Emami, Leila; Khabnadideh, Soghra; Faghih, Zahra; Solhjoo, Aida; Malek, Saba; Mohammadian, Amir; Divar, Masoumeh; Faghih, Zeinab published an article in Journal of Heterocyclic Chemistry. The title of the article was 《Novel N-substituted isatin-ampyrone Schiff bases as a new class of antiproliferative agents: Design, synthesis, molecular modeling and in vitro cytotoxic activity》.Synthetic Route of C7H6Cl2 The author mentioned the following in the article:
Thirteen novel isatin-ampyrone Schiff bases derivatives such as I [X = H, Cl; R = H, 3-F, 4-OMe, etc.] were synthesized by the reaction of isatins and benzyl halides followed by condensation with ampyrone. In vitro cytotoxic activity of these new Schiff bases against three human tumor cell lines (MCF-7, A549, and SCOV3) as well as normal breast cell line (MCF-10A) were evaluated by MTT assay. Structure-activity relationship of the tested compounds revealed that chlorine group at C-5 position of the isatin ring significantly increased the cytotoxic activity. This study generally led to introduce a highly active mol. I [X = Cl; R = 3-Cl] with IC50 values of 5.12, 25.5, and 12.9μM, on MCF-7, A549, and SCOV3, resp. Furthermore, mol. docking studies of the synthesized compounds were also done to investigate their binding modes to toward VEGFR-2 and JNK3-MAP kinase as the main targets for isatin-containing anticancer agents. Binding free energy values of the compounds showed pos. correlation with their cytotoxic activities. To confirm the docking results, mol. docking simulations of potent compound I [X = Cl; R = 3-Cl] against VEGFR-2 and JNK3 MAP kinase were also performed. According to the cytotoxic results and in silico ADMET predictions together, I [X = Cl; R = 3-Cl] could be considered as a potent candidate for the future anticancer studies. In the experimental materials used by the author, we found 3-Chlorobenzylchloride(cas: 620-20-2Synthetic Route of C7H6Cl2)
3-Chlorobenzylchloride(cas: 620-20-2) has been used in the reaction of 3-methoxybenzyl chloride and ethyl 4-bromobenzoate in pure water, using zinc dust and a Pd catalyst.Synthetic Route of C7H6Cl2
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics