167558-65-8Relevant academic research and scientific papers
Design, synthesis, and enzyme kinetics of novel benzimidazole and quinoxaline derivatives as methionine synthase inhibitors
Elshihawy, Hosam,Helal, Mohamed A.,Said, Mohamed,Hammad, Mohamed A.
, p. 550 - 558 (2014)
Methionine synthase catalyzes the transfer of a methyl group from 5-methyltetrahydrofolate to homocysteine, producing methionine and tetrahydrofolate. Benzimidazole and deazatetrahydrofolates derivatives have been shown to inhibit methionine synthase by competing with the substrate 5-methyltetrahydrofolate. In this study, a novel series of substituted benzimidazoles and quinoxalines were designed and assessed for inhibitory activity against purified rat liver methionine synthase using a radiometric enzyme assay. Compounds 3g, 3j, and 5c showed the highest activity against methionine synthase (IC50: 20 μM, 18 μM, 9 μM, respectively). Kinetic analysis of these compounds using Lineweaver-Burk plots revealed characteristics of mixed inhibition for 3g and 5c; and uncompetitive inhibition for 3j. Docking study into a homology model of the rat methionine synthase gave insights into the molecular determinants of the activity of this class of compounds. The identification of these drug-like inhibitors could lead the design of the next generation modulators of methionine synthase.
O-phenylenediamine schiff base derivative as well as preparation method and application thereof
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Paragraph 0027; 0028; 0029; 0030; 0031; 0032; 0033-0039, (2017/08/28)
The invention discloses an o-phenylenediamine schiff base derivative as well as a preparation method and application thereof. The structural formula of the derivative is as shown in the specification. During preparation, firstly, a certain volume of water and an appropriate amount of 4-nitryl o-phenylenediamine and benzaldehyde are added into a hydrothermal reaction kettle, and then a reaction is carried out at the temperature of 100 to 150 DEG C for 10 to 90 minutes; and after the reaction is finished, the reaction kettle is cooled to room temperature, and then reaction products are filtered, dried, recrystallized and dried, so that the o-phenylenediamine schiff base derivative can be obtained. The preparation method is non-poisonous or harmless, does not use any catalyst, and mainly utilizes high diffusion coefficient and high solubility of high-temperature water, so that the reaction is carried out efficiently and conveniently. The o-phenylenediamine schiff base derivative disclosed by the invention is high in chemical stability and high in solubility, and has a luminescent property.
Selectivity control during the solid supported protic acids catalysed synthesis of 1,2-disubstituted benzimidazoles and mechanistic insight to rationalize selectivity
Kumar, Dinesh,Kommi, Damodara N.,Chebolu, Rajesh,Garg, Sanjeev K.,Kumar, Raj,Chakraborti, Asit K.
, p. 91 - 98 (2013/03/29)
Selectivity control during the formation of 1,2-disubstituted benzimidazoles has been achieved for the reaction of o-phenylenediamine with aldehydes in the presence of solid supported protic acids as catalysts and choosing an appropriate reaction medium. Perchloric acid adsorbed on silica-gel (HClO4-SiO2) was found to be the most effective catalyst system for the synthesis of 1,2-disubstituted benzimidazoles in EtOH at rt. Apart from the catalyst and solvent, the electronic and steric factors of the aldehyde and the electronic factor of the o-phenylenediamine are also significant contributory factors in dictating the selectivity. An understanding of the mechanistic course of the formation of the 1,2-disubstituted benzimidazoles has been outlined that would rationalise the origin of selectivity control under the set experimental parameters. The Royal Society of Chemistry.
Reusable amine-based structural motifs for green house gas (CO2) fixation
Dalapati, Sasanka,Jana, Sankar,Saha, Rajat,Alam, Md. Akhtarul,Guchhait, Nikhil
supporting information; scheme or table, p. 3244 - 3247 (2012/08/29)
A series of compounds with an amine based structural motif (ASM) have been synthesized for efficient atmospheric CO2 fixation. The H-bonded ASM-bicarbonate complexes were formed with an in situ generated HCO 3- ion. The complexes have been characterized by IR, 13C NMR, and X-ray single-crystal structural analysis. ASM-bicarbonate salts have been converted to pure ASMs in quantitative yield under mild conditions for recycling processes.
Reduced Schiff-base assisted novel dihydrogenphosphate-water polymer
Dalapati, Sasanka,Alam, Md. Akhtarul,Jana, Sankar,Guchhait, Nikhil
, p. 6029 - 6034 (2012/10/30)
Reduced Schiff bases with a common p-nitro-o-phenylenediamine moiety have been synthesised and their structures have been characterized by single-crystal structural analysis. Schiff bases having self-complementary H-bond donors and H-bond acceptors can form a scissors like structure through intermolecular H-bonding interaction. Reduced Schiff bases interact with biologically important dihydrogenphosphate ion and form stable complexes. Furthermore, dihydrogenphosphate and water form an unprecedented self-assembled dihydrogenphosphate-water [H2PO4·H 2O]nn- 1D supramolecular polymer upon complexation with reduced Schiff bases.
