Shams H.Z.Mohareb R.M.Helal M.H.Mahmoud A.E.-S.Department of ChemistryFaculty of ScienceHelwan UniversityP.O. 11790Ain HelwanCairoEgypt; Department of Organic ChemistryFaculty of PharmacyOctober University for Modern Sciences and ArtsP.O. 12613October CityEgypt; Department of ChemistryFaculty of ScienceCairo UniversityGizaP.O. 12311Egypt2020-01-252020-01-25201114203049https://doi.org/10.3390/molecules16086271PubMed ID 21792147https://t.ly/b2RJAScopusA series of novel polyfunctionalized acyclic and heterocyclic dye precursors and their respective azo (hydrazone) counterpart dyes and dye precursors based on conjugate enaminones and/or enaminonitrile moieties were synthesized. The dyes and their precursors are based on 2-cyano-N-(3-cyano-4,5, 6,7-tetrahydrobenzo[b]thiophen-2-yl)-acetamide, 2-ethoxycarbonyl-N-(3-cyano-4,5, 6,7-tetrahydrobenzo[b]thiophen-2-yl)-acetamide or 2-phenylcarbamoyl-N-(3-cyano- 4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)-acetamide systems as precursors. The latter compounds were used to synthesize polyfunctional thiophene-, thiazole-, pyrazole, pyridine-, pyrimidine-, oxazine-, as well as acyclic moieties. The dyes and dye precursors were characterized by elemental analysis and spectral methods. All dyes and their precursors were screened in vitro and evaluated for both their antibacterial and antifungal activities. MIC data of the novel dye systems and their respective precursors showed significant antimicrobial activity against most tested organisms. Some compounds exhibited comparable or even higher efficiency than selected standards. Dyes were applied at 5% depth for disperse dyeing of nylon, acetate and polyester fabrics. Their spectral characteristics and fastness properties were measured and evaluated.EnglishAntimicrobial activityDyesFastnessHeterocyclicTextile finishacetamide derivativeampicillinantifungal agentantiinfective agentcoloring agentenaminonitrilefused heterocyclic ringsnitrileprodrugpyrazolepyrazole derivativepyrimidine derivativethiazole derivativethiophene derivativearticleBacillus cereusBacillus subtilisCandida albicanschemistrydrug designdrug effectEscherichia coligrowth, development and agingmaterials testingmicrobiological examinationsynthesistextiletextile industryAcetamidesAmpicillinAnti-Bacterial AgentsAntifungal AgentsBacillus cereusBacillus subtilisCandida albicansColoring AgentsDrug DesignEscherichia coliHeterocyclic Compounds, 2-RingMaterials TestingMicrobial Sensitivity TestsNitrilesProdrugsPyrazolesPyrimidinesTextile IndustryTextilesThiazolesThiophenesArticlehttps://doi.org/10.3390/molecules16086271PubMed ID 21792147