136-64-1Relevant articles and documents
Design, synthesis and spectroscopic characterization of metal (II) complexes derived from a tetradentate macrocyclic ligand: Study on?antimicrobial and antioxidant capacity of complexes
Gull, Parveez,Malik, Manzoor Ahmad,Dar, Ovas Ahmad,Hashmi, Athar Adil
, p. 212 - 216 (2017)
The paper presents the synthesis of Co(II), Ni(II) and Cu(II) complexes of macrocyclic Schiff base ligand derived from 1, 4-dicarbonyl-phenyl-dihydrazide and ethyl 3-oxobutanoate (2:2). The synthesized ligand and its metal complexes were characterized by elemental analyses, magnetic susceptibility measurements, FTIR, UV–Vis., mass 1H NMR and X-ray diffraction. The Cu(II) complex exhibit distorted octahedral geometry, whereas an octahedral geometry is suggested for other complexes. The synthesized compounds were screened in?vitro for their antimicrobial activities to evaluate their inhibiting potential against bacterial species Pseudomonas aeruginosa, Escherichia coli, Salmonella typhimurium, Staphylococcus aureus and fungal species include Aspergillus flavus, Aspergillus fumingatus, and Candida albicans. The complexation led to a remarkable increase in antimicrobial activity. In addition, the antioxidant activity of the compounds was also investigated through scavenging effect on DPPH radicals. The obtained IC50 value of the DPPH activity for the copper complex was higher than other compounds.
Synthesis and characterization of 1,3,4-oxadiazole derivatives containing alkoxy chains with different lengths
Zhang, Xiao-bing,Tang, Ben-chen,Zhang, Peng,Li, Min,Tian, Wen-jing
, p. 55 - 64 (2007)
The synthesis, optical properties, electrochemical properties, electronic structures and applications in electroluminescent device of three series of 1,3,4-oxadiazole derivatives, 1,4-bis[(4-methylphenyl)-1,3,4-oxadiazolyl]phenylene (OXD1), 5,5′-di-(4-methyl)-2,2′-p-(2,5-bisalkoxyphenylene)-bis-1,3,4 -oxadiazole (OXD2-n) and 1,4-bis[(4-alkoxyphenyl)-1,3,4-oxadiazolyl]phenylene (OXD3-n) are reported. The molecular structures of the oxadiazole compounds were confirmed by FT-IR, 1H NMR spectroscopy and elemental analysis. The optical and electrochemical properties of the compounds were investigated by UV-vis absorption and photoluminescence spectroscopy as well as cyclic voltammetry. The results show that introduction of two alkoxy groups whose electron-donating ability is stronger than that of methyl groups increases the electron density of the conjugated segment of OXD2-n (with side-on alkoxy substituents) and OXD3-n (with end-on alkoxy substituents), and thus leads to the absorption maximum bathochromic-shift compared to that of OXD1. The HOMO and LUMO energy levels of the compounds studied are in the range of -2.78 to -2.89 and -5.75 to -6.20 eV. Calculations on the representative compounds by the Dmol3 package of MS Modeling 3.0 revealed that the increase of energy levels in both OXD2-n and OXD3-n was due to the change of the frontier molecular orbital distribution in the central benzene ring. The light-emitting devices have been fabricated using blends of MEH-PPV and these compounds as emissive layers, among which, maximum brightness up to 11810 cd m-2 (8.5 V) has been observed, which is 40 times brighter than that with MEH-PPV. The result of the devices suggested that oxadiazole derivatives studied function well as electron-transporting materials and can be used in LEDs, and thus to enhance the efficiency of LEDs.
Biological activity studies on metal complexes of macrocyclic Schiff base ligand: Synthesis and spectroscopic characterization
Gull, Parveez,Hashmi, Athar Adil
, p. 1331 - 1337 (2015)
In this study, we prepared the macrocyclic Schiff base ligand (L) derived from 1,4-dicarbonylphenyl-dihydrazide and pentane-2,4-dione (2:2) and its CoII, CuII and NiII complexes. The compounds were characterized by the analytical and spectroscopic methods like elemental analysis, molar conductance measurements, mass spectrometry,1 H nuclear magnetic resonance (NMR), and Fourier transform infrared (FTIR) spectroscopy. The ligand behaves as a tetradentate ligand and coordinates to the metal ions via the nitrogen atoms and the complexes have the mononuclear structures. The analytical and spectroscopic results indicated that the complexes are non-electrolytes in nature and may be formulated as [M(C26H28 N8 O4)X2], where M = CoII, CuII and NiII and X = Cl-. The antimicrobial activities of the ligand and its complexes, as growth inhibiting agents, have been screened in vitro against different species of bacteria and fungi and the results concluded that the metal complexes are effective drugs against the tested strains as compared to the macrocyclic ligand.
Schiff base compound as a corrosion inhibitor for mild steel in 1 M HCl
Liu, Hong,Zhu, Lin,Zhao, Qilong
, p. 4943 - 4960 (2015)
A new Schiff base compound named 4-(4′-benzoylhydrazine)-pyridinecarboxaldehyde hydrazone (BPBH) was synthesized and investigated as a corrosion inhibitor for mild steel in 1 M HCl using weight loss measurements, electrochemical techniques, and adsorption studies. The structure of BPBH was characterized by elemental analysis, infrared spectroscopy (IR), and 1H nuclear magnetic resonance (NMR). The results clearly suggest that the compound acts as a mixed-type inhibitor of acid corrosion of mild steel. The adsorption of BPBH on the metal surface in 1 M HCl was found to agree with the Langmuir isotherm with a standard free energy of adsorption (Δ G ads 0) of -31.60 kJ/mol. Scanning electron microscopy images indicate that BPBH exhibits good corrosion inhibition performance for mild steel in 1 M HCl. Quantum chemical calculations were also carried out to verify the inhibition efficiencies obtained from all the experiments.
Mechanosynthesis of imine, β-ketoenamine, and hydrogen-bonded imine-linked covalent organic frameworks using liquid-assisted grinding
Das, Gobinda,Balaji Shinde, Digambar,Kandambeth, Sharath,Biswal, Bishnu P.,Banerjee, Rahul
, p. 12615 - 12618 (2014)
A variety of aromatic amines/hydrazides and aldehydes have been utilized for the construction of crystalline COFs at a faster rate and in high yield, irrespective of their reactivity and solubility using the Liquid-Assisted Grinding (LAG) method.
Synthesis, characterization, in vitro and in silico studies of bis-hydrazone complexes derived from terephthalic dihydrazide
Meethale?Pallolathil, Ramya Rajan,Nithyabalaji, Rajendran,Rathikha, Ramaswamy,Sribalan, Rajendran
, (2021)
Bis-hydrazone of terephthalic dihydrazide was designed and synthesized using terephthalic dihydrazide and picolinaldehyde. Various bioactive benzoic acids such as benzoic acid, aspirin and salicylic acid were selected as a counter ion moiety for preparing bis-hydrazone complexes (BHCs). The prepared BHCs were well characterized using spectroscopic techniques like 1H NMR, 13C NMR and FT-IR. The BHCs showed very good in vitro antidiabetic activity in the α-amylase enzyme inhibitory method and moderate activity in the α-glucosidase inhibitory method. The molecular docking interactions of BHCs were performed against the human pancreatic α-amylase enzyme (1HNY.pdb) and homology model of α-glucosidase (3A4A.pdb) to prove the enzyme inhibitory activity. The BHCs showed very good binding energy, the complex BHB showed 5 numbers of hydrogen bonding interactions with amino acid residues of 1HNY.pdb and BHS showed 5 numbers of hydrogen bonding interactions with 3A4A.pdb. Further, the molecular orbital studies were performed using density functional theory calculations in order to support the docking study.
Synthesis of Schiff base 24-membered trivalent transition metal derivatives with their anti-inflammation and antimicrobial evaluation
Kumar, Gajendra,Devi, Shoma,Kumar, Dharmendra
, p. 680 - 688 (2016)
The paper presents the synthesis of macrocyclic complexes [{M(C52H36N12O4)X}X2] of Cr(III), Mn(III) and Fe(III) with Schiff base ligand (C52H36N12O4) obtained through the condensation of 1,4-dicarbonyl phenyl dihydrazide with 1,2-di(1H-indol-1-yl)ethane-1,2-dione. The newly formed Schiff base and its complexes have been characterized with the help of elemental analysis, condensation measurements, magnetic measurements and their structure configuration have been determined by various spectroscopic (electronic, IR, 1H NMR, 13C NMR, GCMS) techniques. The electronic spectra of the complexes indicate a five coordinate square pyramidal geometry of the center metal ion. These metal complexes and ligand were tested for their anti-inflammation and antimicrobial inhibiting potential and compared with standard drugs Phenyl butazone (anti-inflammation), Imipenem (antibacterial) and Miconazole (antifungal).
Design, synthesis and characterization of macrocyclic ligand based transition metal complexes of Ni(II), Cu(II) and Co(II) with their antimicrobial and antioxidant evaluation
Gull, Parveez,Malik, Manzoor Ahmad,Dar, Ovas Ahmad,Hashmi, Athar Adil
, p. 734 - 741 (2017)
Three new complexes Ni(II), Cu(II) and Co(II) were synthesized of macrocyclic ligand derived from 1, 4-dicarbonyl-phenyl-dihydrazide and O-phthalaldehyde in the ratio of 2:2. The synthesized compounds were characterized by elemental analyses, molar conductance, magnetic susceptibility measurements, FTIR, UV–Vis., Mass and 1H NMR spectral studies. The electronic spectra of the metal complexes indicate a six coordinate octahedral geometry of the central metal ion. These metal complexes and the ligand were evaluated for antimicrobial activity against bacteria (E.?coli, B.?subtilis, S.?aureus) and fungi (A.?niger, A.?flavus, C.?albicans) and compared against standard drugs chloramphenicol and nystatin respectively. In addition, the antioxidant activity of the compounds was also investigated through scavenging effect on DPPH radicals.
Preparation, regulation and biological application of a Schiff base fluorescence probe
Yin, Ninghua,Diao, Haipeng,Liu, Wen,Wang, Jingru,Feng, Liheng
, p. 1 - 5 (2016)
A facile fluorescence switch with Schiff base units was designed and achieved by nucleophilic addition and dehydration reaction. The fluorescence of the probe can be regulated by metal ions (Al3 + and Cu2 +). The whole process shows that the weak fluorescence of the probe enhances with the addition of Al3 +, and then the strong fluorescence of the probe/Al3 + ensemble reduces by introducing Cu2 +. Meanwhile, the solution color changes of the probe with metal ions can be observed under 365 nm UV-vis light from weak light, pale green, green, pale green to weak light. Noticeably, the photo regulation processes of the probe by metal ions can be realized in the biological system and applied in cells imaging. The work provides a new strategy for designing facile regulation probe and develops a new application for Schiff base derivatives.
Photophysical, thermal properties, solvatochromism and DFT/TDDFT studies on novel conjugated D-A-π-A-D form of small molecules comprising thiophene substituted 1,3,4-oxadiazole
Najare, Mahesh S.,Patil, Mallikarjun K.,Nadaf, AfraQuasar A.,Mantur, Shivaraj,Garbhagudi, Manjunatha,Gaonkar, Supreet,Inamdar, Sanjeev R.,Khazi, Imtiyaz Ahmed M.
, (2020)
In this paper, we report the design and synthesis of a series of novel conjugated thiophene substituted 1,3,4-oxadiazole derivatives BSTO-4(a-f) of Donor-Acceptor-π-Acceptor-Donor form by utilizing palladium catalyzed Suzuki cross coupling reaction. Structures were characterized by using spectroscopic techniques namely FT-IR, 1H NMR, 13C NMR and Mass spectra. Their thermal, photophysical and solvatochromic properties were studied in detail. Also, the PL investigations in the solid state were carried out. Furthermore, theoretical calculations such as density functional theory (DFT) were performed to get a better understanding of the intramolecular charge transfer property and electronic structures of the compounds. Experimentally measured optical bandgap values are in the range 3.02 to 3.54 eV. All compounds exhibit Stokes shifts in the range of 2776–3964 cm?1 and fluorescence quantum yields (Φf) in the range of 0.06–0.70 in chloroform. These derivatives exhibit high thermal stability that is the 5% weight loss temperature of derivatives are in the range 178–356 °C and the compounds BSTO-4(b, e and f) had the glass transition temperatures (Tg) at 107 °C, 147 °C and 68 °C, respectively. These results demonstrate that the novel thiophene substituted 1,3,4-oxadiazole compounds are promising candidates for potential applications in development of OLEDs, organic electronic devices/optoelectronic devices.
