82859-70-9

Basic information

• Product Name: N'-(2-hydroxy-3-methoxybenzylidene)benzohydrazide
• Synonyms: N'-(2-hydroxy-3-methoxybenzylidene)benzohydrazide
• CAS NO: 82859-70-9
• Molecular Weight: 270.288
• Mol File: 82859-70-9.mol

Chemical Properties

• CAS DataBase Reference: N'-(2-hydroxy-3-methoxybenzylidene)benzohydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: N'-(2-hydroxy-3-methoxybenzylidene)benzohydrazide(82859-70-9)
• EPA Substance Registry System: N'-(2-hydroxy-3-methoxybenzylidene)benzohydrazide(82859-70-9)

Safety Data

• Hazardous Substances Data: 82859-70-9(Hazardous Substances Data)

Upstream product

• 613-94-5 benzoic acid hydrazide 
• 148-53-8 3-methoxy-2-hydroxybenzaldehyde 
• 93-58-3 benzoic acid methyl ester 

Downstream Products

• 60974-66-5 UO₂(C₁₅H₁₃N₂O₃)2 

Relevant articles and documents

A butterfly-shaped water tetramer in a Cu4 complex supported by a hydrazone ligand: Synthesis, crystal structure, magnetic properties, and quantum chemical study

A potentially tetradentate NOOO donor hydrazone ligand, LH2 (condensation product of benzhydrazide with O-vanillin) generates a tetranuclear CuII complex [Cu4(L)4]·4H2O (1), whose void spaces are occu

Structure and spectroscopy of diorganotin(IV) complexes derived from N′-(2-hydroxy-3-methoxybenzylidene)benzohydrazide

Three new diorganotin(IV) complexes of the general formula R 2Sn[3-(OMe)-2-OC6H3CHN-NC(O)Ph] (R = Ph, Ia; R = Me, Ib; R = n-Bu, Ic) have been synthesised from the corresponding diorganotin(IV) dichlorides and the ligand, N

Hybrid nanomaterials: Anchoring magnetic molecules on naked gold nanocrystals

The pairing of molecular magnets and nanomaterials couples top-down and bottom-up approaches to nanotechnology; facilitating a unique methodology to the controlled study of interfacial magnetic properties. Attaching Single-Molecule Magnets (SMMs) to naked gold nanoparticles is a novel method of exploring various avenues of magnetic nanotechnology, such as drug delivery, information storage, catalysis, and assembly of magnetic-nanostructural motifs. Herein we report the successful capping of laser ablation synthesized naked gold nanoparticles with a dinuclear dysprosium complex, while introducing new information regarding the changes in molecular magnetic properties upon surface attachment. We anticipate that this methodology in producing these magneto-plasmonic nanostructures not only provides answers to fundamental questions but also has the potential to provide new avenues to applications including information storage, multimodal imaging, biomedicine, and optoelectronics.

A novel oxido-vanadium(V) Schiff base complex: Synthesis, spectral characterization, crystal structure, electrochemical evaluation, and biological activity

A new oxido-vanadium(V) complex, [VO(L)(PrOH)(OPr)] (L = [(3-methoxy-2oxidobenzylidene)benzohydrazidato], PrOH = propanol, OPr = propanolato) has been synthesized and characterized by means of elemental analysis, Fourier transform infrared (FTIR), proton

Synthesis and characterization of a novel cross-linking complex of beta-cyclodextrin-o-vanillin benzoylhydrazone and its selective spectrofluorimetric determination of trace amounts of zinc.

A novel host inclusion complex of beta-cyclodextrin-o-vanillin benzoylhydrazone (beta-CDP-OVBH) was prepared and characterized by IR and 1H-NMR spectra. A highly selective and sensitive fluorescent determination of trace amounts of zinc was proposed based on the reaction between Zn(2+) and beta-CDP-OVBH in sodium hydroxide-ammonium acetate buffer medium of pH 8.3. The molar ratio of beta-CDP-OVBH to Zn(2+) was 1:1.The maximum excitation and emission wavelengths were 396 and 486 nm, respectively. The linear range of this method was 2.5-500 microg l(-1) with a detection limit of 0.60 microg l(-1). The effect of interferences in the determination of zinc was investigated, the results showed that the host reagent had a quite high identifying capacity on Zn(2+). This method was successfully applied to the determination of trace amounts of Zn(2+) in tea and human hairs.

Structural rearrangement through lanthanide contraction in dinuclear complexes

A new series of lanthanide complexes was synthesized, and the geometry and preliminary magnetic measurements of the complexes were explored. The specific ligand used (N′-(2-hydroxy-3-methoxybenzylidene)benzhydrazide) (H 2hmb) was synthesized using a Schiff-base approach and was employed due to the presence of a coordination pocket that is able to accommodate magnetically selective lanthanide ions. The series can be divided into two groups that are categorized by a drastic structural rearrangement. The first group, Type I, contains six analogous complexes with the formula [M III2(Hhmb)3(NCS)3] ·2MeOH·py (M = Y 1, Eu 2, Gd 3, Tb 4, Dy 5, Ho 6), while the second group, Type II, contains two dinuclear complexes with formula [M III2(Hhmb)2(NCS)4(MeOH) 2] (M = Er 7, and Yb 8). Single-crystal X-ray analysis revealed that all MIII ions in Type I exhibit monocapped distorted square antiprismatic geometries, while those of Type II exhibit distorted dodecahedron geometry. The direct current and alternating current magnetic measurements were carried out on all complexes, with 5, 7, and 8 exhibiting slow relaxation of the magnetization under an applied optimum dc field. Furthermore, complex 8 is the first example of a dinuclear Yb-based single-molecule magnet showing field-dependent multiple relaxation processes.

Synthesis, characterization, X-ray crystal structure, DFT calculation, DNA binding, and antimicrobial assays of two new mixed-ligand copper(II) complexes

Two new Cu(II) complexes, [Cu(L)(phen)] (1), [Cu(L)(bipy)] (2), where L2- = (3-methoxy-2oxidobenzylidene)benzohydrazidato, phen = 1,10 phenanthroline, and bipy = 2,2′ bipyridine, were prepared and fully characterized using elemental analyses, F

Synthesis, characterization, crystal structure, DNA and BSA binding, molecular docking and in vitro anticancer activities of a mononuclear dioxido-uranium(VI) complex derived from a tridentate ONO aroylhydrazone

A mononuclear dioxido-uranium(IV) complex [UO2(L)(DMSO)2], was prepared from the reaction of (2-hydroxy-3-methoxybenzylidene)benzohydrazide [HL] with UO2(OAc)2·2H2O in DMSO. The obtained complex was fully characterized. Single crystal X-ray diffraction analysis of [UO2(L)(DMSO)2] revealed that U(VI) ion has been coordinated by ONO donor atoms of the dianionic ligand (L2 -), oxo groups and two DMSO molecules in a pentagonal bipyramid geometry. In addition, interactions of the complex with salmon sperm DNA and bovine serum albumin (BSA) were thoroughly investigated using UV-vis absorption, voltammetry and molecular docking methods. The experimental studies showed an intercalative mode of interaction between the complex and DNA. Experiments on BSA interaction indicated a change in the polarity of the environment surrounded the complex as a result of the interaction between BSA and [UO2(L)(DMSO)2]. Finally, MTT assays indicated that the U(VI) complex had excellent cytotoxicity against human carcinoma cell lines of MCF-7, HPG-2, and HT-29, with IC50 values of 8.4, 10.6 and 10.0 μM, respectively.

Structural diversity of copper(II) complexes with three dimensional network: Crystal structure, Hirshfeld surface analysis, DFT calculations and catalytic activity

Three new copper(II) complexes containing benzoic acid (2-hydroxy-3-methoxy-benzylidene)-hydrazide (HL) viz., [Cu(L)(H2O)]NO3?H2O 1, [Cu(L)(NO3)(H2O)] H2O 2 and [Cu4(L)4/su

Carbonylative Suzuki coupling reactions catalyzed by ONO pincer–type Pd(II) complexes using chloroform as a carbon monoxide surrogate

Benzoylhydrazone Schiff base–ligated three new ONO pincer–type palladium(II) complexes, [(PdL1(PPh3)] (1), [(PdL2(PPh3)] (2), and [(PdL3(PPh3)] (3), were synthesized by the reaction of the respective ligand, N-(2-hydroxybenzylidene)benzohydrazide (HL1), N-(2-hydroxy-3-methoxybenzylidene)benzohydrazide (HL2), or N-(5-bromo-2-hydroxybenzylidene) benzohydrazide (HL3), with Pd(OAc)2 and PPh3 in methanol and isolated as air-stable reddish-orange crystalline solids in high yields (78%–83%). All three complexes were fully characterized by elemental analysis, Fourier-transform infrared spectroscopy, UV–Visible, 1H nuclear magnetic resonance (NMR), 13C{1H} NMR, and 31P{1H} NMR spectroscopic studies. The molecular structure of all three complexes was established unambiguously by single-crystal X-ray diffraction studies which revealed a distorted square planar geometry of all three complexes. The ONO pincer–type ligands occupied three coordination sites at the palladium, while the fourth site is occupied by the monodentate triphenylphosphine ligand. The catalytic potential of all three complexes was explored in the carbonylative Suzuki coupling of aryl bromides and iodides with arylboronic acids to yield biaryl ketones, using CHCl3 as the source of carbonyl. The reported protocol is convenient and safe as it obviates the use of carbon monoxide (CO) balloons or pressured CO reactors which are otherwise needed for the carbonylation reactions. The methodology has been successfully applied to the synthesis of two antineoplastic drugs, namely, phenstatin and naphthylphenstatin, in good yields (81% and 85%, respectively). Under the optimized reaction conditions, complex 2 exhibited the best catalytic activity in the carbonylative Suzuki couplings. The reported catalysts have wide reaction scope with good functional group tolerance. All catalysts could be retrieved from the reaction after completion and recycled up to three times with insignificant loss in the catalytic activity.