555-21-5Relevant academic research and scientific papers
Tailored Coumarin Dyes for Photoredox Catalysis: Calculation, Synthesis, and Electronic Properties
Gualandi, Andrea,Nenov, Artur,Marchini, Marianna,Rodeghiero, Giacomo,Conti, Irene,Paltanin, Ettore,Balletti, Matteo,Ceroni, Paola,Garavelli, Marco,Cozzi, Pier Giorgio
, p. 981 - 989 (2020/12/07)
High level time-dependent density functional theory (TD-DFT) computational modeling of coumarin dyes has been exploited for guiding the design of effective photocatalysts (PCs). A library of coumarins were investigated from the theoretical point of view and photophysical/electrochemical properties (absorption and emission spectra, E00, oxidation and reduction potentials) were evaluated. Comparison with literature values reported for a few candidates has been used for assessing the level of theory. On the basis of the results obtained, new strongly reducing PCs [Eox(PC.+/PC*)=?2.1 – ?2.0 V vs SCE] were discovered. Through the computational study of structure-properties relationships, a number of coumarins derivatives have been synthesized and evaluated in the pinacol coupling of aldehydes as the model reaction. The new organic photoredox catalysts show experimental photophysical and electrochemical data in accordance with the ones predicted by calculation, with excited state reduction potentials surpassing those of highly reducing transition metal-based PCs. A careful investigation of their behavior as PC has revealed crucial issues that need to be taken into consideration in the general photoredox catalysis, shedding light on the use of these PC in the pinacol, as well as, in other photoredox reactions.
Photoinduced Iron-Catalyzed ipso-Nitration of Aryl Halides via Single-Electron Transfer
Wu, Cunluo,Bian, Qilong,Ding, Tao,Tang, Mingming,Zhang, Wenkai,Xu, Yuanqing,Liu, Baoying,Xu, Hao,Li, Hai-Bei,Fu, Hua
, p. 9561 - 9568 (2021/08/06)
A photoinduced iron-catalyzed ipso-nitration of aryl halides with KNO2 has been developed, in which aryl iodides, bromides, and some of aryl chlorides are feasible. The mechanism investigations show that the in situ formed iron complex by FeSO4, KNO2, and 1,10-phenanthroline acts as the light-harvesting photocatalyst with a longer lifetime of the excited state, and the reaction undergoes a photoinduced single-electron transfer (SET) process. This work represents an example for the photoinduced iron-catalyzed Ullmann-type couplings.
Novel carbazole-stilbene hybrids as multifunctional anti-Alzheimer agents
Chaudhary, Bharat N.,Gandhi, Pallav M.,Joshi, Prashant D.,Kanhed, Ashish M.,Patel, Dushyant V.,Patel, Kirti V.,Patel, Kishan B.,Patel, Nirav R.,Patel, Sagar P.,Prajapati, Navnit K.,Teli, Divya M.,Yadav, Mange Ram
, (2020/06/01)
Molecules capable of engaging with multiple targets associated with pathological condition of Alzheimer's disease have proved to be potential anti-Alzheimer's agents. In our goal to develop multitarget-directed ligands for the treatment of Alzheimer's disease, a novel series of carbazole-based stilbene derivatives were designed by the fusion of carbazole ring with stilbene scaffold. The designed compounds were synthesized and evaluated for their anti-AD activities including cholinesterase inhibition, Aβ aggregation inhibition, antioxidant and metal chelation properties. Amongst them, (E)-1-(4-(2-(9-ethyl-9H-carbazol-3-yl)vinyl)phenyl)-3-(2-(pyrrolidin-1-yl)ethyl)thiourea (50) appeared to be the best candidate with good inhibitory activities against AChE (IC50 value of 2.64 μM) and BuChE (IC50 value of 1.29 μM), and significant inhibition of self-mediated Aβ1–42 aggregation (51.29% at 25 μM concentration). The metal chelation study showed that compound (50) possessed specific copper ion chelating property. Additionally, compound (50) exhibited moderate antioxidant activity. To understand the binding mode of 50, molecular docking studies were performed, and the results indicated strong non-covalent interactions of 50 with the enzymes in the active sites of AChE, BuChE as well as of the Aβ1-42 peptide. Additionally, it showed promising in silico ADMET properties. Putting together, these findings evidently showed compound (50) as a potential multitarget-directed ligand in the course of developing novel anti-AD drugs.
Preparation method of methyl p-aminophenylacetate
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Paragraph 0045; 0046; 0047; 0048; 0049; 0050, (2019/01/14)
An embodiment of the invention provides a preparation method of methyl p-aminophenylacetate and relates to the field of chemical synthesis. According to the preparation method, benzyl cyanide is adopted as a starting material and subjected to nitration, hydrolysis, esterification, reduction and other steps in sequence, and methyl p-aminophenylacetate is obtained with high yield. The preparation method adopts a reasonable route, is simple to operate, does not have quite high requirement for equipment and is suitable for large-scale industrial production, and the raw material is widely sourced.
