4506-62-1Relevant articles and documents
SAR study of 4-arylazo-3,5-diamino-1: H -pyrazoles: identification of small molecules that induce dispersal of Pseudomonas aeruginosa biofilms
Andersen, Jens B.,Givskov, Michael,Hultqvist, Louise D.,Jakobsen, Tim H.,Jansen, Charlotte U.,Nielsen, Thomas E.,Nilsson, Martin,Qvortrup, Katrine M.,Tolker-Nielsen, Tim,Uhd, Jesper
, p. 1868 - 1878 (2021/12/22)
By screening of a collection of 50 000 small-molecule compounds, we recently identified 4-arylazo-3,5-diamino-1H-pyrazoles as a novel group of anti-biofilm agents. Here, we report a SAR study based on 60 analogues by examining ways in which the pharmacoph
Unsymmetrically-Substituted 5,12-dihydrodibenzo[b,f][1,4]diazocine-6,11-dione Scaffold—A Useful Tool for Bioactive Molecules Design
Bieszczad, Bartosz,Dudek, Marta K.,Garbicz, Damian,Grzesiuk, El?bieta,Mieczkowski, Adam,Trzybiński, Damian,Wo?niak, Krzysztof
, (2020/07/02)
Unsymmetrically N-substituted and N,N’-disubstituted 5,12-dihydrodibenzo [b,f][1,4]diazocine-6,11-diones were synthesized in the new protocol. The desired modifications of the dibenzodiazocine scaffold were introduced at the stages of proper selection of building blocks as well as post-cyclization modifications with alkylation or acylation agents, expanding the structural diversity and possible applications of synthesized molecules. The extension of developed method resulted in the synthesis of novel: tricyclic 5,10-dihydrobenzo[b]thieno[3,4-f][1,4]diazocine-4,11-dione scaffold and fused pentacyclic framework possessing two benzodiazocine rings within its structure. Additionally, the unprecedented rearrangement of 5,12-dihydrodibenzo[b,f][1,4]diazocine-6,11-diones to 2-(2-aminophenyl)isoindoline-1,3-diones was observed under the basic conditions in the presence of sodium hydride for secondary dilactams. The structures of nine synthesized products have been established by single-crystal X-ray diffraction analysis. Detailed crystallographic analysis of the investigated tri- and pentacyclic systems has shed more light on their structural features. One cell line derived from non-cancerous cells (EUFA30—human fibroblasts) and three tumor cells (U87—human primary glioblastoma, HeLa—cervix adenocarcinoma, BICR18—laryngeal squamous cell carcinoma) were used to determine the cytotoxic effect of the newly synthesized compounds. Although these compounds showed a relatively weak cytotoxic effect, the framework obtained for 5,12-dihydrodibenzo[b,f][1,4]diazocine-6,11-dione could serve as a convenient privilege structure for the design and development of novel bioactive molecules suitable for drug design, development and optimization programs.
Asymmetric aluminum complex containing o-phenylenediamine group, preparation method and application thereof
-
Paragraph 0033, (2018/09/28)
The invention discloses an asymmetric aluminum complex containing o-phenylenediamine group and a preparation method and application thereof, the asymmetric aluminum complex has the structural formulaof formula I, wherein R is hydrogen, C1-C4 alkane or halogen. An asymmetric aluminum complex catalyst containing the o-phenylenediamine group is obtained by reacting a ligand with trimethylaluminum, apreparation method is simple, low in cost and high in product yield, the asymmetric aluminum complex has a special structure, and various structural changes, metal center aluminum can be coordinatedwith divalent N, N, O and O of the ligand, the asymmetric aluminum complex catalyst can be used as a catalyst for ring-opening polymerization of cyclic lactones, has high catalytic activity, good stereoselectivity and fast reaction rate, polymerization operation is simple, the obtained polymerization product has a narrow molecular weight distribution, a controllable molecular weight and a high yield, and the asymmetric aluminum complex catalyst can be widely used for ring-opening polymerization of the cyclic lactones, and is an ideal catalyst.
Asymmetric ligand containing o-phenylenediamine group and preparation method and application thereof
-
Paragraph 0033, (2018/09/28)
The invention discloses an asymmetric ligand containing an o-phenylenediamine group and a preparation method and application thereof. The ligand can be quadridentately coordinated with N, N, O and O,and can be complexed with trimethylaluminum to form a complex. The ligand is special in structure, the preparation method is simple, and the formed aluminum complex can be used as a catalyst for ring-opening polymerization of cyclic lactones. The catalyst has high catalytic activity, high stereoselectivity, and fast reaction rate, polymerization operation is simple, and products with different molecular weights can be obtained under control, and the catalyst has wide selectivity and good market prospects.
