Bec, Anja; Hok, Lucija; Persoons, Leentje; Vanstreels, Els; Daelemans, Dirk; Vianello, Robert; Hranjec, Marijana published an article in 2021, the title of the article was Synthesis, Computational Analysis, and Antiproliferative Activity of Novel Benzimidazole Acrylonitriles as Tubulin Polymerization Inhibitors: Part 2.Reference of 3-Chloro-4-nitrobenzonitrile And the article contains the following content:
Classical linear and microwave-assisted synthesis methods was used to prepare novel N-substituted, benzimidazole-derived acrylonitriles I [R1 = H, cyano; R2 = Me, iso-Bu, Ph, etc.; R3 = H, 2-methoxy, 3,4,5-trimethoxy, etc.] with antiproliferative activity against several cancer cells in vitro. The most potent systems showed pronounced activity against all tested hematol. cancer cell lines, with favorable selectivity towards normal cells. The selection of lead compounds was also tested in vitro for tubulin polymerization inhibition as a possible mechanism of biol. action. A combination of docking and mol. dynamics simulations confirmed the suitability of the employed organic skeleton for the design of antitumor drugs and demonstrated that their biol. activity relies on binding to the colchicine binding site in tubulin. In addition, it also underlined that higher tubulin affinities are linked with (i) bulkier alkyl and aryl moieties on the benzimidazole nitrogen and (ii) electron-donating substituents on the Ph group that allow deeper entrance into the hydrophobic pocket within the tubulin’s β-subunit, consisting of Leu255, Leu248, Met259, Ala354, and Ile378 residues. The experimental process involved the reaction of 3-Chloro-4-nitrobenzonitrile(cas: 34662-29-8).Reference of 3-Chloro-4-nitrobenzonitrile
The Article related to phenylacrylonitrile benzimidazole preparation diastereoselective antitumor sar apoptosis mol docking, acrylonitriles, antiproliferative activity, benzimidazoles, docking analysis, molecular dynamics simulations, tubulin polymerization and other aspects.Reference of 3-Chloro-4-nitrobenzonitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts