5110-91-8Relevant academic research and scientific papers
Synthesis, Characterization, Solvatochromic Properties, and Antimicrobial-radical Scavenging Activities of New Diazo Dyes Derived from Pyrazolo[1,5-a]pyrimidine
?ener, Nesrin,Eri?kin, Selinay,Yavuz, Serkan,?ener, ?zzet
, p. 3538 - 3548 (2017)
5-Amino-3-methyl-4-phenylazo-1H-pyrazole and ethyl cyanoacetate reacted in solvent-free media at 150°C to produce 7-amino-3-phenylazo-2-methyl-4H-pyrazolo[1,5-a]pyrimidine-5-one (3). A series of aromatic amines was coupled using this compound (3) and nitrous acid to produce new pyrazolo[1,5-a] pyrimidine derivatives with two arylazo groups 4(a-m). The structures of these dyes were determined via UV–vis, Fourier transform infrared, proton nuclear magnetic resonance, high-resolution mass spectral data, and elemental analysis. After synthesis, the solvent and acid–base effects of the dyes were investigated within the UV–vis region. The antimicrobial properties of the dyes were also studied. All dyes exhibited activity against Gram-positive and Gram-negative bacteria, and even against fungi. The results were compared to conventional reference results from the antibiotics ciprofloxacin and ketoconazole. Antioxidant potentials were analyzed using in vitro antioxidant models on the basis of DPPH (1,1-diphenyl-2-picrylhydrazyl) radical scavenging activities. Most of the compounds exhibited excellent antioxidant activities. In particular, compound 4b had a higher activity than Vitamin C.
Synthesis, Characterization, and Theoretical Calculation of New Azo Dyes Derived from [1,5-a]Pyrimidine-5-one Having Solvatochromic Properties
?ener, Nesrin,Gür, Mahmut,?avu?, M. Serdar,Zurnaci, Merve,?ener, ?zzet
, p. 1101 - 1110 (2019)
7-Amino-3-phenylazo-2-methyl-4H-pyrazolo[1,5-a]pyrimidine-5-one (3) was synthesized by the reaction of 5-amino-3-methyl-4-phenylazo-1H-pyrazole and 2-aminobenzothiazole with ethyl cyanoacetate in acetic acid at 150°C. Four novel heterocyclic azo disperse
Alkali-stable solid state fluorescent pyrazolo/pyrrolinone disperse dyes: Synthesis and application for dyeing polyester fabric
Aysha, Tarek,Zain, Mostafa,Arief, Mohamed,Youssef, Yehya
, (2021/10/12)
Six novel fluorescent disperse dyes were synthesized by diazo-coupling reaction. As dye intermediates, two diazo components having 5-amino-4-arylazo-3-methyl-1H-pyrazoles moieties were initially prepared, diazotized and coupled with three pyrrolinone este
Synthesis of some new pyrazolo[5,1-c][1,2,4]triazine derivatives and computational study
Demir?al?, Aykut,Karc?, Fikret,Kiraz, Asl? ?ztürk,Y?ld?r?m, Fati
, (2020/07/27)
In this study, the synthesis novel of seven new pyrazolo [5,1-c][1,2,4]triazin derivative disperse dyestuffs was reported. First, 2-arylhydrazone-3-ketiminobutyronitriles were synthesized and reacted with hydrazine hydrate to afford 5-amino-4-arylazo-3-me
Anticancer, antimicrobial, and DNA protection analysis of novel 2,4-dihydroxyquinoline dyes
?ener, Nesrin,Mohammed, Hassan Jaballah Abdullah,Yerlikaya, Serife,Celik Altunoglu, Yasemin,Gür, Mahmut,Baloglu, Mehmet Cengiz,?ener, ?zzet
, p. 11 - 19 (2018/05/04)
A new series of 2,4-dihydroxyquinoline derived disazo dyes has been synthesized by the reaction of 5-amino-4-phenylazo-3-methyl-1H-pyrazole derivatives with 2,4-dihydroxyquinoline. The structures of the obtained dyes were identified by various spectrophotometric methods such as FT-IR, 1H-NMR, and elemental analysis. The synthesized compounds were also examined for different biological activities, including DNA protection, antimicrobial, and anticancer activities. Compound 3b was found most effective on Gram-positive bacteria. A DNA protection assay was applied to all compounds, and it was found that compounds 3h and 3j had a high capacity for binding to DNA. Besides, compounds 3h and 3j showed cytotoxicity against HeLa and PC3 cancer cell lines. These compounds could potentially be used as drugs or drug additives based on their effects on bacterial and cancer cell lines.
