Synthesis and biological evaluation of new retinoid derivatives was written by Xu, Zhihan;Pan, Shen;Huang, Yan-gen. And the article was included in Youji Huaxue in 2014.Recommanded Product: 179232-29-2 This article mentions the following:
The key intermediate boronic acid 2 was synthesized via sequential reactions of Friedel-Crafts alkylation, bromination and nucleophilic reaction by using anisole as starting material. Hydroxyacetone was converted to bromide compound 3 by the Wittig reaction, bromination, Arbuzov reaction and Homer-Wadsworth-Emmons (HWE) reaction. Three novel retinoid derivatives 1a-1c can be obtained via the Suzuki coupling reaction of the boronic acid 2 with bromide compound 3, Me 4-bromo-2-fluorobenzoate (4) or Me 6-bromonicotinate (5) and followed by hydrolysis of the corresponding esters. In addition, trifluoromethyl substituted retinoid derivative 1d was synthesized via sequential reactions of Friedel-Crafts alkylation nitration, trifluoromethylation, reduction and nucleophilic reaction with bromobenzene as starting material. The structures of four new retinoid derivatives 1a-1d were confirmed by 1H NMR, 13C NMR, IR and HRMS analyses. Furthermore, the inducing differentiation abilities of mols. 1a-1d for HL-60 cells were tested, and the results revealed that these four retinoid derivatives are biol. active. The IC50 values of fluorinated derivatives 1b and 1d are lower than that of com. medicine all trans retinoid acid (ATRA). In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2Recommanded Product: 179232-29-2).
Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Recommanded Product: 179232-29-2
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary