-席夫碱对接计算，对实验数据进行了补充。Copyright © 2015 John Wiley & Sons, Ltd. All Rights Reserved.
• N-2-Hydroxybenzaldehyde acylhydrazone–Fe(<scp>iii</scp>) complex: synthesis, crystal structure and its efficient and selective N-methylation
  作者：Zhiyou Li、Lamei Wu、Tao Zhang、Zhengxi Huang、Guofu Qiu、Zhongqiang Zhou、Longfei Jin

  DOI：10.1039/c4dt00121d

  日期：——

  The n-acylhydrazone–Fe(iii) complexes permit ligand's amide N to be easily methylated and suppress the O-methylation side reactions of phenol.

  n-酰基腙-Fe(III)配合物允许配体的酰胺N易于甲基化，并抑制酚的O-甲基化副反应。
• Synthesis, structure, and catalytic oxidation of a molybdenum(VI) complex [MoO2(CH3OH)L]
  作者：H. Y. Liu、L. Q. Zang、J. L. Lv

  DOI：10.1134/s1070328415070052

  日期：2015.7

  = 94.399(2)°, β = 101.877(2)°, γ = 104.062(2)°, V = 1025.9(2) Å3, Z = 2, R 1 = 0.0317, wR 2 = 0.0796, S = 1.060. The Mo atom in the complex is in an octahedral coordination with phenolate O, imino N, enolate O atoms of the ligand L, and one oxo O in the equatorial plane, and with one methanol O and the other oxo O in the axial sites. Crystals of the complex are stabilized by hydrogen bonds. The complex

  制备了一种新的钼（VI）络合物[MoO 2（CH 3 OH）（L）]（L = N '-（4-二乙基氨基-2-羟基苄叉）-4-羟基苯并肼晶体X射线衍射（CIF文件CCDC号1038153）。配合物C 19 H 23 MoN 3 O 6的晶体在三斜晶空间群\（P \ bar 1 \）中结晶，晶胞尺寸为a = 6.9824（9），b = 10.206（1），c = 15.302 （2）埃，α= 94.399（2）°，β= 101.877（2）°，γ= 104.062（2）°，V = 1025.9（2）埃3，ž= 2，R 1 = 0.0317，wR 2 = 0.0796，S = 1.060。络合物中的Mo原子与配体L的酚盐O，亚氨基N，烯醇式O原子和赤道平面中的一个oxo处于八面体配位，并且在轴向位点与一个甲醇O和另一个oxo O处于八面体配位。配合物的晶体通过氢键稳定。以叔丁基过氧化氢为氧化剂，