Synthesis, cytotoxicity and docking simulation of bioactive [1,2,4]triazolo[3,4-a]dihydroisoquinoline chalcone derivatives was written by Teleb, Mohamed A. M.;Hassan, Nourhan;Hassaneen, Hamdi M.;Hassaneen, Huwaida M. E.;Laboud, Yara N.;Saleh, Fatma M.. And the article was included in Heterocycles in 2022.Synthetic Route of C11H13NO2 This article mentions the following:
1-(1-Aryl-8,9-dimethoxy-1,5,6,10b-tetrahydro-[1,2,4]triazolo[3,4-a]isoquinolin-3-yl)ethan-1-ones were prepared via reaction of C-acetylmethanohydrazonoyl chlorides with 6,7-dimethoxy-3,4-dihydroisoquinoline. Treatment of the latter products with 3-aryl-1-phenyl-1H-pyrazole-4-carbaldehyde derivatives in ethanol in the presence of sodium hydroxide solution at room temperature afforded chalcones I (X = Me, OMe; Y = H, Me, OMe, Cl). Cytotoxic assay was performed for in vitro antitumor screening against caucasian breast adenocarcinoma (MCF7) and hepatocellular carcinoma (HepG2) cell lines. Chalcones I (X = Y = Me) and I (X = OMe, Y = H) have promising cytotoxic effects against MCF7 with IC50 values 8.0 and 7.5渭g/mL, resp. Mol. docking using Mcule.com was carried out, for the most potent compounds I (X = Y = Me) and I (X = OMe, Y = H) against two protiens which are EGFR and DHFR. In the experiment, the researchers used many compounds, for example, 6,7-Dimethoxy-3,4-dihydroisoquinoline (cas: 3382-18-1Synthetic Route of C11H13NO2).
6,7-Dimethoxy-3,4-dihydroisoquinoline (cas: 3382-18-1) belongs to isoquinoline derivatives. Being an analog of pyridine, isoquinoline is a weak base, with a pKa of 5.14. Isoquinoline-type alkaloids show biological activities similar to those of morphinane-, protoberberine-, and benzophenanthridine-type alkaloids.Synthetic Route of C11H13NO2
Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem