2824-60-4Relevant academic research and scientific papers
Synthesis, characterization, theoretical and antimicrobial studies of tridentate hydrazone metal complexes of Zn(II), Cd(II), Cu(II) and Co(III)
Cao, Wei,Liu, Yaoming,Zhang, Ting,Jia, Jinping
, p. 62 - 68 (2018)
The synthesis of four new complexes involving a tridentate hydrazone ligand (H2L = hydrazinyl-(pyridin-2-yl)salicyladimine) with Zn(II), Cd(II), Cu(II) and Co(III) ions is reported. Complexes [Zn(HL)2] (1), [Cd(HL)2] (2) and [Cu2(HL)2(OAc)2] (3) were synthesized by a one-pot reaction. A trivalent cobalt complex, [Co(HL)2]Cl(CH3OH) (4), was obtained from the reaction of H2L with CoCl2. The hydrazone ligand and the metal complexes were characterized by elemental analyses, IR and single-crystal X-ray diffraction. The location of the HOMO and LUMO frontier orbitals on the molecular structures of 1–4 were employed to explain influence of the central atoms on the electronic properties of the complexes. The antimicrobial activities of H2L and the metal complexes were investigated on three bacteria strains (Staphylococcus aureus, Bacillus subtilis and Escherichia coli).
Synthesis and antimycobacterial evaluation of pyridinyl- and pyrazinylhydrazone derivatives
Pinheiro, Alessandra C.,Nogueira, Thaís C. M.,Pereira, Gabriela E.,Louren?o, Cristina,de Souza, Marcus V. N.
, p. 1662 - 1668 (2020/07/06)
Bioisosteric replacements are often tried goaling to affect the lipophilicity, polarity, and aqueous solubility of the substances, as a way to obtain therapeutically improved medicines. Also, hydrazonyl compounds are described with a wide range of pharmac
A family of readily synthesised phosphorescent platinum(ii) complexes based on tridentate: N^N^O -coordinating Schiff-base ligands
Puttock, Emma V.,Fradgley, Jack D.,Yufit, Dmitry S.,Gareth Williams
, p. 15012 - 15028 (2019/10/22)
The synthesis and photophysical properties of 22 platinum(ii) complexes featuring N^N^O-coordinating ligands are described. The complexes have the form Pt(N^N^O-Ln)Cl (n = 1 to 20). The tridentate ligands comprise lateral pyridine and phenolate rings, offering the metal N and O coordination respectively, linked via an imine or hydrazone unit that provides a further, central N atom for coordination. The proligands HLn, some of which have previously been reported for the coordination of 1st row transition metal ions in other contexts, are Schiff bases that are readily synthesised by condensation of salicylaldehydes either with 8-aminoquinoline (to generate imine-based ligands HL1-4) or with 2-hydrazinopyridines (to generate hydrazone-based proligands HL5-20). The Pt(ii) complexes are prepared under mild conditions upon treatment of the proligands with simple Pt(ii) salts. Metathesis of the chloride ligand by an acetylide is possible, as exemplified by the preparation of two further complexes of the form Pt(N^N^O-Ln)(-CC-Ar), where Ar = 3,5-bis(trifluoromethyl)phenyl. Nine of the complexes have been characterised in the solid state by X-ray diffraction. The imine-based complexes have intense low-energy absorption bands around 520 nm attributed to charge-transfer transitions. They display deep red phosphorescence in solution at ambient temperature, with λmax in the range 635-735 nm, quantum yields up to 4.6% and lifetimes in the microsecond range. The hydrazone complexes that feature a py-NH-NC-Ar linker display pH-dependent absorption spectra owing to the acidity of the hydrazone NH: these complexes have poor photostability in solution. In contrast, their N-methylated analogues (i.e., py-NMe-NC-Ar) show no evidence of photodecomposition. They are phosphorescent in solution at room temperature in the 600-640 nm region, the emission maximum being influenced by substituents in the phenolate ring. The results show how simply prepared tridentate Schiff base ligands-which offer the metal a combination of 5- and 6-membered chelate rings-can provide access to phosphorescent Pt(ii) complexes that have superior emissive properties to those of terpyridines, for example.
