Novel substituted aniline based heterocyclic dispersed azo dyes coupling with 5-methyl-2-(6-methyl-1, 3-benzothiazol-2-yl)-2, 4-dihydro-3H-pyrazol-3-one: Synthesis, structural, computational and biological studies

Maliyappa, M.R.; Keshavayya, J.; Mallikarjuna, N.M.; Pushpavathi, Itte

doi:10.1016/j.molstruc.2019.127576

Cited by 38 publications

(19 citation statements)

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“…New generations of azo dyes have been synthesized by different synthetic methods, [109,110,111,112]. In this part we have cited some syntheses of the azo dyes containing chemical groups hydrazone, chromene and derivatives of 2-aminothiophene and 2-aminothiazoles [70,113,114,115].…”

Section: Some Reaction Patterns Of the Most Recent Azo Dyesmentioning

confidence: 99%

Classifications, properties, recent synthesis and applications of azo dyes

Benkhaya

M’rabet

Harfi

2020

Heliyon

634

187

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In this work, we have presented a very detailed review of the different classification of azo dyes as a function of the number of azo groups and the appropriate functional groups. Then we pointed out some chemical properties of these dyes such as reactivity, isomerization and tautomerism and listed. In the following, we have summarized some recent syntheses of azo dyes and the mechanism of azo dye/polymer conjugation. Finally, we indicate the principle of Gewald's reaction and its application to the synthesis of new azo dyes.

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Section: Some Reaction Patterns Of the Most Recent Azo Dyesmentioning

confidence: 99%

Classifications, properties, recent synthesis and applications of azo dyes

Benkhaya

M’rabet

Harfi

2020

Heliyon

634

187

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“…Anticancer active novel heterocyclic azo dyes were synthesized and reported by Maliyappa and co-workers through a conventional diazo-coupling reaction. 50 The anticancer activity of the compounds was studied against human cancer cell lines like the colon cell line (HCT116), lung carcinoma cell line (A549), T-lymphocyte cell line (Jurkat) and chronic myeloid leukemia cell line (K562). The 5-methyl-2-(5-methyl-benzothiazol-2-yl)-4- p -tolylazo-1,2-dihydro-pyrazol-3-one ( 99 ) and 4-(4-bromo-phenylazo)-5-methyl-2-(5-methyl-benzothiazol-2-yl)-1,2-dihydro-pyrazol-3-one ( 100 ) (Fig.…”

Section: Biological Activity Of Heterocycle-containing Azo Dyes and T...mentioning

confidence: 99%

Synthesis and pharmacological activities of azo dye derivatives incorporating heterocyclic scaffolds: a review

Mezgebe

Mulugeta

2022

RSC Adv.

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“…[3][4][5] Previous research has shown that the presence of an azo chromophore in the heterocyclic ring enhances the pharmacological activity. [6] Among the heterocyclic azo dyes, those containing the thiazole moiety piqued chemists' interest because of their significance in the pharmacological activity, [7][8][9][10] so thiazole-based azo dyes could be used as pioneering drug molecules for the treatment of multiple diseases. Thiazolylazo dyes are attractive to chemists due to their exceptional applications in manufacturing and daily life [11] as well as their specific using in chromatographic columns, [12] data storage strategies, [13,14] clothing, leather, foodstuffs, cosmetics, and plastics coloring.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, and multifunctional applications of novel metal complexes based on thiazolylazo dye

El‐Nahass

Bakr

El‐Gamil³

et al. 2022

Applied Organom Chemis

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Herein, a novel ligand, namely, N,N-dimethyl-4-((4-(pyridin-2-yl)thiazol-2-yl) diazenyl)aniline, and its solid Mn (II), Co (II), Ni (II), and Cu (II) complexes have been synthesized and characterized. The photophysical properties of the thiazolyl azo ligand, L, have been investigated in various solvents of different polarities. The absorption and fluorescence maxima of the ligand show a strong dependence on the solvent polarity. The metal ions sensing response to Mn (II), Co (II), Ni (II), and Cu (II) ions were also investigated in ethanolic solutions. The novel solid complexes of hexacoordinate Mn (II), Co (II), Ni (II), and Cu (II) of the ligand have the molar ratio 2:1 (M:L) and general chemical formula [M 2 (L)(H 2 O) 4 Cl 4 ]ÁnH 2 O. The presence of metal-metal interaction was proved by the low magnetic moment values μ eff of metal complexes. The UV-Vis spectra of the ligand and its metal complexes displayed bands characteristic to different types of transitions inside the molecules. The metal complexes show additional absorption bands of very low intensity around 650-690 nm attributed to d-d transitions within the metal ion indicating octahedralgeometry. The geometry of the ligand and its complexes was also theoretically confirmed using the DMOL3 program and density functional theory (DFT). The free ligand and its metal complexes have been studied for their DNA-binding properties using steady-state absorption and emission techniques. They demonstrated successful binding properties against CT-DNA in an intercalative mode.Additionally, the ligand and its metal complexes have also been successfully applied to polyester fabrics as disperse dyes. Multifunctional properties such as color representation, colorimetric data (L*, a*, b*, C*, h*, K/S), and fastness properties of the dyed samples have been discussed and evaluated in detail. These dyes have proven their efficiency in dyeing polyester fabrics, as they give satisfactory results in fastness properties, colorimetric data. Moreover, the antioxidant and antitumor activities for the synthesized compounds were evaluated.

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Novel substituted aniline based heterocyclic dispersed azo dyes coupling with 5-methyl-2-(6-methyl-1, 3-benzothiazol-2-yl)-2, 4-dihydro-3H-pyrazol-3-one: Synthesis, structural, computational and biological studies

Cited by 38 publications

References 40 publications

Classifications, properties, recent synthesis and applications of azo dyes

Classifications, properties, recent synthesis and applications of azo dyes

Synthesis and pharmacological activities of azo dye derivatives incorporating heterocyclic scaffolds: a review

Synthesis, characterization, and multifunctional applications of novel metal complexes based on thiazolylazo dye

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