The aminocarbonylation of 1,2-diiodoarenes with primary and secondary amines catalyzed by palladium complexes with imidazole ligands
Wójcik, Przemys?aw,Trzeciak, Anna M.
, p. 73 - 83 (2018/05/22)
The efficient carbonylative cyclization of 1,2-diiodobenzene with different primary and secondary amines was performed using a palladium complex with an imidazole ligand, PdCl2(BIM)2, as a catalyst. In reactions performed at 1 atm of CO with primary amines, phthalimides were obtained as the only products with yields of up to 100% in 4 h. An even shorter time, 1 h, was sufficient to obtain the same products employing methyl-2-iodobenzoate as a substrate instead of 1,2-diiodobenzene. In an analogous reaction with secondary amines, 1,2-diiodobenzene was converted to three products, formed in amounts dependent on the reaction conditions. The presence of Pd NPs and soluble palladium intermediates indicated their participation in the catalytic reaction.
A phthalimidation protocol that follows protein defined parameters
Singudas, Rohith,Adusumalli, Srinivasa Rao,Joshi, Pralhad Namdev,Rai, Vishal
supporting information, p. 473 - 476 (2015/01/09)
This work outlines the first phthalimidation protocol suitable for protein labeling and performed in aqueous media at room temperature and neutral pH with no catalyst or co-reagent required. The methodology is suitable for a range of amines and its efficiency was determined with chemoselective and site-selective protein labeling. This journal is
Water mediated, environmentally friendly, step-wise, tandem & one-pot syntheses of 2-(1H-benzo[d]imidazole-2-yl)-N-arylbenzamides
Reddy, Yervala Dathu,Ramana Reddy, Chittireddy Venkata,Dubey, Pramod Kumar
, p. 2974 - 2979 (2014/01/06)
Water mediated and environmentally friendly, step-wise, tandem & one-pot syntheses of 2-(1H-benzo[d]imidazole-2-yl)-N-arylbenzamide derivatives have been developed by simply combining phthalic anhydride, anilines and phenylenediammonium dihydrogenphosphate. This reaction has an easy workup, provides excellent yields, and uses water as the solvent which is considered to be relatively environmentally benign.
Green synthesis of polycyclic benzimidazole derivatives and organic semiconductors
Mamada, Masashi,Perez-Bolivar, Cesar,Anzenbacher, Pavel
scheme or table, p. 4882 - 4885 (2011/12/05)
Polycyclic benzimidazole derivatives, an important class of compounds in organic electronics and photovoltaics, were prepared using a solvent-free "green" process based on heating carboxylic acid anhydrides and arylene diamines in the presence of zinc acetate in the solid state. Products were isolated and purified directly by train sublimation of the crude reaction mixtures. The reaction conditions were optimized using various carboxylic acid anhydrides. Optical and electrochemical properties of these materials are also described.
Iron(II) bromide-catalyzed synthesis of benzimidazoles from aryl azides
Shen, Meihua,Driver, Tom G.
supporting information; experimental part, p. 3367 - 3370 (2009/05/27)
(Chemical Equation Presented) The identity of the ortho-substituent of an aryl azide influences its reactivity toward transition metals. Substitution of a vinyl group with an imine disables rhodium(II)-mediated C-H amination and triggers a Lewis acid mechanism catalyzed by iron(II) bromide to facilitate benzimidazole formation.
Pharmaceutical uses and synthesis of nicotinamides
-
Page/Page column 25, (2010/02/08)
A compound of the formula and pharmaceutically acceptable salts thereof, wherein R1is selected from (R3)C(═O)—N(R4)— and (R3)(R4)N—C(═O)—; R2is selected from —OR5and —N(R5)(R6); n is 0, 1, 2 or 3; X is selected from oxygen and sulfur; and R3, R4, R5and R6are independently selected from hydrogen, alkyl, heteroalkyl, aryl, aryl(akylene), heteroaryl, heteroaryl(alkylene), carbocycle, carbocycle(alkylene), heterocycle, and heterocycle(alkylene); as well as pharmaceutical compositions containing said compound. The compounds and compositions are useful in, for example, the treatment of inflammatory events in an animal subject.
