Khoramjouy, Mona; Rezaee, Elham; Khoshnevis, Afshan; Nazari, Maryam; Nematpour, Manijeh; Shahhosseini, Soraya; Tabatabai, Sayyed Abbas; Faizi, Mehrdad published their research in Bioorganic Chemistry in 2021. The article was titled 《Synthesis of 4,6-diphenylpyrimidin-2-ol derivatives as new benzodiazepine receptor ligands》.Electric Literature of C7H6BrCl The article contains the following contents:
In the quest for new benzodiazepine agonists with more selectivity and low adverse effects, novel derivatives of 4,6-diphenylpyrimidin-2-ol I (X = H, 2-F, 4-Cl, etc.; Y = 4-Me, 4-OMe, 4-NO2, etc.) were designed, synthesized, and evaluated. In this series, compound I (X = H; Y = 4-F) was the most potent analog in radioligand binding assay with an IC50 value of 19 nM compared to zolpidem (IC50 = 48 nM), a nonbenzodiazepine central BZD receptor (CBR) agonist. Some compounds with a variety of affinities in radioligand receptor binding assay were selected for in vivo evaluations. Compound I (X = H; Y = 4-Cl) (IC50 = 25 nM), which possessed chlorine instead of fluorine in position 4 of the Ph ring, exhibited an excellent ED50 value in most in vivo tests. Proper sedative-hypnotic effects, potent anticonvulsant activity, appropriate antianxiety effect, and no memory impairment served compound I (X = H; Y = 4-Cl), a desirable candidate as a benzodiazepine agonist. The pharmacol. effects of compound I (X = H; Y = 4-Cl) were antagonized by flumazenil, a selective BZD receptor antagonist, confirming the BZD receptors’ involvement in the biol. effects of the novel ligand. In the experiment, the researchers used many compounds, for example, 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Electric Literature of C7H6BrCl)
1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) undergoes carbonylation in the presence of dimer of chloro(1,5-cyclooctadiene)rhodium(I) to yield the corresponding phenylacetic acid.Electric Literature of 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