6149-33-3Relevant academic research and scientific papers
pH-sensitive 4,(4-Nitrophenoxy)benzeneamine) derived azo dye: X-ray crystallographic, DFT and electrochemical studies
Akhter, Zareen,Perveen, Fouzia,Qamar, Samina,Yousuf, Sammer
, (2020)
A novel nitro terminated azo dye, (E)-3-((4-(4-nitrophenoxy)phenyl)diazenyl)-[1,1′-biphenyl]-4-ol (1), was produced by coupling biphenyl-4-ol with 4,(4-Nitrophenoxy)benzeneamine) and was characterized by various spectroscopic and XRD technique. The chemical structure of the compound (1) has a nitro terminal as an electron-withdrawing moiety (A), a biphenyl ring of coupling part as a proton-donating unit (D), and both groups are linked by an azo group connector. The stimulating pH-controlled absorption behavior of chemosensor was investigated using UV/VIS spectroscopic technique. It was observed that synthesized dye (1) has high sensitivity in pH range from 7.9 to 10.46 and could be applied as a selective ‘naked-eye’ colorimetric sensor for H+ ion concentration, as it exhibited a very strong hyperchromic shift in the absorption band from 399 nm to 521 nm with a significant color change from yellow to red. The sensitivity of chemosensor was observed to be fully reversible and rapid which enhance its chances of practical implicitly. Further, DFT simulations were performed using ADF-Modeling suite 2019, to get an idea of relevance with experiments. Additionally, redox behavior of the (1) dye was also investigated by employing cyclic voltammetry using 0.1M TBAP as supporting electrolyte. Cis–Trans conformational changes were analyzed to investigate the photoisomerization ability of the synthesized dye.
Nickel-Catalyzed C-O Cross-Coupling Reaction at Low Catalytic Loading with Weak Base Participation
Wu, Fan,Zhu, Kejie,Wu, Guolin,Gao, Yu,Chen, Haijun
supporting information, p. 519 - 522 (2020/01/30)
Herein, we report a nickel-catalyzed crossing-coupling reaction for the synthesis of diaryl ethers. The desired products are achieved by coupling heterocyclic alcohols with aryl bromides bearing strong electron withdrawing nitro group under the catalyst system of NiCl2(PPh3)2 and weak base KHCO3. This mild reaction exhibits a broad functional group tolerance. Compound 4 as an important intermediate is suitable for further structural modification of MALT1 inhibitor MI-2.
Quinoline or quinazoline compound as well as preparation method and application thereof
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Paragraph 0064; 0165; 0167, (2019/01/23)
The invention relates to quinoline or quinazoline compound as well as a preparation process and application thereof. The structural formula is shown in the description. The quinoline or quinazoline compound can inhibit the activity of PFKFB3 in tumor cells, effectively block activation of key enzymes during a glycolysis process, and inhibit energy supply for tumor cells.
Synthesis of new 4[4-(4-nitrophenoxy)phenyl]-5-substituted-2H-1,2,4-triazole-3-thiones and their evaluation as anthelmintics
Namratha,Bilehal, Dinesh,Shyamkumar,Gaonkar, Santosh L.
, p. 1885 - 1897 (2016/03/16)
A library of novel 4-[4-(4-nitrophenoxy)phenyl]-5-substituted-2H-1,2,4-triazole-3-thiones containing different substituents at the 5-position is synthesized. The mechanochemical treatment is followed to synthesize target compounds 8 (a-p), and the yields are compared by both the grinding method and the conventional method. The structure of the intermediate, isothiocyanato-4-(4-nitrophenoxy)benzene 6, is analyzed by single crystal X-ray studies. The title compounds are characterized by spectral and elemental analyses and further evaluated for their efficacy as anthelmintics in vitro. Compounds 8c, 8j, 8k, 8l, and 8m exhibit significant anthelmintic activity.
Method for the preparation of diphenyl ether compounds
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Paragraph 0023-0025, (2016/12/01)
The invention relates to a method for preparing a diphenyl ether compound. The method is characterized by comprising the following technical steps of: (1) adding a halogenated benzene derivative and a bis(pinacolato)diboron into a reaction vessel, adding copper chloride or aluminum chloride and 1,2-bi(diphenylphosphine) ethane as a catalyst, then adding alkaline and an organic solvent, and reacting at 25-160 DEG C for 6-24 hours; and (2) after extracting a reaction solution obtained from the step (1) by using ethyl acetate, purifying by a 200-300 meshes silica gel column, pre-eluting the silica gel column by using 20-50 mL of normal hexane, eluting by adopting an eluent at a flow speed of 1-2 mL/min for 3-6 hours, and removing the solvent to obtain the diphenyl ether compound. The method for preparing the diphenyl ether compound, disclosed by the invention, no only overcomes the disadvantage of the use of phenolic substances in a reaction process, but also has the advantages of mild reaction condition and high yield.
