Synthesis and study of new 2H-pyranoquinolin-2-one-based inhibitors of blood coagulation factors Xa and XIa

Abstract

Condensation of 7-hydroxy-1,2,2,4-tetramethylhydroquinoline-6-carbaldehydes with various hetaryl-substituted -oxo esters aff orded a series of hybrid hydro-6,8,8,9-tetramethyl-2H-pyrano[3,2-g]quinolin-2-ones. A number of these compounds exhibited relatively high inhibitory activity against blood coagulation factors Xa and XIa.

Annulated Heterocyclic[g]Coumarin Composites: Synthetic Approaches and Bioactive Profiling

“…These include neurological disorders, persistent diabetes-related problems, and coronary artery diseases. [79] Reddy et al, [80] conducted an experimental investigation to synthesize and explore the light-emitting properties of diaminocoumarin derivatives (111). The synthetic pathway commenced with 3-hydroxyaniline (106), which underwent a reaction with cathyl chloride to form the amide derivative (107).…”

“…Next, compound ( 108) was nitrated at C6 using anhydrous aluminium nitrate, producing compound (109), which underwent deamination of its amino group via a reaction with H 2 SO 4 and acetic anhydride, resulting in compound (110). The final stage involved treating compound (110) with Sn and HCl to obtain the desired compound (111). The imidazolocoumarin derivatives (112a and 112b) were synthesized by subjecting compound (111) to phenylmethanal and cinnamal, respectively, as depicted in Scheme 19.…”

“…The final stage involved treating compound (110) with Sn and HCl to obtain the desired compound (111). The imidazolocoumarin derivatives (112a and 112b) were synthesized by subjecting compound (111) to phenylmethanal and cinnamal, respectively, as depicted in Scheme 19.…”

“…The compound (111) was found to be highly fluorescent, with a quantum efficiency of 0.78 in dioxane, based on an investigation of its illumination qualities. When it reacted to form compounds (112a and 112b, respectively) with phenylmethanal and cinnamon, the intensity of this lighting was greatly decreased.…”

A Multifield Study on Dimethyl Acetylenedicarboxylate: A Reagent Able to Build a New Cycle on Diaminoimidazoles

“…Thus, in the past fewdecades we have studied rearrangements [ 1 , 2 , 3 , 4 ], heterocyclicring-openings [ 5 , 6 , 7 , 8 , 9 ], and the different behaviors [ 10 , 11 , 12 ] of many heterocyclic compounds, also gaininguseful information on their pharmacological activities (cardiovascular [ 13 , 14 , 15 ], antitumor [ 16 , 17 , 18 ], and anti-MDR1 [ 19 , 20 ] effectshave been evaluated).…”