57239-61-9

Upstream product

• 57239-52-8 4-bromobenzyl selenocyanate 
• 589-17-3 p-bromobenzyl chloride 
• 6274-57-3 (4-bromobenzyl)dimethylamine 
• 589-15-1 1-bromomethyl-4-bromobenzene 

Downstream Products

• 57239-56-2 bis(4-bromobenzyl) selenide 
• 66361-17-9 (4-bromo-phenyl)-methaneseleninic acid 

Relevant academic research and scientific papers

Synthesis of Dibenzylic Diselenides from Elemental Selenium and Benzylic Quaternary Ammonium Salts

Abstract: Substituted dibenzyl diselenides are synthesized in good yields (74–91 %) by SN2 nucleophilic substitution of benzylic trimethylammonium salts and diselenide dianion (Se2?), in situ generated from elemental selenium, under

Lead optimization generates selenium-containing miconazole CYP51 inhibitors with improved pharmacological profile for the treatment of fungal infections

A series of selenium-containing miconazole derivatives were identified as potent antifungal drugs in our previous study. Representative compound A03 (MIC = 0.01 μg/mL against C.alb. 5314) proved efficacious in inhibiting the growth of fungal pathogens. However, further study showed lead compound A03 exhibited potential hemolysis, significant cytotoxic effect and unfavorable metabolic stability and was therefore modified to overcome these drawbacks. In this article, the further optimization of selenium-containing miconazole derivatives resulted in the discovery of similarly potent compound B17 (MIC = 0.02 μg/mL against C.alb. 5314), exhibiting a superior pharmacological profile with decreased rate of metabolism, cytotoxic effect and hemolysis. Furthermore, compound B17 showed fungicidal activity against Candida albicans and significant effects on the treatment of resistant Candida albicans infections. Meanwhile, compound B17 not only could reduce the ergosterol biosynthesis pathway by inhibiting CYP51, but also inhibited biofilm formation. More importantly, compound B17 also shows promising in vivo efficacy after intraperitoneal injection and the PK study of compound B17 was evaluated. In addition, molecular docking studies provide a model for the interaction between the compound B17 and the CYP51 protein. Overall, we believe that these selenium-containing miconazole compounds can be further developed for the potential treatment of fungal infections.

Method for synthesizing aryl propionic acid by metal-free catalysis of carbon dioxide carboxylation

The invention relates to the field of carbon dioxide immobilization and conversion, and particularly discloses a method for synthesizing aryl propionic acid by metal-free catalysis of carbon dioxide carboxylation. The method comprises the following steps: stirring a mixed solution of a diselenide catalyst and a styrene compound in a carbon dioxide atmosphere, adding hydrogen peroxide, and stirringto react, thereby obtaining the aryl propionic acid. Styrene is directly used as a raw material, diselenide is used as a catalyst to realize a carboxylation reaction of olefin and carbon dioxide, andcompared with metal catalyst residues or halogen-containing byproducts in a traditional synthesis method, the byproducts in the method only contain water, and small molecular diselenide is used as the catalyst to replace the traditional metal catalyst, and metal residuals are avoided.

A fast and direct iodide-catalyzed oxidative 2-selenylation of tryptophan

A metal-free 2-selenylation of tryptophan derivatives is reported, where the use of iodide as the catalyst and oxone as the oxidant is key to obtain high yields. Various functional groups within the di-seleny and the indole ring are tolerated, and no racemization is generally observed.

Design, synthesis, and biological evaluation of novel miconazole analogues containing selenium as potent antifungal agents

Herein, based on the theory of bioisosterism, a series of novel miconazole analogues containing selenium were designed, synthesized and their inhibitory effects on thirteen strains of pathogenic fungi were evaluated. It is especially encouraging that all the novel target compounds displayed significant antifungal activities against all tested strains. Furthermore, all the target compounds showed excellent inhibitory effects on fluconazole-resistant fungi. Subsequently, preliminary mechanistic studies indicated that the representative compound A03 had a strong inhibitory effect on C.alb. CYP51. Moreover, the target compounds could prevent the formation of fungi biofilms. Further hemolysis test verified that potential compounds had higher safety than miconazole. In addition, molecular docking study provided the interaction modes between the target compounds and C.alb. CYP51. These results strongly suggested that some target compounds are promising as novel antifungal drugs.

Selenocyanates and diselenides: A new class of potent antileishmanial agents

Thirty five selenocyanate and diselenide compounds were subjected to in vitro screening against Leishmania infantum promastigotes and the most active ones were also tested in an axenic amastigote model. In order to establish the selectivity indexes (SI) t

Improved method for the synthesis of organic diselenides from organic halides under atmospheric pressure

An improved approach to the synthesis of organic diselenides is reported. The process involves the reaction of organic halides with selenium, carbon monoxide, and water under atmospheric pressure in the presence of an inorganic base, sodium hydroxide, to afford organic diselenides in good yields. Copyright Taylor & Francis Group, LLC.

A convenient one-pot synthesis of dibenzyl diselenides under microwave irradiation conditions

A simple, rapid and efficient method for the synthesis of dibenzyl diselenides under microwave irradiation is reported. The effect of microwave irradiation power, times and solvent on the reaction is investigated.

Convenient Synthesis of Dibenzyl Diselenides under Phase Transfer Conditions

A convenient and simple method for the synthesis of dibenzyl diselenides under phase transfer conditions is described.The process involves the reaction of selenium with sodium hydroxide at 65-70 deg C and under phase transfer conditions to give sodium diselenides, which reacts with benzyl halides to afford the dibenzyl diselenides in good to excellent isolated yields.The reaction mechanism is briefly discussed.