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A tridentate Schiff base ligand, (E)-3-((2-hydroxy-3-methoxybenzylidene)amino)-2-methylquinazolin-4(3H)-one [HL], and its mixed-ligand Ni(II) complex [Ni(L)(imi)], were synthesized and fully characterized using elemental analysis, FT-IR, UV-Vis and (HNMR)-H-1 spectroscopy techniques. The structure of the synthesized ligand and complex was determined with single crystal X-ray diffraction method. In the complex, a square planner geometry was observed around the Ni(II) central atom coordinated with the donor atoms of the Schiff base ligand and one nitrogen of imidazole group. In addition, the catalytic activity of the complex on the three-component condensation of hydrazine hydrate with phthalic anhydride and dimedone to obtain 2H-indazolo[2,1-b]phthalazine-triones was investigated. Furthermore, in-vitro antimicrobial studies were performed that indicated the great antibacterial activities of the Ni(II) complex against Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa and Bacillus cereus bacteria.

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Reference:
Phthalazine – Wikipedia,
,Phthalazine | C8H6N2 – PubChem

Extracurricular laboratory: Discover of C9H9NO3

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Chemistry is an experimental science, Safety of 4-Acetamidobenzoic acid, and the best way to enjoy it and learn about it is performing experiments.Introducing a new discovery about 556-08-1, Name is 4-Acetamidobenzoic acid, molecular formula is C9H9NO3, belongs to phthalazine compound. In a document, author is Sadimenko, Alexander P..

Organometallic Complexes of Azines

Organometallic complexes of practically unsubstituted (non-chelating) azines and their benzannulated derivatives, possible N-heterocyclic carbenes containing at least one double bond, and boron-, boronenitrogen, silicon-, tri- and hexaphosphorus analogs of azines are considered in the view of their synthetic availability, coordination modes, and possible application in catalysis and materials chemistry.

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Reference:
Phthalazine – Wikipedia,
,Phthalazine | C8H6N2 – PubChem

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Crystal structure of 13-(2-methoxyphenyl)-3,4-dihydro-2H-indazolo[1,2-b]phthalazine- 1,6,11(13H)-trione

In the title compound, C22H18N2O4, the three fused rings of the pyrazolophthalazine moiety are coplanar (r.m.s. deviation = 0.027 angstrom). The cyclohexene ring fused to the pyrazolidine ring, so forming the indazolophthalazine unit, has a half-chair conformation. The benzene ring is almost normal to the mean plane of the pyrazolophthalazine moiety, with a dihedral angle of 87.21 (6)degrees between their planes. In the crystal, molecules are linked by pairs of C-H center dot center dot center dot O hydrogen bonds forming inversion dimers. The dimers are linked via C-H center dot center dot center dot pi interactions, forming slabs parallel to (100). Between the slabs there are weak pi-pi interactions [ shortest inter-centroid distance = 3.6664 (9) angstrom], leading to the formation of a three-dimensional structure.

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Reference:
Phthalazine – Wikipedia,
,Phthalazine | C8H6N2 – PubChem

Brief introduction of 556-08-1

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A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 556-08-1, Name is 4-Acetamidobenzoic acid, molecular formula is C9H9NO3. In an article, author is Jiang, Lilin,once mentioned of 556-08-1, Recommanded Product: 556-08-1.

Preparation, characterization, and use of novel Cu@ Fe3O4 MNPs in the synthesis of tetrahydrobenzimidazo[ 2,1-b] quinazolin-1( 2H)ones and 2H-indazolo[ 2,1-b] phthalazine- triones under solvent- free conditions

Cu@Fe3O4 MNPs as novel nanomagnetic reagents were prepared to investigate their catalytic behavior in the preparation of tetrahydrobenzimidazo[2,1-b]quinazolin-1(2H)-ones, as important biologically active compounds. Then, characterization of the synthesized nanoparticles was performed using different methods including Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD) analysis, thermogravimetric analysis (TGA), vibrating sample magnetometer (VSM), energy dispersive X-ray (EDX), and scanning electron microscopy (SEM). All reactions were performed with small amounts of the Cu@Fe3O4 MNPs under solvent-free conditions. After completion of the reaction, because of the magnetic nature of the nanocatalyst, they could be simply separated with an external magnet and easily reused with no considerable decrease in the catalytic behavior even after seven runs.

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Reference:
Phthalazine – Wikipedia,
,Phthalazine | C8H6N2 – PubChem

Extracurricular laboratory: Discover of 4-Acetamidobenzoic acid

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Interactions of Schiff base compounds and their coordination complexes with the drug cisplatin

There is a complex interplay between the structural and other physicochemical properties of new compounds and the molecules in living organisms. To understand the mechanism of the interactions at the molecular level, the correlations between the selected properties and their biological responses have to be examined. With this aim, in this paper, density functional theory (DFT) and LMP2 calculations were carried out for the 2-acetylpyridine-aminoguanidine ligand, L, and its copper(II) complexes containing different monoanionic ligands. In addition, several parameters, most frequently used for the prediction of drug-likeness of new compounds, were calculated. The influence of the compounds on the effectiveness of the reference chemotherapeutic drug cisplatin was determined in vitro, by comparison of their combination indices (CIs). The drug interactions between cisplatin and the earlier synthesized ligands L1 (bis(3-chloropyridazine-6-hydrazone)-2,6-diacetylpyridine) and L2 (bis(phthalazine-1-hydrazone)-2,6-diacetylpyridine) and their Co(III), Ni(II), Cu(II) and Zn(II) complexes, respectively, were also measured. The ligands L, L2, and L3, as well as their complexes, showed different interactions in combination with cisplatin from strong antagonism of L to strong synergism of 4-L1 and 4-L2. The experimental results and the calculated parameters were analyzed to evaluate their correlation with the measured interactions. The thermal stability of the L center dot 2HCl ligand and its four copper(II) complexes was determined and the thermal stability data were correlated to selected calculated molecular descriptors.

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Reference:
Phthalazine – Wikipedia,
,Phthalazine | C8H6N2 – PubChem

Discovery of 4-Acetamidobenzoic acid

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Catalytic oxidation of alcohols and sulfides with hydrogen peroxide using isoindoline and phthalazine-based diiron complexes

A series of diiron(III) complexes of 1,3-bis(2′-arylimino)isoindoline, [(Fe(L)Cl)(2)O] and 1,4-di-(2′-aryl)aminophthalazine, [Fe-2(mu-OMe)(2)(H2L)Cl-4], including new structurally characterized ligands, 1,4-di-(4′-methyl-2′-thiazolyl)aminophthalazine and 1,4-di-(2′-benzthiazolyl)-aminophthalazine, have been characterized, and used as catalysts for the oxidation of para-substituted phenyl methyl sulfides and benzyl alcohols. Hammett correlations and kinetic isotope effect experiments support the involvement of electrophilic metal-based oxidants. In case of [(Fe(L-1,L-2)Cl)(2)O] catalysts, direct correlation has been found between the oxidative and catalase-like activity. (C) 2014 Elsevier B.V. All rights reserved.

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Reference:
Phthalazine – Wikipedia,
,Phthalazine | C8H6N2 – PubChem

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Synthesis of Some Biologically Active Pyrazolylphthalazine Derivatives and Acyclo-C-nucleosides of 6-(2,4,6-trimethylphenyl)-1,2,4-triazolo[3,4-a]phthalazine

1-Chloro-4-(2,4,6-trimethylphenyl) phthalazine (2) was used as a precursor for preparation of some novel pyrazolylphthalazine derivatives 6-13 and 15-19. Moreover, the acyclonucleosides 20-23 a-e were prepared by the reaction of hydrazinophthalazine derivative 3 with different aldoses. All new phthalazine derivatives were characterized using H-1 NMR, C-13 NMR, FTIR, mass spectrum and elemental analysis. The newly synthesized compounds showed highly activity against different species of bacteria and fungi, in addition to an excellent antiinflammatory property.

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Phthalazine – Wikipedia,
,Phthalazine | C8H6N2 – PubChem

Brief introduction of C9H9NO3

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Phosphotungstic acid supported on SiO2@NHPhNH2 functionalized nanoparticles of MnFe2O4 as a recyclable catalyst for the preparation of tetrahydrobenzo[b]pyran and indazolo[2,1-b]phthalazine-triones

MnFe2O4@SiO2@NHPhNH2-phosphotungstic acid was synthesized by the reaction of diamine-modified silica coated manganese ferrite nanoparticles with H3PW12O40, the Keggin-type heteropoly acid. This is the first time that H3PW12O40 supported on diamine functionalized MnFe2O4 nanoparticles has been reported. The synthesized catalyst was characterized by various techniques, including Fourier Transform Infrared Spectroscopy (FTIR), Transmission electron-microscopy (TEM), X-ray Powder Diffraction (XRD), Scanning Electron Microscope (SEM), Energy Dispersive X-ray Spectroscopy (EDX), Inductively Coupled Plasma Atomic Emission Spectroscopy (ICP-AES), Thermogravimetric Analysis (TGA), and Vibrating Sample Magnetometer (VSM). The synthesized nanoparticle was examined as the heterogenous nanocatalyst for the synthesis of tetrahydrobenzo[b]-pyran derivatives and 2H-indazolo-[2,1-b]-phthalazine-triones under the solvent-free heating or ultrasonic irradiation conditions. This method offers several advantages including high yield, low reaction times, and the simple work up procedure due to the presence of the magnetic nanoparticles in this catalyst, so that, it can be easily recovered and reused for at least six successive times without the loss of its high catalytic activity, suggesting its great Potential for industrial applications. (C) 2019 Elsevier Ltd. All rights reserved.

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Phthalazine – Wikipedia,
,Phthalazine | C8H6N2 – PubChem

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Preparation, Characterization, and First Catalytic Application of a Novel Phosphotungstic Acid-Containing Ionic Liquid Immobilized on CuFe2O4@SiO2 Magnetic Nanoparticles in the Synthesis of 1H-Pyrazolo[1,2-b]phthalazine-5,10-diones

A novel heterogeneous acidic ionic liquid based on functionalized imidazolium salt of phosphotungstic acid (H3PW12O40, denoted as PW), immobilized on CuFe2O4@SiO2 magnetic nanoparticles, denoted as CuFe2O4@SiO2@C-3-Imid-C4SO3-PW, was prepared and characterized using FT-IR, SEM, EDX, and VSM techniques. High activity of the prepared material as a novel catalyst was evaluated in one-pot synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones by reaction of phthalhydrazide with an aromatic aldehyde and malononitrile under solvent-free conditions. The process gave high yields of the products over short reaction time. The catalyst was efficiently recovered by magnetic decantation and used repeatedly without significant loss of its activity.

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Phthalazine – Wikipedia,
,Phthalazine | C8H6N2 – PubChem

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Nitrene-Carbene-Carbene Rearrangement. Photolysis and Thermolysis of Tetrazolo[5,1-a]phthalazine with Formation of 1-Phthalazinylnitrene, o-Cyanophenylcarbene, and Phenylcyanocarbene

1-Azidophthalazine 9A is generated in trace amount by mild FVT of tetrazolo[5,1-a]phthalazine 9T and is observable by its absorption at 2121 cm(-1) in the Ar matrix IR spectrum. Ar matrix photolysis of 9T/9A at 254 nm causes ring opening to generate two conformers of (o-cyanophenyl)diazomethane 11 (2079 and 2075 cm(-1)), followed by (o-cyanophenyl)carbene (3)12, cyanocycloheptatetraene 13, and finally cyano(phenyl)carbene (3)14 as evaluated by IR spectroscopy. The two carbenes (3)12 and (3)14 were observed by ESR spectroscopy (D vertical bar hc = 0.5078, E vertical bar hc = 0.0236 and D vertical bar hc = 0.6488, E vertical bar hc = 0.0195 cm(-1), respectively). The rearrangement of 12 reversible arrow 13 reversible arrow 14 constitutes a carbene carbene-rearrangement. 1-Phthalazinylnitrene (3)10 is observed by means of its UV-vis spectrum in Ar matrix following FVT of 9 above 550 degrees C. Rearrangement to cyanophenylcarbenes also takes place on FVT of 9 as evidenced by observation of the products of ring contraction, viz., fulvenallenes and ethynylcyclopentadienes 16-18. Thus the overall rearrangement 10 -> 11 -> 12 reversible arrow 13 reversible arrow 14 can be formulated.

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Reference:
Phthalazine – Wikipedia,
,Phthalazine | C8H6N2 – PubChem