13047-12-6Relevant academic research and scientific papers
New ionochromic azomethinimine chemosensors
Bren,Popova,Tolpygin,Chernoivanov,Revinskii, Yu.V.,Dubonosov
, p. 668 - 671 (2015)
A reaction of 5-phenylpyrazolidin-3-one with hydroxy-substituted aromatic aldehydes led to azomethinimines, the representatives of a new class of chemosensors exhibiting ionochromic properties. Electron spectroscopy was used to identify efficient chemosen
[3 + 2]-Cycloadditions of Azomethine Imines and Ynolates
Winterton, Sarah E.,Ready, Joseph M.
supporting information, p. 2608 - 2611 (2016/06/15)
A novel [3 + 2]-cycloaddition between azomethine imines and lithium ynolates is described to synthesize bicyclic pyrazolidinones. These bicyclic pyrazolidinones are versatile intermediates to form β-amino acids and monocyclic pyrazolidinones. High diaster
Development of Allosteric Hydrazide-Containing Class i Histone Deacetylase Inhibitors for Use in Acute Myeloid Leukemia
McClure, Jesse J.,Zhang, Cheng,Inks, Elizabeth S.,Peterson, Yuri K.,Li, Jiaying,James Chou
, p. 9942 - 9959 (2016/11/19)
One of the biggest hurdles yet to be overcome for the continued improvement of histone deacetylase (HDAC) inhibitors is finding alternative motifs equipotent to the classic and ubiquitously used hydroxamic acid. The N-hydroxyl group of this motif is highly subject to sulfation/glucoronidation-based inactivation in humans; compounds containing this motif require much higher dosing in clinic to achieve therapeutic concentrations. With the goal of developing a second generation of HDAC inhibitors lacking this hydroxamate, we designed a series of potent and selective class I HDAC inhibitors using a hydrazide motif. These inhibitors are impervious to glucuronidation and demonstrate allosteric inhibition. In vitro and ex vivo characterization of our lead analogues' efficacy, selectivity, and toxicity profiles demonstrate that they possess low nanomolar activity against models of acute myeloid leukemia (AML) and are at least 100-fold more selective for AML than solid immortalized cells such as HEK293 or human peripheral blood mononuclear cells.
Exploration of isosteric replacement of imidazolidinone motif in 4-phenyl-1-arylsul-fonylimidazolidinone with pyrazole and pyrazolidinone for cytotoxicity
Subramanian, Santhosh,Sharma, Vinay K.,Yun, Jieun,Jung, Sang-Hun
, p. 2922 - 2928 (2014/12/11)
To investigate the possible isosteric replacement of imidazolidinone moiety in 4-phenyl-1-arylsulfonyl-imidazolidinones (2) for broad and potent anti-cancer agents, a series of 5-phenyl-1H-pyrazol-3-yl 1-(acyl)indoline-5-sulfonates (4) and 1-(1-(acyl)indo
Structural effects in pyrazolidinone-mediated organocatalytic Diels-Alder reactions
Gould, Eoin,Lebl, Tomas,Slawin, Alexandra M.Z.,Reid, Mark,Smith, Andrew D.
experimental part, p. 8992 - 9008 (2011/01/04)
A range of pyrazolidin-3-ones have been prepared and their activity as catalysts for iminium-ion promoted Diels-Alder reactions evaluated. Systematic variation of the C(5)- and N(2)-substituents indicates that the incorporation of an electron withdrawing
Rhodium-catalyzed asymmetric arylation of azomethine imines
Shintani, Ryo,Soh, Ying-Teck,Hayashi, Tamio
supporting information; experimental part, p. 4106 - 4109 (2010/11/19)
A rhodium-catalyzed addition of sodium tetraarylborates to azomethine imines has been described. Highly efficient asymmetric catalysis has also been achieved by employing a chiral diene ligand to give 1-(diarylmethyl)pyrazolidin- 3-ones with high enantioselectivity.
Diels-alder cycloaddition strategy for kinetic resolution of chiral pyrazolidinones
Sibi, Mukund P.,Kawashima, Keisuke,Stanley, Levi M.
supporting information; experimental part, p. 3894 - 3897 (2009/12/05)
A rare example of the application of a catalytic, enantioselective Diels-Alder cycloaddition to affect a kinetic resolution has been developed. Chiral pyrazolidinones are resolved with high selectivity through a process that utilizes a relay of stereochemical information from a permanent chiral center to a fluxional chiral center to enhance the inherent selectivity of the chiral Lewis acid catalyst.
Reactions of isomeric arylchloropyruvates and glycidates with hydrazines
Mamedov,Mustakimova,Gubaidullin,Litvinov,Levin
, p. 694 - 702 (2007/10/03)
Reactions of arylchloropyruvic acids esters with aryl- and hetarylhydrazines give rise to pyrazolinedione hydrazones as a result of a tandem condensation of the substituted hydrazines with arylchloropyruvates. In contrast to this process in reaction with hydrazine hydrate a ready reduction unexpectedly occurs by Kizhner-Wolff mechanism affording 3- hydroxydihydrocinnamic acid hydrazide as the principal product. The isomeric arylglycidate reacts along the same pattern. 2005 Pleiades Publishing, Inc.
Synthesis, insecticidal and anti-acetylcholinesterase activity of a new class of heterocyclic methanesulfonates
Holan, George,Virgona, Chris T.,Watson, Keith G.,Finkelstein, Bruce L.
, p. 77 - 80 (2007/10/03)
A series of 3-methanesulfonyloxy-2-pyrazolines were prepared by mesylation of the corresponding pyrazolidin-3-ones. The compounds exhibited strong insecticidal and anti-acetylcholinesterase activity.
