Synthesis, characterization, and SAR of arylated indenoquinoline-based cholinesterase and carbonic anhydrase inhibitors was written by Ekiz, Makbule;Tutar, Ahmet;Oekten, Salih;Buetuen, Burcu;Kocyigit, Uemit M.;Taslimi, Parham;Topcu, Guelacti. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 2018.Product Details of 68385-95-5 This article mentions the following:
The authors report the synthesis of bromoindenoquinolines (15a-f) by Friedlander reactions in low yields (13-50%) and the conversion of the corresponding phenyl-substituted indenoquinoline derivatives 16-21 in high yields (80-96%) by Suzuki coupling reactions. To explore the structure-activity relationship (SAR), their inhibition potentials to inhibit acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and human carbonic anhydrase cyctosolic (hCA I and II) enzymes were determined Monophenyl (16-18) indenoquinolines significantly inhibited the AChE and BChE enzymes in ranges of IC50 37-57 nM and 84-93 nM, resp., compared with their starting materials 15a-c and reference compounds (galanthamine and tacrine). These novel arylated indenoquinoline-based derivatives were effective inhibitors of the BChE, hCA I and II, BChE and AChE enzymes with Ki values in the range of 37±2.04 to 88640±1990 nM for AChE, 120.94±37.06 to 1150.95±304.48 nM for hCA I, 267.58±98.05 to 1568.16±438.67 nM for hCA II, and 84±3.86 to 144120±2910 nM for BChE. As a result, monophenyl indenoquinolines 16-18 may have promising anti-Alzheimer drug potential and 3,8-dibromoindenoquinoline amine (15f) can be novel hCA I and hCA II enzyme inhibitors. In the experiment, the researchers used many compounds, for example, 2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5Product Details of 68385-95-5).
2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Product Details of 68385-95-5
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts