101237-25-6Relevant academic research and scientific papers
POTENT ANALOGUES OF THE C-MYC INHIBITOR 10074-G5 WITH IMPROVED CELL PERMEABILITY
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Paragraph 0078; 0079; 0095, (2014/10/16)
The present invention relates compounds and compositions for interfering with the association of Myc and Max. These compounds and compositions are useful in methods for inhibiting growth or proliferation of a cell. Methods of inhibiting growth or proliferation of a cell comprise contacting the cell with an amount of a compound that interferes with Myc and Max association effective to inhibit growth or proliferation of the cell. The compounds exhibit increased inhibitory activity against c-Myc relative to the known c-Myc inhibitor small-molecule benzofurazan N-([1,1′-biphenyl]-2-yl)-7-nitrobenzo[c][1,2,5]oxadiazol-4-amine (10074-G5).
Discovery and synthesis of novel benzofurazan derivatives as inhibitors of influenza A virus
Kessler, Ulrich,Castagnolo, Daniele,Pagano, Mafalda,Deodato, Davide,Bernardini, Martina,Pilger, Beatrice,Ranadheera, Charlene,Botta, Maurizio
supporting information, p. 5575 - 5577 (2013/10/01)
The identification of a novel hit compound inhibitor of the protein-protein interaction between the influenza RNA-polymerase PA and PB1 subunits has been accomplished by means of high-throughput screening. A small family of structurally related molecules
Pharmacophore identification of c-Myc inhibitor 10074-G5
Yap, Jeremy L.,Wang, Huabo,Hu, Angela,Chauhan, Jay,Jung, Kwan-Young,Gharavi, Robert B.,Prochownik, Edward V.,Fletcher, Steven
supporting information, p. 370 - 374 (2013/02/23)
A structure-activity relationship (SAR) study of the c-Myc (Myc) inhibitor 10074-G5 (N-([1,1′-biphenyl]-2-yl)-7-nitrobenzo[c][1,2,5]oxadiazol-4- amine, 1) - which targets a hydrophobic domain of the Myc oncoprotein that is flanked by arginine residues - was executed in order to determine its pharmacophore. Whilst the 7-nitrobenzofurazan was found to be critical for inhibitory activity, the ortho-biphenyl could be replaced with a para-carboxyphenyl group to furnish the new inhibitor JY-3-094 (3q). Around five times as potent as the lead with an IC50 of 33 μM for disruption of the Myc-Max heterodimer, JY-3-094 demonstrated excellent selectivity over Max-Max homodimers, with no apparent effect at 100 μM. Importantly, the carboxylic acid of JY-3-094 improves the physicochemical properties of the lead compound, which will facilitate the incorporation of additional hydrophobicity that might enhance Myc inhibitory activity further still.
Nonlinear bronsted and hammett correlations associated with reactions of 4-chloro-7-nitrobenzofurazan with anilines in dimethyl sulfoxide solution
Jmaoui,Boubaker,Goumont
, p. 152 - 160 (2013/04/10)
The kinetics and mechanism of nucleophilic aromatic substitution reactions of 4-chloro-7-nitrobenzofurazan 1 with 4-X-substituted anilines 2a-g (X = OH, OCH3, CH3, H, I, Cl, and CN) are investigated in a dimethyl sulfoxide (Me2
Single electron transfer (SET) pathway: Nucleophilic substitution reaction of 4-chloro-7-nitrobenzofurazan with anilines in MeOH-MeCN mixtures
Choi, Hojune,Yang, Kiyull,Lee, Sang-Gyeong,Lee, Jong Pal,Koo, In Sun
scheme or table, p. 2801 - 2805 (2012/05/19)
A nucleophilic substitution reaction of 4-chloro-7-nitrobenzofurazan (NBF-Cl) with anilines in MeOH-MeCN mixtures was conducted at 25, 35, and 45 oC. Based on the higher nuc values (1.0-1.6) of the reaction and a good correlation of the rate constants wit
Mechanistic studies of fluorescent sensors for the detection of reactive oxygen species
Heyne, Belinda,Ahmed, Sara,Scaiano
, p. 354 - 358 (2008/10/09)
Two new sensors for the detection of reactive oxygen species have been synthesized and characterized; they contain the 4-amino-7-nitrobenzofurazan (ABF) moiety covalently tethered to a phenol. Comparison of sensors ABFhd and dABFhd (the latter containing two ortho-methyl groups) shows that introduction of steric bulk leads to an improvement of fluorescent sensor performance, thus confirming our previous predictions based on computational chemistry. ABFhd and dABFhd are new tools for biological applications involving reactive oxygen species, in particular oxygen-centered radicals. This journal is The Royal Society of Chemistry.
High Bronsted βnuc values in SNAr displacement. An indicator of the SET pathway?
Terrier, Francois,Mokhtari, Malika,Goumont, Regis,Halle, Jean-Claude,Buncel, Erwin
, p. 1757 - 1763 (2007/10/03)
Nucleophilic substitutions of 4-chloro-7-nitrobenzofurazan (NBD-Cl) and 3-methyl-1-(4-nitrobenzofurazanyl)-imidazolium ions (NBD-Im+) with a series of 4-X-substituted anilines have beeen kinetically investigated in 70-30 (v/v) and 20-80 (v/v) H
Use of 4-nitro-2,1,3,-benzoxadiazole derivatives as dyes in colouring agents for keratin fibres
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, (2008/06/13)
The object of the present invention is the use of 4-nitro-2,1,3-benzoxadiazole derivatives of general formula (I) as dye in colorants for keratin fibers such as, for example, wool, silk, furs or hair and particularly human hair In formula (I) X denotes ox
Derivatization of Amines with 4-Substituted 7-Nitrobenzofurazans
Heberer, H.,Kersting, H.,Matschiner, H.
, p. 487 - 504 (2007/10/02)
Electrophilic derivatives of 4-nitro-benzofurazan with different reactivities were used to synthesize 28 new mono- and disubstituted 4-amino-7-nitrobenzofurazans 2b, 2d, 2f-2i, 2l, 2m-2n, 3b-3f, 3h-3j, 4c-4d, 4f-4k, 4m, 4o-4p.A reaction mechanism is proposed on the basis of the differences of the reactivities and a preliminary kinetic examination.The acid character of the N-H-function in monosubstituted compounds is demonstrated by means of spectroscopical investigation of pKa-values.Data from i.r., u.v./vis, and fluorescence studies are offered.
