4-methyl-benzoic acid [1-(2-hydroxyphenyl)-ethylidene]hydrazide

• 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: 4-methyl-benzoic acid [1-(2-hydroxyphenyl)-ethylidene]hydrazide
• 英文别名: 4-methylbenzoic acid [1-(2-hydroxyphenyl)ethylidene]hydrazide；2-hydroxy-acetophenone p-toluic acid hydrazone；N-[1-(2-hydroxyphenyl)ethylideneamino]-4-methylbenzamide
• 化学式: C₁₆H₁₆N₂O₂
• 分子量: 268.315
• InChiKey: KDVFNJIBSPWPOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  61.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-methyl-benzoic acid [1-(2-hydroxyphenyl)-ethylidene]hydrazide 在 碘苯二乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以97%的产率得到2-(4-methylbenzoyl)phenylethanone
  参考文献：
  名称：

  Synthesis of 1,2-Diacylbenzenes fromo-Hydroxyaryl Ketone Acylhydrazones Using [(Diacetoxy)iodo]benzene

  摘要：

  2′-羟基乙酰苯和2′-羟基丙酰苯肼酮3在室温下使用[(二乙酸氧基)-碘]苯在二氯甲烷中氧化为1,2-二酰基苯4，反应具有合成实用性和高产率。

  DOI：

  10.1055/s-1993-25857
• 作为产物：
  描述：

  2'-羟基苯乙酮 、 对甲苯甲酰肼 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以83%的产率得到4-methyl-benzoic acid [1-(2-hydroxyphenyl)-ethylidene]hydrazide
  参考文献：
  名称：

  某些新型席夫碱配体及其钒（IV）金属配合物的合成，结构表征和抗菌活性

  摘要：

  通过多种物理化学方法合成并表征了新颖的席夫碱配体，如OVPTH（对-邻苯二甲酰肼和邻-凡尼林席夫碱）和OHAPPTH（对-邻苯二甲酰肼和邻羟基苯乙酮席夫碱）及其钒金属配合物。 。FT-IR，H 1 -NMR，UV-可见，ESR，VSM，摩尔电导，XRD和微量分析数据，发现具有抗菌活性。

  DOI：

  10.13005/ojc/280417

文献信息

• Effect of substitution and planarity of the ligand on DNA/BSA interaction, free radical scavenging and cytotoxicity of diamagnetic Ni(ii) complexes: A systematic investigation
  作者：Palanisamy Sathyadevi、Paramasivam Krishnamoorthy、Rachel R. Butorac、Alan H. Cowley、Nattamai S. P. Bhuvanesh、Nallasamy Dharmaraj

  DOI：10.1039/c1dt10767d

  日期：——

  Four new bivalent nickel hydrazone complexes have been synthesised from the reactions of [NiCl2(PPh3)2] with H2L L = dianion of the hydrazones derived from the condensation of salicylaldehyde or o-hydroxy acetophenone with p-toluic acid hydrazide (H2L1) (1), (H2L2) (2) and o-hydroxy acetophenone or o-hydroxy naphthaldehyde with benzhydrazide (H2L3) (3) and (H2L4) (4)} and formulated as [Ni(L1)(PPh3)]

  四个新的二价 镍 配合物是由[NiCl 2（PPh 3）2] 和 高2 L L = of缩合衍生的的二价阴离子 水杨醛 或者 邻羟基苯乙酮 和 对甲苯甲酸酰肼 （ħ 2大号1）（1），（H 2 L 2）（2）和邻羟基苯乙酮 或者 邻羟基萘醛 和 苯肼 （ħ 2大号3）（3）和（ħ 2大号4）（4）}并表述为[Ni（L 1）（PPh 3）]（5），[Ni（L 2）（PPh 3）]（6），[Ni（L 3）（PPh 3）]（7）和[Ni（L 4）（PPh 3）]（8）。配合物5-8的结构表征是通过使用各种物理化学技术完成的。为了研究配体中的取代及其平面度对含有它们的配合物5-8的生物学活性的影响，本研究选择了合适的配体1-4。复合物的单晶衍射数据5，7和8证实了复合物的几何形状被扭曲正方形平面以1：金属离子和协调腙之间1的比例。提供有关配合物5-8的作用方式的更多见解在生物学条件下，分别通过紫
• PREPARATION OF 1,2-DIACYLBENZENES FROM<i>o</i>-HYDROXYARYL KETONE ACYLHYDRAZONES USING CROSS-LINKED POLY[STYRENE-(IODOSO DIACETATE)]
  作者：Huang Xian、Zhu Qing、Zhang Jizheng

  DOI：10.1081/scc-100105117

  日期：2001.1
• Synthesis, characterization, DNA/protein binding and in vitro cytotoxic evaluation of new Ru(III) complexes containing aroylhydrazone ligands: Does hydrogen bonding influence the coordination behavior of hydrazones?
  作者：Jayanthi Eswaran、Kalaiselvi Sivalingam、Vijaya Padma Viswanatha、S.P. Bhuvanesh Nattamai、Dharmaraj Nallasamy

  DOI：10.1016/j.ica.2015.01.045

  日期：2015.4

  A new set of ruthenium(III) aroylhydrazone complexes [RuCl2(PPh3)(2)(HL1)] (1) and [RuCl(PPh3)(2)(L-2)] (2) were synthesized by reacting salicylaldehyde p-toluic acid hydrazone (H2L1) or 2-hydroxy-acetophenone p-toluic acid hydrazone (H2L2) and [RuCl3(PPh3)(3)] precursor complex and characterized. Single crystal X-ray diffraction data of these complexes revealed a distorted octahedral geometry around ruthenium ions fulfilled by NOP2Cl2 atoms and NO2P2Cl atoms, respectively. Though the ligands look similar in respect of structure and donor sites, the existence of H-bonding between the phenolic -OH and N2 nitrogen of the coordinated ligand H2L1 as revealed by the single crystal data of complex 1 is attributed to the non-involvement of the hydroxyl group in coordination to the ruthenium ion which is in sharp contrast to the behaviour exhibited by the ligand H2L2 in complex 2. As a result, the ligand H2L1 acted as a monobasic bidentate against the dibasic tridentate behaviour of the ligand H2L2. Binding interactions of these complexes with calf thymus-DNA (CT-DNA) estimated by absorption and emission spectroscopy did demonstrate the intercalative mode of binding. The capability of complexes 1 and 2 to bind with bovine serum albumin (BSA) protein was monitored by quenching of tryptophan and tyrosine residues using UV-Vis, fluorescence and synchronous fluorescence methods. Further, in vitro cytotoxicity of the complexes was carried out using MTT, lactate dehydrogenase (LDH), Nitric oxide (NO), reactive oxygen species (ROS) and propidium iodide (PI) staining assays against non-small cell lung cancer cell line (A549). () 2015 Elsevier B.V. All rights reserved.
• Lanthanide complexes supported by phenolate-possessing aroylhydrazone: Synthesis, characterization and lactides polymerization
  作者：Kun Nie、Changan Wang、Yinfeng Han、Jianping Zhang、Yingming Yao

  DOI：10.1016/j.ica.2017.06.031

  日期：2017.9