Synthesis, Biological Activity, and Mechanism of Action of 2-Pyrazyl and Pyridylhydrazone Derivatives, New Classes of Antileishmanial Agents
Coimbra, Elaine S.,Antinarelli, Luciana M. R.,de A. Crispi, Mariana,Nogueira, Thais C. M.,Pinheiro, Alessandra C.,de Souza, Marcus V. N.
, p. 1387 - 1394 (2018/07/29)
In this work, we report the antileishmanial activity of 23 compounds based on 2-pyrazyl and 2-pyridylhydrazone derivatives. The compounds were tested against the promastigotes of Leishmania amazonensis and L. braziliensis, murine macrophages, and intracellular L. amazonensis amastigotes. The most potent antileishmanial compound was selected for investigation into its mechanism of action. Among the evaluated compounds, five derivatives [(E)-3-((2-(pyridin-2-yl)hydrazono)methyl)benzene-1,2-diol (2 b), (E)-4-((2-(pyridin-2-yl)hydrazono)methyl)benzene-1,3-diol (2 c), (E)-4-nitro-2-((2-(pyrazin-2-yl)hydrazono)methyl)phenol (2 s), (E)-2-(2-(pyridin-2-ylmethylene)hydrazinyl)pyrazine (2 u), and (E)-2-(2-((5-nitrofuran-2-yl)methylene)hydrazinyl)pyrazine (2 v)] exhibited significant activity against L. amazonensis amastigote forms, with IC50 values below 20 μm. The majority of the compounds did not show any toxic effect on murine macrophages. Preliminary studies on the mode of action of members of this hydrazine-derived series indicate that the accumulation of reactive oxygen species (ROS) and disruption of parasite mitochondrial function are important for the pharmacological effect on L. amazonensis promastigotes.
Synthesis and antimicrobial effects of 1,3,5-substituted phenyl formazans
Uraz, Guven,Yilmaz, Ebru,Tezcan, Habibe,Porsuk, Nesrin,Imamoglu, Gamze,Kartli, Onur Savas
experimental part, p. 1924 - 1926 (2012/09/07)
In this study, novel formazans with various substituents on 1,3,5-phenyl rings were synthesized and their structures were elucidated with the use of elemental analysis, mass,1H NMR,13C NMR, IR, UV-VIS spectra. Also, antimicrobial effects of formazans were tested against selected microorganism, Staphylococus aureus, S. epidermidis, S. saprophyticus, Pseudomonas aeruginosa, Escherichia coli, Klebsiella pneumoniae. Moreover, the antiyeast effects of the formazans are seen on the Candida kefir, C. glabrata, C. tropicalis, Cryptococcus neofarmans, Saccharomyces cerevisiae. In the present study, it was generally observed that the formazans were very active against Candida kefir, C. tropicalis, Cryptococcus neofarmans and Saccharomyces cerevisiae.
Efficient synthesis of 3-substituted 1,2,4-triazolo[4,3-a]pyridine by [bis(trifluroacetoxy)iodo]benzene-catalyzed oxidative intramolecular cyclization of heterocyclic hydrazones
Padalkar, Vikas S.,Patil, Vikas S.,Phatangare, Kiran R.,Umape, Prashant G.,Sekar
, p. 925 - 938 (2011/04/22)
A series of 1,2,4-triazolopyridines have been prepared by oxidative intramolecular cyclization of heterocyclic hydrazones with [bis(trifluroacetoxy) iodo]benzene. General applicability of this simple transformation was confirmed by synthesis of 1,2,4-triazolo[4,3-a]pyridine. The advantages of this protocol are the nontoxicity of catalyst and shorter reaction time to obtain good preparative yield.
Cobalt complexes in [EMIM]Cl - A catalyst for oxidation of alcohols to carbonyls
Ramakrishna, Dileep,Ramachandra Bhat, Badekai
body text, p. 195 - 198 (2010/06/12)
A coordination complex system consisting of Cobalt (II)-Schiff bases with triphenylphosphine were synthesized and characterized. These catalysts were effective in the oxidation of primary and secondary alcohols. The oxidation reactions were carried out in ethyl-methyl-imidazolium ionic liquid in presence of NaOCl. Higher catalytic activity was observed for CoL1.
