Coordination modes of 5-pyrazolones: A solid-state overview

Casas, José S.; García‐Tasende, María S.; Sánchez, Agustı́n; Sordo, José; Touceda, Ángeles

doi:10.1016/j.ccr.2007.02.010

Cited by 105 publications

(20 citation statements)

References 103 publications

(175 reference statements)

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“…We summarized advances of pyrazolone derivatives as well as their SAR (10e189). Currently, the existing reviews [10,11] about pyrazolone derivatives are mainly concerning their catalytic asymmetric synthesis or coordination, the comprehensive review of the bioactivity and the SAR studies are still vacant. This review is in order to fill gaps of systematic summarization of biological activities and SAR that could be beneficial for researchers to design novel pyrazolone derivatives, in addition, docking analysis is used to explain interactions between some typical pyrazolone derivatives and potential targets to give a visual appreciation of the roles of pyrazolone group play in the bioactivity.…”

Section: Introductionmentioning

confidence: 99%

Pyrazolone structural motif in medicinal chemistry: Retrospect and prospect

Zhao

Dai

et al. 2020

European Journal of Medicinal Chemistry

137

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a b s t r a c tThe pyrazolone structural motif is a critical element of drugs aimed at different biological end-points. Medicinal chemistry researches have synthesized drug-like pyrazolone candidates with several medicinal features including antimicrobial, antitumor, CNS (central nervous system) effect, anti-inflammatory activities and so on. Meanwhile, SAR (Structure-Activity Relationship) investigations have drawn attentions among medicinal chemists, along with a plenty of analogues have been derived for multiple targets. In this review, we comprehensively summarize the biological activity and SAR for pyrazolone analogues, wishing to give an overall retrospect and prospect on the pyrazolone derivatives.

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Section: Introductionmentioning

confidence: 99%

Pyrazolone structural motif in medicinal chemistry: Retrospect and prospect

Zhao

Dai

et al. 2020

European Journal of Medicinal Chemistry

137

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“…The co-ordinating property of the 4-amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one ligand has been modified to give a flexible ligand system, formed by condensation with a variety of reagents such as aldehydes, ketones [13][14][15], thiosemicarbazides and carbazides, etc. [16][17][18]. The biological properties of thiosemicarbazones are often related and modulated by metal ion coordination.…”

Section: Introductionmentioning

confidence: 99%

Antibacterial, antifungal and in vitro antileukaemia activity of metal complexes with thiosemicarbazones

Pahontu

Julea

Roșu

et al. 2015

J Cellular Molecular Medi

120

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1-phenyl-3-methyl-4-benzoyl-5-pyrazolone 4-ethyl-thiosemicarbazone (HL) and its copper(II), vanadium(V) and nickel(II) complexes: [Cu(L)(Cl)]·C2H5OH·(1), [Cu(L)2]·H2O (2), [Cu(L)(Br)]·H2O·CH3OH (3), [Cu(L)(NO3)]·2C2H5OH (4), [VO2(L)]·2H2O (5), [Ni(L)2]·H2O (6), were synthesized and characterized. The ligand has been characterized by elemental analyses, IR, 1H NMR and 13C NMR spectroscopy. The tridentate nature of the ligand is evident from the IR spectra. The copper(II), vanadium(V) and nickel(II) complexes have been characterized by different physico-chemical techniques such as molar conductivity, magnetic susceptibility measurements and electronic, infrared and electron paramagnetic resonance spectral studies. The structures of the ligand and its copper(II) (2, 4), and vanadium(V) (5) complexes have been determined by single-crystal X-ray diffraction. The composition of the coordination polyhedron of the central atom in 2, 4 and 5 is different. The tetrahedral coordination geometry of Cu was found in complex 2 while in complex 4, it is square planar, in complex 5 the coordination polyhedron of the central ion is distorted square pyramid. The in vitro antibacterial activity of the complexes against Escherichia coli, Salmonella abony, Staphylococcus aureus, Bacillus cereus and the antifungal activity against Candida albicans strains was higher for the metal complexes than for free ligand. The effect of the free ligand and its metal complexes on the proliferation of HL-60 cells was tested.

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“…13 Derivatives of this heterocycle remain as the focus of continuous research. The appeal stems from the tautomerism they present 18 and from their applications in analytical chemistry in the determination of carbohydrates 19,20 or as chelating agents for a wide range of metals; [21][22][23] besides, they are attractive in the field of medicinal chemistry, where this moiety is often included. In daily life pyrazolones are important in dyes industry 24,25 and in medicine, where some derivatives are still used to treat pain, fever, among other diseases and symptoms 25 while other uses have appeared.…”

Section: Introductionmentioning

confidence: 99%

“…In recent years only a few reports including nitroso derivatives of the heterocycle can be found. 14,15,21,[27][28][29] Following from our studies aimed at having a better understanding on the structural features of pyrazolones, the synthesis, structural and spectroscopic characterization of some new derivatives obtained by nitrosation are presented in this article.…”

Section: Introductionmentioning

confidence: 99%