111904-31-5Relevant articles and documents
Tailoring the Substitution Pattern on 1,3,5-Triazine for Targeting Cyclooxygenase-2: Discovery and Structure-Activity Relationship of Triazine-4-Aminophenylmorpholin-3-one Hybrids that Reverse Algesia and Inflammation in Swiss Albino Mice
Singh, Palwinder,Kaur, Sukhmeet,Kumari, Priya,Kaur, Baljit,Kaur, Manpreet,Singh, Gurjit,Bhatti, Rajbir,Bhatti, Manpreet
, p. 7929 - 7941 (2018)
Here, we report analgesic and anti-inflammatory activity of a series of compounds obtained by appending 4-aminophenylmorpholin-3-one and acyclic, cyclic, or heterocyclic moieties on 1,3,5-triazine. The structures of compounds 4b and 6b are optimized for the best inhibition of COX-2 with IC50 values of 0.06 and 0.08 μM, respectively, and selectivity over COX-1 of 166 and >125, respectively. At the dose of 5 mg kg-1, these compounds significantly reduced acetic acid induced writhings, and their ED50 values were found to be 2.2 and 1.9 mg kg-1, respectively. Besides the cell-based and animal-based experiments showing the modes of action of these compounds targeting COX-2, the interaction behavior of 4b with COX-2 was also characterized, with physicochemical experiments including ITC, NMR, UV-vis, and molecular-modeling studies. Characteristically, these compounds interact with R120, Y355, and W385, the residues responsible for holding the substrate and mediating the process of electron transfer during the metabolic phase of the enzyme.
Selective palladium-catalyzed C-F activation/carbon-carbon bond formation of polyfluoroaryl oxazolines
Yu, Daohong,Shen, Qilong,Lu, Long
supporting information; experimental part, p. 1798 - 1804 (2012/04/04)
A selective palladium-catalyzed Suzuki-Miyaura coupling reaction of polyfluorophenyl oxazolines through ortho C-F activation is described. It was found that reactions with DPPF as the ligand occurred much faster than those with other ligands. A variety of arylboronic acids including challenging functionalized arylboronic acids such as enolizable ketones, aldehyde, cyano, ester, and trifluoromethyl groups were tolerated with the reaction conditions.
Synthesis of Chiral Dibenzo-1,8-diaza-14-crown-4, Dibenzo-1,9-diaza-16-crown-4, and Dibenzo-1,10-diaza-18-crown-4 Ethers by Aromatic Nucleophilic Substitution. Application to the Preparation of Bicyclic Chiral Crown-LiI Complexes
Schultz, Arthur G.,Pinto, Donald J. P.,Welch, Martha
, p. 1372 - 1380 (2007/10/02)
New methods for the preparation od dibenzo-1,8-diaza-14-crown-4, dibenzo-1,9-diaza-16-crown-4, and dibenzo-1,10-diaza-18-crown-4 ethers 2, 4, 5, 14, 15 and 16 are described.Bimolecular cyclization of ortho-substituted benzamides (derived from 1,2-, 1,3-,
