4770-71-2Relevant academic research and scientific papers
Synthesis of phthalimides, isoindolin-1-ones and isoindolines bearing aminobenzoic acids as a new fluorescent compounds
Solis-Santos, Melchor,Ordó?ez, Mario,Ochoa-Terán, Adrián,Morales-Cueto, Rodrigo,Labastida-Galván, Victoria
, (2021/03/30)
Both experimental and theoretical methods were used in order to study the fluorescent properties of nine new compounds based on phthalimides, isoindolin-1-ones and isoindolines bearing aminobenzoic acids (2-aminobenzoic acid, 3-aminobenzoic acid and 4-aminobenzoic acid), which were obtained under mild reaction conditions. The photophysical properties of all the compounds were studied by electronic absorption and fluorescence spectroscopy in methanol solutions. All compounds exhibited fluorescence emission and high quantum yields. Additionally, it was found that the intramolecular charge in these donor-acceptor systems is significantly depending on electron-withdrawing substituents at the carboxylic acid position.
Cobalt nanoclusters coated with N-doped carbon for chemoselective nitroarene hydrogenation and tandem reactions in water
Agostini, Giovanni,Calvino, Jose. J.,Corma, Avelino,Gutiérrez-Tarri?o, Silvia,Lopes, Christian W.,O?a-Burgos, Pascual,Rojas-Buzo, Sergio
supporting information, p. 4490 - 4501 (2021/06/28)
The development of active and selective non-noble metal-based catalysts for the chemoselective reduction of nitro compounds in aquo media under mild conditions is an attractive research area. Herein, the synthesis of subnanometric and stable cobalt nanoclusters, covered by N-doped carbon layers as core-shell (Co@NC-800), for the chemoselective reduction of nitroarenes is reported. TheCo@NC-800catalyst was prepared by the pyrolysis of the Co(tpy)2complex impregnated on Vulcan carbon. In fact, the use of a molecular complex based on six N-Co bonds drives the formation of a well-defined and distributed cobalt core-shell nanocluster covered by N-doped carbon layers. In order to elucidate its nature, it has been fully characterized by using several advanced techniques. In addition, this as-prepared catalyst showed high activity, chemoselectivity and stability toward the reduction of nitro compounds with H2and under mild reaction conditions; water was used as a green solvent, improving the previous results based on cobalt catalysts. Moreover, theCo@NC-800catalyst is also active and selective for the one-pot synthesis of secondary aryl amines and isoindolinones through the reductive amination of nitroarenes. Finally, based on diffraction and spectroscopic studies, metallic cobalt nanoclusters with surface CoNxpatches have been proposed as the active phase in theCo@NC-800material.
Synthesis and Broad Antiviral Activity of Novel 2-aryl-isoindolin-1-ones towards Diverse Enterovirus A71 Clinical Isolates
Wang, Yixuan,Wang, Huiqiang,Jiang, Xinbei,Jiang, Zhi,Guo, Tingting,Ji, Xingyue,Li, Yanping,Li, Yuhuan,Li, Zhuorong
, (2019/03/19)
Enterovirus 71 (EV-A71) is the main causative pathogen of childhood hand, foot and mouth disease. Effective medicine is currently unavailable for the treatment of this viral disease. Using the fragment-hopping strategy, a series of 2-aryl-isoindolin-1-one compounds were designed, synthesized and investigated for their in vitro antiviral activity towards multiple EV-A71 clinical isolates (H, BrCr, Shenzhen98, Jiangsu52) in Vero cell culture in this study. The structure–activity relationship (SAR) studies identified 2-phenyl-isoindolin-1-ones as a new potent chemotype with potent antiviral activity against EV-A71. Ten out of the 24 tested compounds showed significant antiviral activity (EC50 50) values in the range of 1.23–1.76 μM. Moreover, the selectivity indices of A3 and A4 were significantly higher than those of the reference compound, pirodavir. The western blotting experiment indicated that the viral VP1 was significantly decreased at both the protein and RNA level in a dose-dependent manner following treatment with compound A3. Moreover, compound A3 inhibited the viral replication by acting on the virus entry stage. In summary, this study led to the discovery of 2-aryl-isoindolin-1-ones as a promising scaffold with potent anti-EV-A71 activities, which deserves further in-depth studies.
A facile and efficient method for the synthesis of N-substituted isoindolin-1-one derivatives under Pd(OAc)2/HCOOH system
Zhou, Yang,Chen, Ping,Lv, Xue,Niu, Junxing,Wang, Yingying,Lei, Min,Hu, Lihong
, p. 2232 - 2235 (2017/05/16)
A facile and efficient method for the synthesis of N-substituted isoindolin-1-one derivatives from 2-formylbenzoic acid and amine under Pd(OAc)2/HCOOH system has been described. The whole process is carried out in ligand-free conditions and furnished the desired products by reductive intramolecular cyclization. Furthermore, this procedure is applied successfully for the modification of natural products, such as vindoline and estrone.
Discovery of novel, induced-pocket binding oxazolidinones as potent, selective, and orally bioavailable tankyrase inhibitors
Bregman, Howard,Chakka, Nagasree,Guzman-Perez, Angel,Gunaydin, Hakan,Gu, Yan,Huang, Xin,Berry, Virginia,Liu, Jingzhou,Teffera, Yohannes,Huang, Liyue,Egge, Bryan,Mullady, Erin L.,Schneider, Steve,Andrews, Paul S.,Mishra, Ankita,Newcomb, John,Serafino, Randy,Strathdee, Craig A.,Turci, Susan M.,Wilson, Cindy,Dimauro, Erin F.
, p. 4320 - 4342 (2013/07/19)
Tankyrase (TNKS) is a poly-ADP-ribosylating protein (PARP) whose activity suppresses cellular axin protein levels and elevates β-catenin concentrations, resulting in increased oncogene expression. The inhibition of tankyrase (TNKS1 and 2) may reduce the levels of β-catenin-mediated transcription and inhibit tumorigenesis. Compound 1 is a previously described moderately potent tankyrase inhibitor that suffers from poor pharmacokinetic properties. Herein, we describe the utilization of structure-based design and molecular modeling toward novel, potent, and selective tankyrase inhibitors with improved pharmacokinetic properties (39, 40).
Highly efficient synthesis of N-substituted isoindolinones and phthalazinones using Pt nanowires as catalysts
Shi, Linyan,Hu, Lei,Wang, Jiaqing,Cao, Xueqin,Gu, Hongwei
supporting information; experimental part, p. 1876 - 1879 (2012/06/04)
A series of N-substituted isoindolinones have been successfully synthesized through the reductive C-N coupling and intramolecular amidation of 2-carboxybenzaldehyde and amines. This one-pot synthesis gives excellent yields using ultrathin Pt nanowires as catalysts under 1 bar of hydrogen. These unsupported catalysts can also be used for the synthesis of phthalazinones in high yield when hydrazine or phenyl hydrazine is used instead of amines.
2-, 3-, and 4-(1-Oxo-1H-2,3-dihydroisoindol-2-yl)benzoic acids and their corresponding organotin carboxylates: Synthesis, characterization, fluorescent, and biological activities
Cai, Shuang-Lian,Chan, Yong,Sun, Wen-Xia,Li, Hui,Chen, Yun,Yuan, Shi-Shan
scheme or table, p. 5649 - 5652 (2010/11/17)
Three novel organotin complexes with general formula Sn(OH)(bz) 2L (bz = benzyl, HL = 2-, 3-, or 4-(1-oxo-1H-2,3-dihydroisoindol-2- yl)benzoic acid) and one of their ligands were prepared and characterized. In vitro antifungal and antibacterial
Luminescent N-arylphthalimidino derivatives 2- and 4-(1-oxo-1H-2,3- dihydroisoindol-2-yl)benzoic acid: Examples of a new class of reaction induced crystallization for an organic compound
Chen, Yun,Li, Hui,Cai, Shuanglian
supporting information; experimental part, p. 5392 - 5393 (2009/12/08)
Luminescent phthalimidino derivatives 2- and 4-(1-oxo-1H-2,3- dihydroisoindol-2-yl)benzoic acid were prepared and characterized, and their crystallization revealed a new approach for the crystallization of an organic compound which is induced by a reactio
