Chemistry of carbofunctionally substituted hydrazones

Dib, Hicham H.; Al‐Awadi, Nouria A.; Elnagdi, Μ. H.

doi:10.3998/ark.5550190.0008.210

Cited by 18 publications

(14 citation statements)

References 91 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…7 Moreover, azo-coupling with different aromatic diazonium chlorides in ethyl alcohol containing CH 3 COONa furnished one acyl group cleavage (Japp-Klingemann type reaction) to afford thiocarbamoyl derivatives 4a-c (Scheme 1). 29,30 Versatile 2-arylhydrazono-thioacetoacetanilides 4 suffered heterocyclization with some -halogenated reagents, for example, chloropropanone, chloroacetophenone, ethyl bromoacetate and chloroacetonitrile in DMF/ Na 2 CO 3 . The consistent 4-arylazo-3-hydroxy-2-substituted-thiophenes 5a-c, 6a-c, 7a-c and 8a-c respectively were synthesized (Scheme 2).…”

Section: Resultsmentioning

confidence: 99%

Synthesis of new thiophene dyes clubbed with sulfonamide for the creation of antibacterial polyester fabrics

Hossan

2019

Textile Research Journal

View full text Add to dashboard Cite

The current study targets to synthesize some new sulfonamido-hydroxythiophene dyes for dyeing polyester fabrics with estimated antibacterial activity. The structure of sulfonamide dyes was adapted by conducting with sulfadimidine and sulfamethaxole through the coupling reaction. The synthesized derivatives were established by spectroscopic tools (Fourier transform infrared spectroscopy, proton nuclear magnetic resonance). Hydroxy-thiophene-containing sulfonamides were utilized for dyeing polyester fabric. The prepared sulfonamido-hydroxythiophene dyes were applied on polyester fabrics after establishing the optimum dye conditions, and afterward their dyeing properties, light, washing, perspiration, rubbing and sublimation fastness were determined. Meanwhile, the improved dyes demonstrated respectable fastness results and antibacterial properties against some gram-positive and gram-negative bacteria.

show abstract

Section: Resultsmentioning

confidence: 99%

Synthesis of new thiophene dyes clubbed with sulfonamide for the creation of antibacterial polyester fabrics

Hossan

2019

Textile Research Journal

View full text Add to dashboard Cite

show abstract

“…Treatment of ethyl acetoacetate 1 with phenyl isothiocyanate 2 gave the corresponding ethyl α -phenylthiocarbamoyl-acetoacetate 3 (Gaffer et al , 2017). Moreover azo-coupling with different aromatic diazonium chloride in ethanol containing sodium acetate has been affected one acetyl group cleavage (Japp–Klingmann type reaction) (Elassar et al , 2007) with the formation of the corresponding thiocarbamoyl intermediates 4a-c . Meanwhile, derivatives result from different arylazo of sulphonamide as p -amino sulphonamide, sulphapyridine and sulphathiazole.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of novel dyes based on thiophene analogues with antibacterial activity for dyeing polyester fabrics

Abomelha

2019

PRT

View full text Add to dashboard Cite

Purpose This study aims to the synthesis of some novel 4-arylazo-3-hydroxythiophene analogues containing sulphapyridine and sulphathiazole dyestuffs and studying their application in dyeing polyester fabrics and rendering their antibacterial efficacy. Design/methodology/approach Simultaneous dyeing and antibacterial finishing for polyester fabric using a new antibacterial disperse dye having a modified chemical structure to thiophene dyes were studied. Construction of the thiophene dyes was carried out by diazo-coupling of diazotized sulphonamide-containing heterocyclic rings sulphapyridine and sulphathiazole with ethyl α-phenylthiocarbamoyl-acetoacetate followed by cyclizing the produced 2-arylazo-thioacetanilide with various α-halogenated reagents. All newly synthesized compounds were characterized by elemental analysis and extensive study of their spectral data (IR and 1H-NMR). The dyeing characteristics of these thiophene dyestuffs were evaluated at optimum conditions. Antibacterial activities of the obtained thiophene dyes were studied against some Gram-positive and Gram-negative bacteria. Findings The synthesized thiophene-containing sulphonamides dyes were applied on polyester fabric. The modified dyes exhibited a good fastness properties and antibacterial efficacy against some Gram-positive and Gram-negative bacteria. Synthesized dyes showed higher antibacterial potency than the reference standard drug. Research limitations/implications Synthesis of these disperse azo dyes for textile dyeing had never been reported previously. Practical implications The dyestuffs derived from thiophene are reasonable azo disperse dyestuffs giving good all-round fastness properties on polyester fabrics. Originality/value Thiophene dyes are used for dyeing polyester fabrics with brilliant colour and good fastness properties. The presence of sulphonamides moieties increase their fastness properties and elevate their antibacterial properties. Moreover, they can be used as antimicrobial finish due to their bactericidal properties on dyed textiles. This work afforded a new thiophene colorant that can be used in many different uses like polyester packing, thread Surgery, blends and other uses in medical textile.

