17364-41-9Relevant academic research and scientific papers
Stereoselective synthesis of novel monocyclic trans-3-halogenated-4-pyrazolyl-β-lactams: Potential synthons and promising biologically active agents
Berry, Shiwani,Bari, Shamsher S.,Banik, Bimal K.,Bhalla, Aman
, p. 2239 - 2246 (2017)
Stereoselective synthesis of novel monocyclic trans-3-halogenated-4-pyrazolyl-β-lactams 5 is described. The reaction of ketene derived from α-bromo/chloroethanoic acids 4 using POCl3 and Et3N with pyrazolyl substituted imines 3a–d in
Preorganized tridentate analogues of mixed hydroxyoxime/carboxylate nickel extractants
Roebuck, James W.,Turkington, Jennifer R.,Rogers, David M.,Bailey, Philip J.,Griffin, Violina,Fischmann, Adam J.,Nichol, Gary S.,Pelser, Max,Parsons, Simon,Tasker, Peter A.
, p. 3734 - 3742 (2016)
A series of 22 tridentate unsaturated mono-anionic ligands having the atom-sequence Y-CC-NCH-CC-Z-1, with Y = N, O, or S and Z = O or S, has been studied to establish whether this backbone could be used to develop strong solvent extractants for nickel(ii) which will preferably also show a high selectivity over iron(iii) in the pH-dependent process: 2LHorg + NiSO4 [(L)2Ni]org + H2SO4. All are capable of forming octahedral [(L)2Ni] complexes with a mer-arrangement of the YNZ-1 donor set. X-ray crystal structures of three salicylaldimine proligands derived from 3-bromo-5-t-butyl-2-hydroxybenzaldehyde show these to have pre-organised donor sets in which the three donors are held in an approximately orthogonal arrangement by intramolecular hydrogen bonds. The tautomers observed are dependent on the nature of the Y atom and the extent to which it is favourable for this to form a bonding interaction with the acidic hydrogen atom on the salicylaldimine unit. X-ray crystal structure determinations of seven of the [(L)2Ni] complexes show these to have significantly distorted octahedral coordination geometries which partly account for the proligands proving to be fairly weak Ni-extractants. DFT calculations show that extractant strength is dependent on a combination of the binding strength of the YNZ-1 donor set to the nickel ion and on the ease of deprotonation of the extractant. On this basis 3-nitro-4-t-octyl-6-(quinolin-8-imino)phenol is predicted, and is found, to be the strongest Ni-extractant. The extractants have low hydrolytic stability, reverting to their aldehyde precursors when solutions in water-immiscible solvents are contacted with aqueous acid, making them poor candidates for development as reagents for nickel recovery based on pH-swing processes of the type shown above.
In vitro apoptosis-inducing effect and gene expression profiles of mixed ligand Cu(II) complexes derived from 4-acyl pyrazolones on human lung cancer cells
Jadeja,Vyas,Upadhyay,Devkar
, p. 17107 - 17116 (2017)
In order to study the less understood anti-tumor mechanism of pyrazolone based mixed ligand complexes, four Cu(ii) mixed ligand complexes [Cu(L1)(Phen)NO3] (1), [Cu(L2)(Bipy)NO3] (2), [Cu(L2)(Phen)NO3] (3) and [Cu(L2)(Bipy
Synthesis and cytotoxic evaluation of some substituted 5-pyrazolones and their urea derivatives
Erturk, Aliye Gediz,Omerustaoglu, Hilal
, (2020/02/22)
In this paper, a series of new substituted-5-pyrazolones were first synthesized, then formulated by the Vilsmeier–Haack reaction to obtain substituted-4-carbaldehyde-5-pyrazolones. In the final step, when urea was reacted with formulated pyrazolones, we found that, instead of the C=N bond in azomethine form, the compounds tautomerized to form a series of novel pyrazole-4ylidenemethylurea structures. The structures of these compounds were elucidated by FTIR, 1H, 13C NMR, LC-MS/MS, and elemental analysis methods. The cytotoxic and antioxidant effects of substituted 5-pyrazolones and their pyrazolone-urea derivatives were investigated in metastatic A431 and noncancerous HaCaT human keratinocytes by a mitochondrial activity test. The effects of the compounds on the migration of cancerous and noncancerous cell lines were investigated by using a cell scratch assay. The General Linear Model, Statistical Package for Social Sciences (SPSS v26) was used to determine if there was a statistically significant difference between the control and the treatment groups. Four of the nine compounds showed an antioxidant effect. All 5-pyrazolone-urea compounds showed higher toxicity (p 0.05) in cancerous A431 cells compared to noncancerous cells at all time points. All compounds also showed a biphasic hormetic effect. Four of the nine compounds inhibited cell migration.
Pyrazolone as a recognition site: Rhodamine 6G-based fluorescent probe for the selective recognition of Fe3+ in acetonitrile-aqueous solution
Parihar, Sanjay,Boricha, Vinod P.,Jadeja
, p. 168 - 174 (2015/03/30)
Two novel Rhodamine-pyrazolone-based colorimetric off-on fluorescent chemosensors for Fe3+ ions were designed and synthesized using pyrazolone as the recognition moiety and Rhodamine 6G as the signalling moiety. The photophysical properties and
Lanthanide complexes of 1-phenyl-3-methyl-5-hydroxypyrazole-4-carbaldehyde- (4′-hydroxybenzoyl) hydrazone: Crystal structure and interaction studies with biomacromolecules
Wang, Ming-Fang,Yang, Zheng-Yin,Liu, Zeng-Chen,Li, Yong,Li, Hong-Ge
, p. 483 - 494 (2013/05/22)
1-phenyl-3-methyl-5-hydroxypyrazole-4-carbaldehyde-(4′-hyd roxybenzoyl) hydrazone and Ln(III) complexes have been synthesized and characterized. The interaction between these compounds and biomacromolecules was investigated by fluorescence and UV/vis abso
Synthesis and crystal structure of a Schiff base derived from two similar pyrazolone rings and its rare earth complexes: DNA-binding and antioxidant activity
Wang, Ming-Fang,Yang, Zheng-Yin,Liu, Zeng-Chen,Li, Yong,Li, Tian-Rong,Yan, Mi-Hui,Cheng, Xiao-Ying
, p. 3805 - 3820 (2013/01/15)
A Schiff base derived from two similar pyrazolone derivatives 4-(1-phenyl-3-methyl-5-hydroxypyrazol-4-yl)methyleneiminophenazone and its Tb(III) and Dy(III) complexes were synthesized and characterized. The molecular structures of the ligand and Dy(III) c
New investigation of Vilsmeier-type reaction using pyrazolones with various amides
Huang, Yu-Ying,Kaneko, Kimiyoshi,Takayama, Hiroyuki,Kimura, Masayuki,Wong, Fung Fuh
supporting information; experimental part, p. 3786 - 3792 (2011/08/06)
New investigation of Vilsmeier-type reaction was evaluated to realize the solvent effect by using pyrazolones to react with various of amides, including formamide, N-methylformamide, N-propylformamide, N-tert-butylformamide, N,N-dimethylformamide (DMF), N,N-diethylformamide (DEF), N,N-dipropylformamide (DPF), N,N-diisopropylformamide, N,N-dibutylformamide, piperidine-1- carbaldehyde, and pyrrolidine-1-carbaldehyde, in the presence of phosphorous oxychloride POCl3. The unexpected resulting products were observed in this work according to the difference chemoseletivities of substituted amides. The plausible reactive pathways were proposed to explain the experimental result. Crown Copyright
Synthesis, antitumor activity and QSAR studies of some 4-aminomethylidene derivatives of edaravone
Markovic, Violeta,Eric, Slavica,Juranic, Zorica D.,Stanojkovic, Tatjana,Joksovic, Ljubinka,Rankovic, Branislav,Kosanic, Marijana,Joksovic, Milan D.
scheme or table, p. 18 - 27 (2011/04/15)
A series of aminomethylidene derivatives obtained from 4-formyledaravone were synthesized and characterized by IR, NMR and elemental analysis. All the compounds were screened for their antitumor activity. The compound containing 5-phenylpyrazole moiety (3q) exhibited remarkable antitumor activity in in vitro assays, especially against human breast cancer MDA-MB-361 and MDA-MB-453 cell lines. The most important whole-molecule descriptors for antitumor activity on MDA-MB-453 cells belong to the group of quantum-chemical descriptors.
Microwave assisted synthesis and characterization of unsymmetrical tetradentate Schiff base complexes of VO(IV) and MoO(V)
Thaker,Barvalia
experimental part, p. 51 - 61 (2011/12/03)
Microwave synthesis, is green chemical method, simple, sensitive, reducing solvent amount and reaction time. The attempt was made to synthesize the unsymmetrical tetradentate N2O2 ligands and their VO(IV) and MoO(V) unsymmetrical tet
