181309-07-9Relevant academic research and scientific papers
Synthesis, in vitro anti-inflammatory activity and molecular docking studies of novel 4,5-diarylthiophene-2-carboxamide derivatives
Shanmuganathan,Parthasarathy,Venugopal,Arun,Dhatchanamoorthy,Prince
, p. 117 - 130 (2017)
A series of novel 4,5-diarylthiophene-2-carboxamide containing alkyl, cycloalkyl, aryl, aryl alkyl and heterocyclic alkyl moieties were synthesized, characterized and subsequently evaluated for anti-inflammatory property. Among the novel compounds, the inhibition of bovine serum albumin denaturation assay revealed that the aryl and aryl alkyl derivatives of 4,5-diarylthiophene-2-carboxamide showed anti-inflammatory activity comparable to the standard drug diclofenac sodium whereas alkyl and cycloalkyl amide derivatives showed less activity. Docking studies with these compounds against cyclooxygenase-2 receptor (PDB 1D: 1PXX) indicated that they exhibit specific interactions with key residues located in the site of the COX2 structure, which corroborates the hypothesis that these molecules are potential ligands of COX2. The analysis of the docking results, which takes into account the hydrophilic and hydrophobic interactions between the ligands and the target, identified N-(4-bromophenyl)-4,5-bis(4-hydroxyphenyl)thiophene-2-carboxamide (6k) having high binding free energy of ?11.67 kcal /mole (comparable with standard diclofenac sodium) and the best docking score, indicating effective binding of the compound 6k at the active site. [Figure not available: see fulltext.]
Synthesis of novel bis-allyloxy and hydroxypropoxy derivatives of 4, 5-diaryl thiophene-2-carboxylic acid and their biological evaluation
Shanmuganathan,Venugopal,Parthasarathy,Dhatchanamoorthy,Arun,Prince
, p. 623 - 636 (2017/06/21)
Abstract: In our earlier studies, we have shown that the introduction of amino moieties at carboxylic acid of 4,5-diarylthiophene-2-carboxylic acid significantly improved the anti-inflammatory activity of the compound against the standard drug diclofenac
Synthesis of the Butanamide Derivative S 19812, a New Dual Inhibitor of Cyclooxygenase and Lipoxygenase Pathways
Tordjman, Charles,Sauveur, Frederic,Droual, Monique,Briss, Sylvie,Andre, Nathalie,Bellot, Isabelle,Deschamps, Christine,Wierzbicki, Michel
, p. 774 - 779 (2007/10/03)
The general synthetic pathway and the interactions with arachidonic acid metabolism of the new compound S 19812 (N-hydroxy-N-methyl 4-(2,3-bis-(4- methoxyphenyl)-thiophen-5-yl)butanamide, CAS 181308-68-9) were investigated. S 19812 was selected for its we
Thiophene compounds
-
, (2008/06/13)
The invention relates to thiophene compounds of formula: STR1 wherein: X1, X2, Y1 and Y2, which are identical or different, each represents hydrogen or halogen, (C1 -C5)-alkyl or alkoxy, or trifluoromethyl, R1 represents hydrogen or (C1 -C5)-alkyl, A represents a straight (C1 -C5)-hydrocarbon chain of which each carbon atom is optionally mono- or di-substituted by a (C1 -C5)-alkyl, and R2 represents hydrogen, (C1 -C6)-alkyl, cyclohexyl or benzyl; and their physiologically tolerable salts. The products of the invention may be used as anti-inflammatory agents.