show abstract

“…Have shown potential applications due to their broad spectrum of biological activity, including antitumor, antiviral, vasodilators, antimalarial, anti-inflammatory, analgesic, anticonvulsants activities. [1][2][3] In the literature, synthesis of hydrazone derivatives has been reported in order to study their mechanisms of interaction with biomolecules of pharmacological interest such as human serum albumin (HSA) and bovine serum albumin (BSA), using different spectroscopic techniques and methods of molecular modeling. The interaction between the hydrazone derivatives N′- (2,4- HSA in the major protein in human bloodstream and accounts for almost 60% of total plasma protein content.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of (E)-Ethyl-4-(2-(furan-2-ylmethylene)hydrazinyl)benzoate, crystal structure, and studies of its interactions with human serum albumin by spectroscopic fluorescence and molecular docking methods

Morales-Toyo

Glidewell

Bruno-Colmenares

et al. 2019

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

View full text Add to dashboard Cite

Please cite this article as: M. Morales-Toyo, C. Glidewell, J. Bruno-Colmenares, et al., Synthesis of (E)-Ethyl-4-(2-(furan-2-ylmethylene)hydrazinyl)benzoate, crystal structure, and studies of its interactions with human serum albumin by spectroscopic fluorescence and molecular docking methods, Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, https://doi. AbstractA novel hydrazone, (E)-Ethyl-4-(2-(furan-2-ylmethylene)hydrazinyl)benzoate (EFHB), has been synthesized and characterized by FT-IR, NMR and Mass spectroscopy, and Xray diffraction; compound crystallized as translucent light yellow thin plates. EFHB was studied for their binding to human serum albumin (HSA) using the fluorescence quench titration method. Molecular docking was also performed to get a more detailed insight into their interaction with HSA at the binding site. Addition of this hydrazone to HSA ACCEPTED MANUSCRIPT A C C E P T E D M A N U S C R I P T2 produced significant fluorescence quenching and splitting of emission spectra of HSA through static quenching mechanism with binding constants of about 10 4 M -1 at 292. 15, 298.15, 304.15 and 310.15 K. According to the synchronous fluorescence, tryptophan and tyrosine residues of the protein are most perturbed by the binding process.Thermodynamic parameters ΔG, ΔH, and ΔS were got and the main sort of acting force between EFHB and HSA was studied. Results of molecular docking have shown that EFHB binds to subdomain IIA of HSA mainly by hydrophobic interaction, energy binding are in good agreement with those obtained by fluorescence study (ΔG the = -7.32 ± 0.09 kcal mol -1 and ΔG exp = -6.76 ± 0.03 kcal mol -1 ).

show abstract

Chemistry of carbofunctionally substituted hydrazones

Cited by 18 publications

References 91 publications

Synthesis of new thiophene dyes clubbed with sulfonamide for the creation of antibacterial polyester fabrics

Synthesis of new thiophene dyes clubbed with sulfonamide for the creation of antibacterial polyester fabrics

Synthesis of novel dyes based on thiophene analogues with antibacterial activity for dyeing polyester fabrics

Synthesis of (E)-Ethyl-4-(2-(furan-2-ylmethylene)hydrazinyl)benzoate, crystal structure, and studies of its interactions with human serum albumin by spectroscopic fluorescence and molecular docking methods

Contact Info

Product

Resources

About