Synthesis and biological evaluation of pentanedioic acid derivatives as farnesyltransferase inhibitors
Yang, Liuqing,Liu, Wei,Mei, Hanbing,Zhang, Yuan,Yu, Xiaojuan,Xu, Yufang,Li, Honglin,Huang, Jin,Zhao, Zhenjiang
supporting information, p. 671 - 676 (2015/04/27)
Structure-based virtual screening of a commercial library identified pentanedioic acid derivatives (6 and 13b) as a kind of novel scaffold farnesyltransferase inhibitors (FTIs). Chemical modifications of the lead compounds, biological assays and analysis of the structure-activity relationships (SAR) were conducted to discover more potent FTIs. Some of them displayed excellent inhibition against FTase, and among them, the most active compound 13n with an IC50 value of 0.0029 μM and SAR analysis might be helpful to the discovery of more potent FTIs. This journal is
(±) cis-bisamido epoxides: A novel series of potent FXIII-A inhibitors
Avery, Craig A.,Pease, Richard J.,Smith, Kerrie,Boothby, May,Buckley, Helen M.,Grant, Peter J.,Fishwick, Colin W.G.
supporting information, p. 49 - 53 (2015/06/02)
A novel class of potent FXIII-A inhibitors containing a (±) cis-bisamido epoxide pharmacophore is described. The compounds display highly potent inhibition of FXIII-A (IC50 Combining double low line 5-500 nM) in an in vitro assay. In contrast to other types of previously described covalent transglutaminase inhibitors, the bis-Amido epoxides exhibited no measurable reactivity with glutathione, therefore possibly rendering this class of compounds suitable for future in vivo investigations. Additionally, the compounds show selective inhibition for FXIII-A against the cysteine protease, cathepsin S although they proved to have similar potency with a closely related transglutaminase, TGII, to that observed for FXIII-A.
NPY ANTAGONISTS, PREPARATION AND USES
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Page/Page column 88, (2009/09/28)
The present invention concerns novel compounds, their preparation and their uses, therapeutic uses in particular. More specifically it concerns derivative compounds having at least two aromatic cycles, their preparation and their uses, in particular in the area of human or animal health. These compounds have an affinity for the biological receptors of neuropeptide Y, NPY, present in the central and peripheral nervous systems. The compounds of the invention are preferably NPY antagonists, and more particularly antagonists of sub-type NPY Y1, and can therefore be used for the therapeutic or prophylactic treatment of any disorder involving NPY. The present invention also concerns pharmaceutical compositions containing said compounds, their preparation and their uses, as well as treatment methods using said compounds.
Novel synthesis of anthelmintic drug 4-isothiocyanato-4′- nitrodiphenyl ether and its analogs
Chaskar,Bandgar,Modhave,Patil,Yewale
experimental part, p. 992 - 1001 (2009/09/08)
An efficient, mild, chemoselective, and convenient protocol for synthesis of isothiocyanate derivatives. This protocol was applied successfully in the novel synthesis of anthelmintic drug 4-isothiocyanato-4′-nitrodiphenyl ether and its analogs. Copyright Taylor & Francis Group, LLC.
Discovery of novel benzimidazoles as potent inhibitors of TIE-2 and VEGFR-2 tyrosine kinase receptors
Hasegawa, Masaichi,Nishigaki, Naohiko,Washio, Yoshiaki,Kano, Kazuya,Harris, Philip A.,Sato, Hideyuki,Mori, Ichiro,West, Rob I.,Shibahara, Megumi,Toyoda, Hiroko,Wang, Liping,Nolte, Robert T.,Veal, James M.,Cheung, Mui
, p. 4453 - 4470 (2008/02/13)
We herein disclose a novel chemical series of benzimidazole-ureas as inhibitors of VEGFR-2 and TIE-2 kinase receptors, both of which are implicated in angiogenesis. Structure-activity relationship (SAR) studies elucidated a critical role for the N1 nitrogen of both the benzimidazole (segment E) and urea (segment B) moieties. The SAR results were also supported by the X-ray crystallographic elucidation of the role of the N1 nitrogen and the urea moiety when the benzimidazole-urea compounds were bound to the VEGFR-2 enzyme. The left side phenyl ring (segment A) occupies the backpocket where a 3-hydrophobic substituent was favored for TIE-2 activity.