Development and Utilization of a Palladium-Catalyzed Dehydration of Primary Amides to Form Nitriles
Al-Huniti, Mohammed H.,Rivera-Chávez, José,Colón, Katsuya L.,Stanley, Jarrod L.,Burdette, Joanna E.,Pearce, Cedric J.,Oberlies, Nicholas H.,Croatt, Mitchell P.
, p. 6046 - 6050 (2018/09/27)
A palladium(II) catalyst, in the presence of Selectfluor, enables the efficient and chemoselective transformation of primary amides into nitriles. The amides can be attached to aromatic rings, heteroaromatic rings, or aliphatic side chains, and the reactions tolerate steric bulk and electronic modification. Dehydration of a peptaibol containing three glutamine groups afforded structure-activity relationships for each glutamine residue. Thus, this dehydration can act similarly to an alanine scan for glutamines via synthetic mutation.
Double Dehydrogenation of Primary Amines to Nitriles by a Ruthenium Complex Featuring Pyrazole Functionality
Dutta, Indranil,Yadav, Sudhir,Sarbajna, Abir,De, Subhabrata,H?lscher, Markus,Leitner, Walter,Bera, Jitendra K.
supporting information, p. 8662 - 8666 (2018/07/09)
A ruthenium(II) complex bearing a naphthyridine-functionalized pyrazole ligand catalyzes oxidant-free and acceptorless selective double dehydrogenation of primary amines to nitriles at moderate temperature. The role of the proton-responsive entity on the ligand scaffold is demonstrated by control experiments, including the use of a N-methylated pyrazole analogue. DFT calculations reveal intricate hydride and proton transfers to achieve the overall elimination of 2 equiv of H2.
Design and synthesis of a magnetic hierarchical porous organic polymer: A new platform in heterogeneous phase-transfer catalysis
Mouradzadegun, Arash,Ganjali, Mohammad Reza,Mostafavi, Mahsa Alsadat
, (2018/01/05)
Recyclable phase transfer catalysts containing magnetic nanoparticles (MNPs) have been known as a major trend towards sustainable catalysts. In this study, a novel class of magnetic porous polymer on the basis of calix[4]resorcinarene was synthesized starting from silica-coated Fe3O4 core-shell nanoparticles. This compound was found as an efficient phase transfer catalyst to the conversion of benzyl halides into benzyl azides and cyanides in good yields. The catalyst could be used at least for five consecutive cycles without appreciable loss in the catalytic activity.
Preparation method of 4-aminophenylacetic acid medicine intermediate
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Paragraph 0012, (2017/05/10)
The invention provides a preparation method of a 4-aminophenylacetic acid medicine intermediate. The preparation method comprises 1, adding concentrated sulfuric acid, concentrated nitric acid and benzyl cyanide into a reactor, carrying out a reaction process, and carrying out crystallization, filtration, water washing and re-crystallization to obtain 4-nitrophenylacetonitrile, 2, adding a sulfuric acid solution and glacial acetic acid into the 4-nitrophenylacetonitrile, carrying out heating backflow, after the reaction, pouring the reaction mixture into a reactor with ice water so that the product is crystallized and precipitated in the ice water, carrying out suction filtration to obtain white solids, carrying out re-crystallization through distilled water and glacial acetic acid, and drying the crystals to obtain 4-nitrophenylacetic acid, 3, adding 4-nitrophenylacetic acid, ethanol and skeletal nickel into a pressure reactor according to a certain ratio, carrying out a reaction process for some time, carrying out standing cooling to the room temperature, distilling to remove solvent ethanol, cooling the solution for crystallization, filtering the crystals and drying the crystals to obtain crude products, and 4, carrying out re-crystallization on the crude products through ethanol, and carrying out decoloring through active carbon to obtain light white crystals of 4-aminophenylacetic acid. The preparation method has a low cost and less side reactions and is suitable for industrial application.
Benzyltin pyrimidine derivatives, their preparation and their use as medicaments
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Paragraph 0068; 0069, (2017/01/19)
The invention relates to the field of pharmaceutical chemistry, specifically to benzyl pyrimidine derivatives (I), preparation methods thereof, medicinal compositions containing the derivatives and medical application of the derivatives, in particular, application of the derivatives as an immunosuppressant in autoimmune diseases and organ transplantation.
NOVEL PROCESS FOR PREPARATION OF MIRABEGRON AND IT'S INTERMEDIATE
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Page/Page column 14, (2015/11/10)
The present invention related to a novel process for preparation of Mirabegron of formula (I) and its intermediate. I
