65915-30-2

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 23063-36-7 1-(dichloromethyl)-4-methylbenzene 
• 109-89-7 diethylamine 
• 80275-06-5 2,3,6,7-tetrahydro-3-isopropyl-2-(4-methylphenyl)-cyclopenta[e][1,3]oxazin-4(5H)-one 
• 4484-74-6 4-methylbenzyl iodide 
• 76698-69-6 4-methylbenzyl selenocyanate 
• 104-82-5 4-Methylbenzyl chloride 
• 589-18-4 4-Methylbenzyl alcohol 
• 68-12-2 N,N-dimethyl-formamide 
• 103661-68-3 tris(2,6-dimethoxyphenyl)phosphine selenide 
• 85417-41-0 tris(2,6-dimethoxyphenyl)phosphine 
• 104-81-4 4-Methylbenzyl bromide 

Downstream Products

• 1365284-59-8 Fmoc-Sec(Meb)-OMe 
• 922178-77-6 2-tert-butoxycarbonylamino-3-(4-methyl-benzylselanyl)-propionic acid methyl ester 
• 1276043-76-5 (Z)-(1,4-di-p-tolylbut-1-en-3-ynyl)(4-methylbenzyl)selane 
• 1276043-94-7 5-(naphthalen-2-yl)-3-(naphthalen-2-ylmethyl)-2-p-tolyl-selenophene 
• 1276043-78-7 (Z)-(1,4-di(naphthalen-2-yl)but-1-en-3-ynyl)(4-methylbenzyl)selane 
• 1276043-89-0 3-benzyl-5-phenyl-2-p-tolylselenophene 
• 1276043-75-4 (Z)-(1,4-diphenylbut-1-en-3-ynyl)(4-methyl)selane 
• 1276043-77-6 (Z)-(1,4-di-m-tolylbut-1-en-3-ynyl)(4-methylbenzyl)selane 
• 869646-27-5 N-Boc-L-Sec(4-MeBzl)-OH 
• 922178-75-4 p-tolyl-methaneselenol 

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.

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.

Multistep Synthesis of Organic Selenides under Visible Light Irradiation: A Continuous-Flow Approach

The potential application of multistep continuous-flow systems has had a great impact on the syntheses of active pharmaceutical ingredients, natural products, and commodity chemicals. In this report, the highly efficient combination of a chemical reduction and a photochemical Csp2-H activation reaction for selenylation of biologically relevant electron-rich arenes was achieved by means of a continuous-flow process. First, the reduction of alkyl and aryl selenocyanates by Rongalite was achieved giving the corresponding diselenides; second, the photoactivation of the Se-Se bond resulted in the selenylation of electron-rich arenes, both steps from good to excellent yields. In all cases, the reaction time was shortened, and isolated yields were improved when compared to batch reaction conditions. Furthermore, connecting both reactions in a multistep continuous-flow sequence was possible even when reductive and photooxidative transformations were coupled.

Alternative Protocol for the Synthesis of Symmetrical Dibenzyl Diselenides and Disulfides

A one-pot protocol for the preparation of symmetrical dibenzyl diselenides and disulfides from the corresponding benzyl alcohols employing NaBH2Se3 and NaBH2S3 as selenium-transfer and sulfur-transfer reagent, respectively, is described. Structurally diverse substituted benzyl alcohols afforded the corresponding diselenides and disulfides in good to excellent yields. The protocol is simple and mild, and the products were obtained within a short reaction time.

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

An improved synthesis of symmetrical diselenides from aromatic aldehydes

An improved method for the synthesis of symmetrical diselenides is described. Reductive selenation of aromatic aldehydes with Se/CO/H2O/Et3N system in THF gave the corresponding aromatic diselenides in good yields.

Selenophilicity of copper in selenium-carbon bond formation from selenous acid using Cu(II)/Sn(II) reagent

A selenium transfer reaction from selenous acid to benzyl and alkyl halides is initiated in the presence of stannous chloride and a catalytic amount of cupric chloride resulting in the formation of the corresponding diorganoselenides and/or diorganodiselenides as the major products as indicated by 1H, 13C, 77Se NMR, and MS. The reaction is characterized by a dual-metal effect at the selenium activation and transfer step. Thus, initial reaction of stannous chloride, cupric chloride, and selenous acid gives rise to α-Cu2Se. Selenium transfer from the latter to the organic halide takes place with additional assistance of stannous chloride. Copyright Taylor & Francis Group, LLC.

Synthetic seleno-glutaredoxin 3 analogues are highly reducing oxidoreductases with enhanced catalytic efficiency

Selenoenzymes have a central role in maintaining cellular redox potential. These enzymes have selenenylsulfide bonds in their active sites that catalyze the reduction of peroxides, sulfoxides, and disulfides. The selenol/disufide exchange reaction is comm