《Design, synthesis, biological evaluation, and docking study of new acridine-9-carboxamide linked to 1,2,3-triazole derivatives as antidiabetic agents targeting α-glucosidase》 was published in Journal of Heterocyclic Chemistry in 2020. These research results belong to Asgari, Mohammad S.; Tahmasebi, Behnam; Mojtabavi, Somayeh; Faramarzi, Mohammad A.; Rahimi, Rahmatollah; Ranjbar, Parviz R.; Biglar, Mahmood; Larijani, Bagher; Rastegar, Hossein; Mohammadi-Khanaposhtani, Maryam; Mahdavi, Mohammad. Formula: C7H6BrCl The article mentions the following:
A new series of acridine-9-carboxamide-1,2,3-triazole derivatives I [R = H, 2-Me, 4-O2N, etc.] were designed, synthesized and evaluated as novel α-glucosidase inhibitors. Compounds I were designed by combination of effective moieties from potent α-glucosidase inhibitors. Most of the synthesized compounds I were more potent than standard inhibitor acarbose. Among the synthesized compounds, the most potent compounds were I [R = 3-Br, 4-Br, H] with IC50 values of 120.2 ± 1.0, 151.1 ± 1.4, and 157.6 ± 1.6μM, resp. (IC50 value of acarbose = 750.0 ± 10.0μM). Docking study of the most potent compounds I [R = H, 3-Br, 4-Br] reported that these compounds formed stable complexes with α-glucosidase active site. Anti-α-amylase assay of compounds I [R = H, 3-Br, 4-Br] was performed and no activity was observed, meanwhile in-vitro cytotoxicity assay of the latter compounds revealed that these compounds were not cytotoxic toward human normal (HDF) and cancer (MCF-7) cell lines. ADME and toxicity prediction of compounds I [R = H, 3-Br, 4-Br] were also performed. In addition to this study using 1-(Bromomethyl)-4-chlorobenzene, there are many other studies that have used 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Formula: C7H6BrCl) was used in this study.
1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) may be used to synthesize 1-(4-chlorobenzyl)-2-(pyrrolidin-1-yl-methyl)-1H-benzimidazole dihydrochloride.Formula: C7H6BrCl It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics