Synthesis and crystal structure of 2,4-dihydro-4-[(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)imino]-5-methyl-2-phenyl-3H-pyrazol-3-one and its copper(II) complex

Cerchiaro, Giselle; Ferreira, Ana Maria da Costa; Teixeira, Aline Borges; Magalhães, Hugo Monteiro de; Cunha, Anna C.; Ferreira, Vı́tor F.; Santos, Leonardo S.; Eberlin, Marcos N.; Skakle, Janet M. S.; Wardell, Solange M. S. V.; Wardell, Jámes L.

doi:10.1016/j.poly.2006.01.002

Cited by 24 publications

(16 citation statements)

References 49 publications

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“…In addition to the large applications known for surfactant including detergency [2], emulsification [3], demulsification [4], metal flotation [5] and solubilization [6], cationic surfactants have applicability as biocides against bacteria [7], fungi and yeast [8]. The biocidal activity of the cationic surfactants was greatly developed in the last 20 years due to increase of self immunity for microorganisms toward the conventional biocides [9][10][11][12]. Therefore, the need of new biocides is important in the environmental and medicinal life.…”

Section: Introductionmentioning

confidence: 99%

Screening for Potential Antimicrobial Activities of Some Cationic Uracil Biocides Against Wide‐Spreading Bacterial Strains

Negm

Aiad

Tawfik

2010

J Surfact & Detergents

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Eight novel uracil-based cationic surfactants containing Schiff base species were synthesized and characterized using elemental analysis, FTIR, 1 H-NMR and 13 C-NMR spectroscopy. The surface activities of the synthesized Schiff bases and their cationic derivatives were determined based on interfacial tension measurements and partition coefficient values in water/octanol system. The synthesized Schiff bases and their cationic derivatives were evaluated as novel biocides against different bacteria and fungi strains. The results showed that the biocidal activity of the synthesized Schiff bases was considerably increased by quaternization. The influence of the cationic surfactants as biocides was increased by increasing the hydrophobic chain length and the presence of the methoxy groups. The biocidal activity was also increased by increasing the partition coefficient in water/octanol system. The structure and surface activity/ biocidal activity of the different compounds were discussed.

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Section: Introductionmentioning

confidence: 99%

Screening for Potential Antimicrobial Activities of Some Cationic Uracil Biocides Against Wide‐Spreading Bacterial Strains

Negm

Aiad

Tawfik

2010

J Surfact & Detergents

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“…RAHB-assisted synthesis of (Z)-1-(4-chlorophenyl)-3-hydroxy-3-phenylprop-2-ene-1-thione. [260] In the 8-membered RAHB cycle the O···O distance is 2.419 as found by Xray analysis, and the enolic protoni so bserved at 17.97 ppm in its 1 HNMR spectrum. RAHB-assisteds ynthesis of (5-hydroseleno-3-methyl-1-phenyl-1H-pyrazol-4-yl)(phenyl)methanone.…”

Section: Synthesis Of Chalcogen (S Se Te)d Erivativesmentioning

confidence: 99%

“…An ew RAHB system can be formed by the interaction of the metal ion with ap roligand that participates in intramolecular hydrogen bonding (Scheme47). [260] Scheme47. In this reaction, ac ombination of both activatingt ools, RAHB and coordination,l eads to the one-pot activation of CNb onds in differents tarting materials (Scheme 47).…”

Section: Synthesis Of Coordination and Organometallic Compoundsmentioning

confidence: 99%

Resonance‐Assisted Hydrogen Bonding as a Driving Force in Synthesis and a Synthon in the Design of Materials

Mahmudov

Pombeiro

2016

Chemistry A European J

144

100

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Resonance-assisted hydrogen bonding (RAHB), a concept introduced by Gilli and co-workers in 1989, concerns a kind of intramolecular H-bonding strengthened by a conjugated π-system, usually in 6-, 8-, or 10-membered rings. This Review highlights the involvement of RAHB as a driving force in the synthesis of organic, coordination, and organometallic compounds, as a handy tool in the activation of covalent bonds, and in starting moieties for synthetic transformations. The unique roles of RAHB in molecular recognition and switches, E/Z isomeric resolution, racemization and epimerization of amino acids and chiral amino alcohols, solvatochromism, liquid-crystalline compounds, and in synthons for crystal engineering and polymer materials are also discussed. The Review can provide practical guidance for synthetic chemists that are interested in exploring and further developing RAHB-assisted synthesis and design of materials.

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“…5-Methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one is the biological potent organic moiety (26,27). Many researchers work on metal chelate of 5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one (28)(29)(30)(31)(32) but the catalytic synthesis of dyes from this organic moiety is not reported.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Cytotoxicity and Molecular Docking Study of Complexes Containing Thiazole Moiety

Shafeeulla¹,

Krishnamurthy²,

Bhojynaik³

et al. 2017

Journal of the Turkish Chemical Society, Section A: Chemistry

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The ligand 5-methyl-2-phenyl-4-[(E)-1,3-thiazol-2-yl-diazenyl]-2,4-dihydro-3Hpyrazol-3-one (Dy) has been synthesized by diazo coupling reactions of 5-methyl-2-phenyl-2,4dihydro-3H-pyrazol-3-one with 2-aminothiazole and ferric hydrogen sulfate (FHS), as a catalyst, under solvent-free conditions. A series of complexes of the ligand with Co(II), Ni(II), Cu(II), and Zn(II) ions are synthesized and structurally characterized by 1H NMR, FTIR, and UV-Visible spectral techniques. The cytotoxic activity of the complexes and the uncoordinated ligand against human breast cancer (MCF-7) and chronic myelogenous leukemia cell line (human erythroleukemia) (K-562) cell lines exhibits good viability in the range of 50.16-55.16% at a concentration of >100-110 µg/mL as compared to the inhibition in the untreated cells. Further, the metal complexes and ligand were screened against antibacterial strains of S. typhi, S. aureus, and E. coli. Both the cytotoxicity and antioxidant studies are correlated with computational docking analysis and powder XRD studies reviles that all complexes are in crystalline nature.

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Synthesis and crystal structure of 2,4-dihydro-4-[(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)imino]-5-methyl-2-phenyl-3H-pyrazol-3-one and its copper(II) complex

Cited by 24 publications

References 49 publications

Screening for Potential Antimicrobial Activities of Some Cationic Uracil Biocides Against Wide‐Spreading Bacterial Strains

Screening for Potential Antimicrobial Activities of Some Cationic Uracil Biocides Against Wide‐Spreading Bacterial Strains

Resonance‐Assisted Hydrogen Bonding as a Driving Force in Synthesis and a Synthon in the Design of Materials

Synthesis, Cytotoxicity and Molecular Docking Study of Complexes Containing Thiazole Moiety

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